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Showing metabocard for 3-Nitropropanol (HMDB0245951)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:59:43 UTC
Update Date2021-09-26 22:54:42 UTC
HMDB IDHMDB0245951
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-Nitropropanol
Description3-Nitropropanol belongs to the class of organic compounds known as c-nitro compounds. C-nitro compounds are compounds having the nitro group, -NO2 (free valence on nitrogen), which is attached to carbon. Based on a literature review very few articles have been published on 3-Nitropropanol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-nitropropanol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-Nitropropanol is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0245951 (3-Nitropropanol)


  Mrv1533004241512322D          

  7  6  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  CHG  2   5   1   7  -1
M  END
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3D MOL for HMDB0245951 (3-Nitropropanol)

HMDB0245951
     RDKit          3D
3-Nitropropanol
 14 13  0  0  0  0  0  0  0  0999 V2000
    2.2444   -0.7461    1.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -0.4024   -0.1106 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.2816   -0.4233   -0.8978 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.8967    0.0164   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1836   -0.0447    0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    0.3964   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176    0.3444    0.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6134   -0.5628   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    1.0698   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008   -1.0650    0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    0.6519    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688   -0.1369   -1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086    1.4731   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735   -0.5707    1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
M  CHG  2   2   1   3  -1
M  END
Download

3D SDF for HMDB0245951 (3-Nitropropanol)


  Mrv1533004241512322D          

  7  6  0  0  0  0            999 V2000
   -0.1914    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5230    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664    0.7145    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.3809    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6664   -0.1105    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
M  CHG  2   5   1   7  -1
M  END
> <DATABASE_ID>
HMDB0245951

> <DATABASE_NAME>
hmdb

> <SMILES>
OCCC[N+]([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H7NO3/c5-3-1-2-4(6)7/h5H,1-3H2

> <INCHI_KEY>
YISPKQZWSIMXMX-UHFFFAOYSA-N

> <FORMULA>
C3H7NO3

> <MOLECULAR_WEIGHT>
105.093

> <EXACT_MASS>
105.042593089

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
9.463016594214384

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-nitropropan-1-ol

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-0.6013076300000001

> <ALOGPS_LOGS>
-0.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.935094406522072

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.02456148289427

> <JCHEM_PKA_STRONGEST_BASIC>
-2.433074580240925

> <JCHEM_POLAR_SURFACE_AREA>
63.370000000000005

> <JCHEM_REFRACTIVITY>
22.741100000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.35e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-nitropropanol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0245951 (3-Nitropropanol)

HMDB0245951
     RDKit          3D
3-Nitropropanol
 14 13  0  0  0  0  0  0  0  0999 V2000
    2.2444   -0.7461    1.0788 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705   -0.4024   -0.1106 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.2816   -0.4233   -0.8978 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.8967    0.0164   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1836   -0.0447    0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    0.3964   -0.1386 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5176    0.3444    0.8218 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6134   -0.5628   -1.5575 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0383    1.0698   -1.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2008   -1.0650    0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    0.6519    1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688   -0.1369   -1.0665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086    1.4731   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735   -0.5707    1.0858 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
  6 12  1  0
  6 13  1  0
  7 14  1  0
M  CHG  2   2   1   3  -1
M  END
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PDB for HMDB0245951 (3-Nitropropanol)

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  O   UNK     0      -0.357   1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.976   2.104   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       4.977   1.334   0.000  0.00  0.00           N+1
HETATM    6  O   UNK     0       6.311   2.104   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.977  -0.206   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for HMDB0245951 (3-Nitropropanol)

COMPND    HMDB0245951
HETATM    1  O1  UNL     1       2.244  -0.746   1.079  1.00  0.00           O  
HETATM    2  N1  UNL     1       2.170  -0.402  -0.111  1.00  0.00           N1+
HETATM    3  O2  UNL     1       3.282  -0.423  -0.898  1.00  0.00           O1-
HETATM    4  C1  UNL     1       0.897   0.016  -0.640  1.00  0.00           C  
HETATM    5  C2  UNL     1      -0.184  -0.045   0.421  1.00  0.00           C  
HETATM    6  C3  UNL     1      -1.523   0.396  -0.139  1.00  0.00           C  
HETATM    7  O3  UNL     1      -2.518   0.344   0.822  1.00  0.00           O  
HETATM    8  H1  UNL     1       0.613  -0.563  -1.558  1.00  0.00           H  
HETATM    9  H2  UNL     1       1.038   1.070  -1.016  1.00  0.00           H  
HETATM   10  H3  UNL     1      -0.201  -1.065   0.814  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.131   0.652   1.226  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.769  -0.137  -1.066  1.00  0.00           H  
HETATM   13  H6  UNL     1      -1.409   1.473  -0.420  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.774  -0.571   1.086  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    4    5    8    9
CONECT    5    6   10   11
CONECT    6    7   12   13
CONECT    7   14
END
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SMILES for HMDB0245951 (3-Nitropropanol)

OCCC[N+]([O-])=O
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INCHI for HMDB0245951 (3-Nitropropanol)

InChI=1S/C3H7NO3/c5-3-1-2-4(6)7/h5H,1-3H2
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
3-Nitro-1-propanolChEBI
3-Nitro-1-propanol, ion (1-)HMDB
3-NitropropanolChEBI
Chemical FormulaC3H7NO3
Average Molecular Weight105.093
Monoisotopic Molecular Weight105.042593089
IUPAC Name3-nitropropan-1-ol
Traditional Name3-nitropropanol
CAS Registry NumberNot Available
SMILES
OCCC[N+]([O-])=O
InChI Identifier
InChI=1S/C3H7NO3/c5-3-1-2-4(6)7/h5H,1-3H2
InChI KeyYISPKQZWSIMXMX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as c-nitro compounds. C-nitro compounds are compounds having the nitro group, -NO2 (free valence on nitrogen), which is attached to carbon.
KingdomOrganic compounds
Super ClassOrganic 1,3-dipolar compounds
ClassAllyl-type 1,3-dipolar organic compounds
Sub ClassOrganic nitro compounds
Direct ParentC-nitro compounds
Alternative Parents
Substituents
  • C-nitro compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic oxoazanium
  • Alkanolamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic zwitterion
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-0.46ALOGPS
logP-0.6ChemAxon
logS-0.1ALOGPS
pKa (Strongest Acidic)8.02ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.37 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity22.74 m³·mol⁻¹ChemAxon
Polarizability9.46 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
DeepCCS[M+H]+120.62730932474
DeepCCS[M-H]-118.49430932474
DeepCCS[M-2H]-155.01630932474
DeepCCS[M+Na]+129.42430932474
AllCCS[M+H]+126.032859911
AllCCS[M+H-H2O]+121.732859911
AllCCS[M+NH4]+129.932859911
AllCCS[M+Na]+131.132859911
AllCCS[M-H]-125.232859911
AllCCS[M+Na-2H]-129.132859911
AllCCS[M+HCOO]-133.332859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 20228.9349 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.71 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid982.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid334.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid97.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid213.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid61.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid252.3 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 Acid282.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)175.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid626.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid155.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid900.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid218.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid252.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate584.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA284.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water200.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-NitropropanolOCCC[N+]([O-])=O2075.7Standard polar33892256
3-NitropropanolOCCC[N+]([O-])=O986.7Standard non polar33892256
3-NitropropanolOCCC[N+]([O-])=O983.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Nitropropanol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a6u-9000000000-7a25a7da2caa143ffd952021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Nitropropanol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Nitropropanol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Nitropropanol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID30420
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound32832
PDB IDNot Available
ChEBI ID49042
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]