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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:46:08 UTC
HMDB IDHMDB0000618
Secondary Accession Numbers
  • HMDB0002033
  • HMDB0002694
  • HMDB00618
  • HMDB02033
  • HMDB02694
Metabolite Identification
Common NameD-Ribulose 5-phosphate
DescriptionD-Ribulose 5-phosphate belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Ribulose 5-phosphate is a metabolite in the following pathways: pentose phosphate pathway, pentose and glucuronate interconversions, and riboflavin metabolism (KEGG). D-Ribulose 5-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, D-ribulose 5-phosphate participates in a number of enzymatic reactions. In particular, D-ribulose 5-phosphate can be converted into D-ribose 5-phosphate through its interaction with the enzyme ribose-5-phosphate isomerase. In addition, D-ribulose 5-phosphate can be converted into xylulose 5-phosphate; which is mediated by the enzyme ribulose-phosphate 3-epimerase. In humans, D-ribulose 5-phosphate is involved in pentose phosphate pathway. Outside of the human body, D-Ribulose 5-phosphate has been detected, but not quantified in, several different foods, such as winter squash, japanese chestnuts, barley, strawberries, and abiyuchs. This could make D-ribulose 5-phosphate a potential biomarker for the consumption of these foods. D-Ribulose 5-phosphate, with regard to humans, has been found to be associated with several diseases such as lewy body disease, frontotemporal dementia, and alzheimer's disease; D-ribulose 5-phosphate has also been linked to the inborn metabolic disorder transaldolase deficiency.
Structure
Data?1582752144
Synonyms
ValueSource
D-Erythro-pent-2-ulose 5-(dihydrogen phosphate)ChEBI
D-Erythro-pent-2-ulose 5-(dihydrogen phosphoric acid)Generator
D-Ribulose 5-phosphoric acidGenerator
Ribulose 5-phosphateHMDB
Ribulose 5-phosphate, (D)-isomerHMDB
Ribulose 5-phosphate, (L)-isomerHMDB
Chemical FormulaC5H11O8P
Average Molecular Weight230.1098
Monoisotopic Molecular Weight230.01915384
IUPAC Name{[(2R,3R)-2,3,5-trihydroxy-4-oxopentyl]oxy}phosphonic acid
Traditional NameAra
CAS Registry Number4151-19-3
SMILES
OCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O
InChI Identifier
InChI=1S/C5H11O8P/c6-1-3(7)5(9)4(8)2-13-14(10,11)12/h4-6,8-9H,1-2H2,(H2,10,11,12)/t4-,5+/m1/s1
InChI KeyFNZLKVNUWIIPSJ-UHNVWZDZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • Pentose-5-phosphate
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Acyloin
  • Beta-hydroxy ketone
  • Organic phosphoric acid derivative
  • Alkyl phosphate
  • Phosphoric acid ester
  • Alpha-hydroxy ketone
  • Ketone
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Carbonyl group
  • Alcohol
  • Primary alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker140.85330932474
[M-H]-MetCCS_test_neg136.530932474
[M-H]-Not Available140.853http://allccs.zhulab.cn/database/detail?ID=AllCCS00001804
Predicted Molecular Properties
PropertyValueSource
Water Solubility33.6 g/LALOGPS
logP-1.8ALOGPS
logP-2.8ChemAxon
logS-0.95ALOGPS
pKa (Strongest Acidic)1.48ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.52 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity42.47 m³·mol⁻¹ChemAxon
Polarizability17.95 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+152.02431661259
DarkChem[M-H]-144.85431661259
AllCCS[M+H]+148.3132859911
AllCCS[M-H]-140.12532859911
DeepCCS[M+H]+137.95830932474
DeepCCS[M-H]-135.630932474
DeepCCS[M-2H]-168.5930932474
DeepCCS[M+Na]+144.05130932474
AllCCS[M+H]+148.332859911
AllCCS[M+H-H2O]+144.832859911
AllCCS[M+NH4]+151.632859911
AllCCS[M+Na]+152.532859911
AllCCS[M-H]-140.132859911
AllCCS[M+Na-2H]-141.132859911
AllCCS[M+HCOO]-142.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.13 minutes32390414
Predicted by Siyang on May 30, 20229.9048 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20229.29 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid429.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid453.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid312.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid24.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid191.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid79.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid303.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid230.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)874.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid592.0 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid46.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid694.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid196.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid322.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate787.2 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA412.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water497.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-Ribulose 5-phosphateOCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O3088.8Standard polar33892256
D-Ribulose 5-phosphateOCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O1661.2Standard non polar33892256
D-Ribulose 5-phosphateOCC(=O)[C@H](O)[C@H](O)COP(O)(O)=O2029.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Ribulose 5-phosphate,1TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O)[C@H](O)COP(=O)(O)O1978.8Semi standard non polar33892256
D-Ribulose 5-phosphate,1TMS,isomer #2C[Si](C)(C)O[C@@H](C(=O)CO)[C@H](O)COP(=O)(O)O1936.4Semi standard non polar33892256
D-Ribulose 5-phosphate,1TMS,isomer #3C[Si](C)(C)O[C@H](COP(=O)(O)O)[C@@H](O)C(=O)CO1955.7Semi standard non polar33892256
D-Ribulose 5-phosphate,1TMS,isomer #4C[Si](C)(C)OP(=O)(O)OC[C@@H](O)[C@@H](O)C(=O)CO2023.3Semi standard non polar33892256
D-Ribulose 5-phosphate,1TMS,isomer #5C[Si](C)(C)OC(CO)=C(O)[C@H](O)COP(=O)(O)O2055.3Semi standard non polar33892256
D-Ribulose 5-phosphate,1TMS,isomer #6C[Si](C)(C)OC(=CO)[C@H](O)[C@H](O)COP(=O)(O)O2060.9Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O1967.0Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #10C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C(=O)CO2004.4Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #11C[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2080.0Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #12C[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2063.6Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #13C[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C(=O)CO)O[Si](C)(C)C2041.9Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #14C[Si](C)(C)OC(CO)=C(O)[C@H](O)COP(=O)(O)O[Si](C)(C)C2131.0Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #15C[Si](C)(C)OC(=CO)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C2104.7Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #2C[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C1973.6Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #3C[Si](C)(C)OCC(=O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C2027.3Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #4C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@H](O)COP(=O)(O)O2093.1Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #5C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O2125.5Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #6C[Si](C)(C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)C(=O)CO1964.8Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #7C[Si](C)(C)O[C@@H](C(=O)CO)[C@H](O)COP(=O)(O)O[Si](C)(C)C2001.9Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #8C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O2053.3Semi standard non polar33892256
D-Ribulose 5-phosphate,2TMS,isomer #9C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O2050.6Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C1997.5Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #10C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C2148.9Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #11C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)CO2022.9Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #12C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2101.9Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #13C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2067.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #14C[Si](C)(C)O[C@@H](C(=O)CO)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2054.8Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #15C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2110.4Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #16C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2100.3Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #17C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C(=O)CO2062.4Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #18C[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2146.5Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #19C[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2105.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #2C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2054.5Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #20C[Si](C)(C)OC(CO)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2156.8Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #21C[Si](C)(C)OC(=CO)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2119.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #3C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O2108.6Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #4C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O2137.3Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #5C[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2040.3Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #6C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2121.0Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #7C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2125.7Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #8C[Si](C)(C)OCC(=O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2066.8Semi standard non polar33892256
D-Ribulose 5-phosphate,3TMS,isomer #9C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@H](O)COP(=O)(O)O[Si](C)(C)C2161.6Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2076.9Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2043.7Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2467.0Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #10C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2208.8Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #10C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2142.1Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #10C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2456.8Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #11C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2168.4Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #11C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2086.7Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #11C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2529.1Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #12C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)CO2096.8Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #12C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)CO2056.6Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #12C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C(=O)CO2307.5Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #13C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2158.0Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #13C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2073.3Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #13C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2553.2Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #14C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2113.1Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #14C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2089.9Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #14C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2581.6Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #15C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2145.3Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #15C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2092.4Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #15C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2379.1Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #16C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2144.1Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #16C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2103.6Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #16C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2412.1Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #17C[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2174.6Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #17C[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2138.5Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #17C[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2435.1Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #18C[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2144.5Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #18C[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2134.2Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #18C[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2486.7Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2144.6Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2076.2Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2757.6Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #3C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2146.7Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #3C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2077.4Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #3C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2822.1Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #4C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2116.6Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #4C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2055.0Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #4C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2299.7Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #5C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2165.5Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #5C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2062.8Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #5C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2550.9Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #6C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2172.2Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #6C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2044.4Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #6C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2607.4Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #7C[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2104.2Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #7C[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2059.3Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #7C[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2361.0Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #8C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2183.6Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #8C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2113.2Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #8C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2606.7Standard polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #9C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2163.4Semi standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #9C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2073.7Standard non polar33892256
D-Ribulose 5-phosphate,4TMS,isomer #9C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2682.0Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2125.0Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2087.3Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #1C[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2235.5Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2160.5Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2081.4Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #2C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2437.7Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #3C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2181.2Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #3C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2068.7Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #3C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2499.7Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #4C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2164.8Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #4C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2099.6Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #4C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2303.1Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #5C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2202.7Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #5C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2077.6Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #5C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2362.5Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #6C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2203.7Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #6C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2149.2Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #6C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2345.4Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #7C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2201.4Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #7C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2109.4Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #7C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2425.3Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #8C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2161.8Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #8C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2114.1Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #8C[Si](C)(C)OC(CO)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2288.8Standard polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #9C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2156.9Semi standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #9C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2114.2Standard non polar33892256
D-Ribulose 5-phosphate,5TMS,isomer #9C[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2315.0Standard polar33892256
D-Ribulose 5-phosphate,6TMS,isomer #1C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2181.5Semi standard non polar33892256
D-Ribulose 5-phosphate,6TMS,isomer #1C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2134.9Standard non polar33892256
D-Ribulose 5-phosphate,6TMS,isomer #1C[Si](C)(C)OCC(O[Si](C)(C)C)=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2263.2Standard polar33892256
D-Ribulose 5-phosphate,6TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2213.7Semi standard non polar33892256
D-Ribulose 5-phosphate,6TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2115.0Standard non polar33892256
D-Ribulose 5-phosphate,6TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2297.3Standard polar33892256
D-Ribulose 5-phosphate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@H](O)COP(=O)(O)O2213.3Semi standard non polar33892256
D-Ribulose 5-phosphate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H](C(=O)CO)[C@H](O)COP(=O)(O)O2200.5Semi standard non polar33892256
D-Ribulose 5-phosphate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O)[C@@H](O)C(=O)CO2191.9Semi standard non polar33892256
D-Ribulose 5-phosphate,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@@H](O)[C@@H](O)C(=O)CO2261.0Semi standard non polar33892256
D-Ribulose 5-phosphate,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@H](O)COP(=O)(O)O2302.8Semi standard non polar33892256
D-Ribulose 5-phosphate,1TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@H](O)COP(=O)(O)O2275.1Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O2413.5Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)CO2429.9Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2504.8Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2471.3Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #13CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C(=O)CO)O[Si](C)(C)C(C)(C)C2469.3Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2544.6Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2531.0Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2386.9Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2453.3Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](O)COP(=O)(O)O2497.6Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O2503.6Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)CO2396.9Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)O[C@@H](C(=O)CO)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2445.4Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O2499.8Semi standard non polar33892256
D-Ribulose 5-phosphate,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O2473.0Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2644.4Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2739.1Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #11CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)CO2668.8Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2714.3Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2679.8Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #14CC(C)(C)[Si](C)(C)O[C@@H](C(=O)CO)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2689.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2747.6Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #16CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2730.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #17CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)C(=O)CO2683.1Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #18CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2764.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #19CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2741.1Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2698.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #20CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2781.2Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #21CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2756.5Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O2708.5Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O2713.9Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2676.6Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2719.4Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2709.9Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2696.6Semi standard non polar33892256
D-Ribulose 5-phosphate,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2761.1Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2929.3Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2744.3Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2806.9Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2992.5Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2798.6Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #10CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2807.5Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2932.2Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2726.7Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2841.9Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #12CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)CO2911.0Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #12CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)CO2695.6Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #12CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)CO2676.9Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2956.3Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2746.7Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2851.5Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2942.5Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2791.1Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2851.6Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2961.9Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2723.8Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2739.9Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #16CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2958.0Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #16CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2747.2Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #16CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2744.3Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #17CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2988.0Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #17CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2792.5Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #17CC(C)(C)[Si](C)(C)OC(CO)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2785.2Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #18CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2971.4Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #18CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2779.4Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #18CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2800.2Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2943.5Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2784.7Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C3003.3Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2929.2Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2781.7Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C3021.6Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2936.4Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2710.0Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2688.3Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2975.1Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2761.1Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2858.4Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2954.4Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2734.1Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2877.1Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2916.7Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2720.0Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2736.3Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2982.9Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2826.8Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2905.2Standard polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2947.2Semi standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2759.9Standard non polar33892256
D-Ribulose 5-phosphate,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2935.8Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3164.8Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2872.7Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2715.6Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3185.7Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2899.1Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2850.0Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3159.5Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2896.9Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2862.5Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3181.8Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2878.1Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2768.4Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3158.6Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2859.5Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2783.7Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3182.6Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2927.8Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O[Si](C)(C)C(C)(C)C)=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2803.4Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3156.1Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2882.8Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2830.1Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3166.1Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2866.8Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(CO)=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2749.9Standard polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3165.5Semi standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2898.8Standard non polar33892256
D-Ribulose 5-phosphate,5TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=CO)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2747.2Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Cellular Cytoplasm
  • Saliva
Tissue Locations
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified1.86 +/- 0.79 uMChildren (1-13 years old)BothNormal details
BloodDetected and Quantified1.58 +/- 1.31 uMAdult (>18 years old)BothNormal details
Cellular CytoplasmDetected and Quantified0.148 uMAdult (>18 years old)BothNormal details
SalivaDetected and Quantified4.70 +/- 2.86 uMAdult (>18 years old)FemaleNormal details
SalivaDetected and Quantified0.264 +/- 0.406 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.608 +/- 0.811 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.818 +/- 1.58 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.818 +/- 1.58 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.825 +/- 0.406 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.830 +/- 0.542 uMAdult (>18 years old)Not Specified
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.992 +/- 0.935 uMAdult (>18 years old)Female
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified5.09 +/- 4.91 uMAdult (>18 years old)Male
Normal
    • Sugimoto et al. (...
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.82 +/- 0.22 uMAdult (>18 years old)BothTransaldolase deficiency details
SalivaDetected and Quantified3.41 +/- 1.80 uMAdult (>18 years old)MaleAlzheimer's disease details
SalivaDetected and Quantified3.16 +/- 1.86 uMAdult (>18 years old)MaleFrontotemporal lobe dementia details
SalivaDetected and Quantified4.74 +/- 4.64 uMAdult (>18 years old)BothLewy body disease details
Associated Disorders and Diseases
Disease References
Transaldolase deficiency
  1. Huck JH, Struys EA, Verhoeven NM, Jakobs C, van der Knaap MS: Profiling of pentose phosphate pathway intermediates in blood spots by tandem mass spectrometry: application to transaldolase deficiency. Clin Chem. 2003 Aug;49(8):1375-80. [PubMed:12881455 ]
Alzheimer's disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Frontotemporal dementia
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Lewy body disease
  1. Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022145
KNApSAcK IDNot Available
Chemspider ID388327
KEGG Compound IDC00199
BioCyc IDRIBULOSE-5P
BiGG IDNot Available
Wikipedia LinkRibulose_5-phosphate
METLIN IDNot Available
PubChem Compound439184
PDB IDNot Available
ChEBI ID17363
Food Biomarker OntologyNot Available
VMH IDRU5P_D
MarkerDB IDMDB00000201
Good Scents IDNot Available
References
Synthesis ReferenceWong, Chi-Huey; McCurry, Stephen D.; Whitesides, George M. Practical enzymic syntheses of ribulose 1,5 bisphosphate and ribose 5-phosphate. Journal of the American Chemical Society (1980), 102(27), 7938-9.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Shen BW, Perraud AL, Scharenberg A, Stoddard BL: The crystal structure and mutational analysis of human NUDT9. J Mol Biol. 2003 Sep 12;332(2):385-98. [PubMed:12948489 ]
  2. Verhoeven NM, Huck JH, Roos B, Struys EA, Salomons GS, Douwes AC, van der Knaap MS, Jakobs C: Transaldolase deficiency: liver cirrhosis associated with a new inborn error in the pentose phosphate pathway. Am J Hum Genet. 2001 May;68(5):1086-92. Epub 2001 Mar 27. [PubMed:11283793 ]
  3. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  4. Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. [PubMed:15882454 ]
  5. Lachant NA, Zerez CR, Tanaka KR: Pyrimidine nucleotides impair phosphoribosylpyrophosphate (PRPP) synthetase subunit aggregation by sequestering magnesium. A mechanism for the decreased PRPP synthetase activity in hereditary erythrocyte pyrimidine 5'-nucleotidase deficiency. Biochim Biophys Acta. 1989 Jan 19;994(1):81-8. [PubMed:2535789 ]
  6. Huck JH, Struys EA, Verhoeven NM, Jakobs C, van der Knaap MS: Profiling of pentose phosphate pathway intermediates in blood spots by tandem mass spectrometry: application to transaldolase deficiency. Clin Chem. 2003 Aug;49(8):1375-80. [PubMed:12881455 ]
  7. Boss GR: Decreased phosphoribosylpyrophosphate as the basis for decreased purine synthesis during amino acid starvation of human lymphoblasts. J Biol Chem. 1984 Mar 10;259(5):2936-41. [PubMed:6199353 ]
  8. Schenk G, Duggleby RG, Nixon PF: Heterologous expression of human transketolase. Int J Biochem Cell Biol. 1998 Mar;30(3):369-78. [PubMed:9611778 ]
  9. Cornwell MM, Tsuruo T, Gottesman MM, Pastan I: ATP-binding properties of P glycoprotein from multidrug-resistant KB cells. FASEB J. 1987 Jul;1(1):51-4. [PubMed:2886389 ]
  10. Boer P, Sperling O: Role of cellular ribose-5-phosphate content in the regulation of 5-phosphoribosyl-1-pyrophosphate and de novo purine synthesis in a human hepatoma cell line. Metabolism. 1995 Nov;44(11):1469-74. [PubMed:7476336 ]
  11. Delplanque J, Delpierre G, Opperdoes FR, Van Schaftingen E: Tissue distribution and evolution of fructosamine 3-kinase and fructosamine 3-kinase-related protein. J Biol Chem. 2004 Nov 5;279(45):46606-13. Epub 2004 Aug 25. [PubMed:15331600 ]
  12. Berthon HA, Kuchel PW, Nixon PF: High control coefficient of transketolase in the nonoxidative pentose phosphate pathway of human erythrocytes: NMR, antibody, and computer simulation studies. Biochemistry. 1992 Dec 29;31(51):12792-8. [PubMed:1463749 ]
  13. Gatsura VV: [Pentosephosphate cycle metabolites as energy-supplying anti-ischemic agents]. Farmakol Toksikol. 1991 Jul-Aug;54(4):4-8. [PubMed:1786823 ]
  14. Parry RJ, Burns MR, Skae PN, Hoyt JC, Pal B: Carbocyclic analogues of D-ribose-5-phosphate: synthesis and behavior with 5-phosphoribosyl alpha-1-pyrophosphate synthetases. Bioorg Med Chem. 1996 Jul;4(7):1077-88. [PubMed:8831979 ]
  15. Song EK, Park HJ, Kim JS, Lee HH, Kim UH, Han MK: A novel fluorometric assay for ADP-ribose pyrophosphatase activity. J Biochem Biophys Methods. 2005 Jun 30;63(3):161-9. [PubMed:15967507 ]
  16. Chalmers AH: Fresh substrate essential for transketolase assay. Clin Chem. 1993 Jun;39(6):1347-8. [PubMed:7980725 ]
  17. Buttery JE, Chamberlain BR: Fresh vs frozen substrate for transketolase assay. Clin Chem. 1994 Sep;40(9):1786-7. [PubMed:8070095 ]
  18. Takeuchi T, Nishino K, Itokawa Y: Improved determination of transketolase activity in erythrocytes. Clin Chem. 1984 May;30(5):658-61. [PubMed:6713626 ]
  19. Kakuta Y, Tahara M, Maetani S, Yao M, Tanaka I, Kimura M: Crystal structure of the regulatory subunit of archaeal initiation factor 2B (aIF2B) from hyperthermophilic archaeon Pyrococcus horikoshii OT3: a proposed structure of the regulatory subcomplex of eukaryotic IF2B. Biochem Biophys Res Commun. 2004 Jul 2;319(3):725-32. [PubMed:15184043 ]
  20. Mocali A, Paoletti F: Transketolase from human leukocytes. Isolation, properties and induction of polyclonal antibodies. Eur J Biochem. 1989 Mar 1;180(1):213-9. [PubMed:2495942 ]
  21. Nordenberg J, Aviram R, Beery E, Stenzel KH, Novogrodsky A: Inhibition of 6-phosphogluconate dehydrogenase by glucose 1,6-diphosphate in human normal and malignant colon extracts. Cancer Lett. 1984 Jun;23(2):193-9. [PubMed:6234985 ]
  22. Pilz RB, Willis RC, Boss GR: The influence of ribose 5-phosphate availability on purine synthesis of cultured human lymphoblasts and mitogen-stimulated lymphocytes. J Biol Chem. 1984 Mar 10;259(5):2927-35. [PubMed:6699001 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Enzymes

General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS1L1
Uniprot ID:
P21108
Molecular weight:
34838.915
General function:
Involved in hydrolase activity
Specific function:
Hydrolyzes with similar activities ADP-ribose ADP-mannose, ADP-glucose, 8-oxo-GDP and 8-oxo-dGDP. Can also hydrolyze other nucleotide sugars with low activity.
Gene Name:
NUDT5
Uniprot ID:
Q9UKK9
Molecular weight:
24327.41
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS1
Uniprot ID:
P60891
Molecular weight:
12324.195
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the synthesis of phosphoribosylpyrophosphate (PRPP) that is essential for nucleotide synthesis.
Gene Name:
PRPS2
Uniprot ID:
P11908
Molecular weight:
35054.06
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate (By similarity).
Gene Name:
TKTL1
Uniprot ID:
P51854
Molecular weight:
59302.195
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
Gene Name:
TKT
Uniprot ID:
P29401
Molecular weight:
67876.95
General function:
Involved in oxidoreductase activity
Specific function:
Catalyzes the oxidative decarboxylation of 6-phosphogluconate to ribulose 5-phosphate and CO(2), with concomitant reduction of NADP to NADPH (By similarity).
Gene Name:
PGD
Uniprot ID:
P52209
Molecular weight:
53139.56
Reactions
6-Phosphogluconic acid + NADP → D-Ribulose 5-phosphate + CO(2) + NADPHdetails
6-Phosphogluconic acid + NADP → D-Ribulose 5-phosphate + Carbon dioxide + NADPH + Hydrogen Iondetails
General function:
Involved in ribokinase activity
Specific function:
Not Available
Gene Name:
RBKS
Uniprot ID:
Q9H477
Molecular weight:
34142.685
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
This enzyme participates in both the breakdown and synthesis of glucose.
Gene Name:
PGM1
Uniprot ID:
P36871
Molecular weight:
63789.985
General function:
Involved in intramolecular transferase activity, phosphotransferases
Specific function:
Interconverts GlcNAc-6-P and GlcNAc-1-P.
Gene Name:
PGM3
Uniprot ID:
O95394
Molecular weight:
62940.905

Only showing the first 10 proteins. There are 15 proteins in total.