Hmdb loader

Showing metabocard for Syoyualdehyde (HMDB0033569)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:18:14 UTC
Update Date2023-02-21 17:23:26 UTC
HMDB IDHMDB0033569
Secondary Accession Numbers
  • HMDB33569
Metabolite Identification
Common NameSyoyualdehyde
DescriptionSyoyualdehyde belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom. Syoyualdehyde has been detected, but not quantified in, pulses. This could make syoyualdehyde a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Syoyualdehyde.
Structure
Data?1677000206
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0033569 (Syoyualdehyde)


  Mrv0541 05061307122D          

  8  7  0  0  0  0            999 V2000
   -0.4125    0.7145    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
    0.8250    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  6  2  0  0  0  0
M  END
Download

3D MOL for HMDB0033569 (Syoyualdehyde)

HMDB0033569
     RDKit          3D
Syoyualdehyde
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.3445   -0.9907   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107    0.2894   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6195    1.3140   -0.9703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    0.5916    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4512    2.0421    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.2651    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0578   -1.6760    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9850   -2.3087    1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.7196   -0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -1.4229   -1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.8480   -1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399    2.1889    0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500    2.2401    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0672    2.6405   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252    0.1686    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -2.2443   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
M  END
Download

3D SDF for HMDB0033569 (Syoyualdehyde)


  Mrv0541 05061307122D          

  8  7  0  0  0  0            999 V2000
   -0.4125    0.7145    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
    0.8250    0.0000    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  6  5  1  0  0  0  0
  7  4  2  0  0  0  0
  8  6  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033569

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)C(\C)=C/C=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O2/c1-5(3-4-7)6(2)8/h3-4H,1-2H3/b5-3-

> <INCHI_KEY>
PEBMIJGMJUFNQE-HYXAFXHYSA-N

> <FORMULA>
C6H8O2

> <MOLECULAR_WEIGHT>
112.1265

> <EXACT_MASS>
112.0524295

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
11.522268320798391

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z)-3-methyl-4-oxopent-2-enal

> <ALOGPS_LOGP>
1.03

> <JCHEM_LOGP>
0.5256454283333332

> <ALOGPS_LOGS>
-0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.481392180353527

> <JCHEM_PKA_STRONGEST_BASIC>
-5.893620726064244

> <JCHEM_POLAR_SURFACE_AREA>
34.14

> <JCHEM_REFRACTIVITY>
31.5898

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.56e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z)-3-methyl-4-oxopent-2-enal

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0033569 (Syoyualdehyde)

HMDB0033569
     RDKit          3D
Syoyualdehyde
 16 15  0  0  0  0  0  0  0  0999 V2000
    1.3445   -0.9907   -1.1211 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9107    0.2894   -0.6080 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6195    1.3140   -0.9703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1856    0.5916    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4512    2.0421    0.6580 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0261   -0.2651    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0578   -1.6760    0.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9850   -2.3087    1.1148 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7245   -1.7196   -0.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -1.4229   -1.8393 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2781   -0.8480   -1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5399    2.1889    0.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500    2.2401    1.6118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0672    2.6405   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8252    0.1686    1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -2.2443   -0.0378 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  5 13  1  0
  5 14  1  0
  6 15  1  0
  7 16  1  0
M  END
Download

PDB for HMDB0033569 (Syoyualdehyde)

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    4    5                                                       
CONECT    4    3    7                                                       
CONECT    5    1    3    6                                                  
CONECT    6    2    5    8                                                  
CONECT    7    4                                                            
CONECT    8    6                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0033569 (Syoyualdehyde)

COMPND    HMDB0033569
HETATM    1  C1  UNL     1       1.344  -0.991  -1.121  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.911   0.289  -0.608  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.620   1.314  -0.970  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.186   0.592   0.241  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.451   2.042   0.658  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.026  -0.265   0.725  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.058  -1.676   0.533  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.985  -2.309   1.115  1.00  0.00           O  
HETATM    9  H1  UNL     1       1.724  -1.720  -0.378  1.00  0.00           H  
HETATM   10  H2  UNL     1       0.608  -1.423  -1.839  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.278  -0.848  -1.783  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.540   2.189   0.671  1.00  0.00           H  
HETATM   13  H5  UNL     1       0.050   2.240   1.612  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.067   2.640  -0.193  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.825   0.169   1.376  1.00  0.00           H  
HETATM   16  H8  UNL     1      -0.397  -2.244  -0.038  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5    6    6
CONECT    5   12   13   14
CONECT    6    7   15
CONECT    7    8    8   16
END
Download

SMILES for HMDB0033569 (Syoyualdehyde)

CC(=O)C(\C)=C/C=O
Download

INCHI for HMDB0033569 (Syoyualdehyde)

InChI=1S/C6H8O2/c1-5(3-4-7)6(2)8/h3-4H,1-2H3/b5-3-
Download
View in JSmolView NMR AssignmentsView Stereo Labels
SynonymsNot Available
Chemical FormulaC6H8O2
Average Molecular Weight112.1265
Monoisotopic Molecular Weight112.0524295
IUPAC Name(2Z)-3-methyl-4-oxopent-2-enal
Traditional Name(2Z)-3-methyl-4-oxopent-2-enal
CAS Registry Number58921-44-1
SMILES
CC(=O)C(\C)=C/C=O
InChI Identifier
InChI=1S/C6H8O2/c1-5(3-4-7)6(2)8/h3-4H,1-2H3/b5-3-
InChI KeyPEBMIJGMJUFNQE-HYXAFXHYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha-branched alpha,beta-unsaturated ketones. These are alpha,beta-unsaturated ketones that carry a branch on the alpha carbon. They have the generic structure RC(=O)C(R')=C, R = organyl group and R'= any heteroatom.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlpha-branched alpha,beta-unsaturated ketones
Alternative Parents
Substituents
  • Alpha-branched alpha,beta-unsaturated-ketone
  • Enone
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Acryloyl-group
  • Ketone
  • Organic oxide
  • Hydrocarbon derivative
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
Role
Biological role
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
Water Solubility25.6 g/LALOGPS
logP1.03ALOGPS
logP0.53ChemAxon
logS-0.64ALOGPS
pKa (Strongest Acidic)19.48ChemAxon
pKa (Strongest Basic)-5.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity31.59 m³·mol⁻¹ChemAxon
Polarizability11.52 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+128.93630932474
DeepCCS[M-H]-126.83530932474
DeepCCS[M-2H]-162.86530932474
DeepCCS[M+Na]+137.61230932474
AllCCS[M+H]+126.632859911
AllCCS[M+H-H2O]+122.332859911
AllCCS[M+NH4]+130.732859911
AllCCS[M+Na]+131.832859911
AllCCS[M-H]-125.132859911
AllCCS[M+Na-2H]-128.332859911
AllCCS[M+HCOO]-131.932859911

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, 2022.3.09 minutes32390414
Predicted by Siyang on May 30, 20229.6966 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.36 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1275.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid340.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid119.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid219.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid46.9 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid343.3 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 Acid374.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)98.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid727.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid281.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1005.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid255.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid260.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate483.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA341.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water89.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SyoyualdehydeCC(=O)C(\C)=C/C=O1531.3Standard polar33892256
SyoyualdehydeCC(=O)C(\C)=C/C=O951.6Standard non polar33892256
SyoyualdehydeCC(=O)C(\C)=C/C=O1026.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Syoyualdehyde,1TMS,isomer #1C=C(O[Si](C)(C)C)/C(C)=C\C=O1164.4Semi standard non polar33892256
Syoyualdehyde,1TMS,isomer #1C=C(O[Si](C)(C)C)/C(C)=C\C=O1059.8Standard non polar33892256
Syoyualdehyde,1TBDMS,isomer #1C=C(O[Si](C)(C)C(C)(C)C)/C(C)=C\C=O1392.5Semi standard non polar33892256
Syoyualdehyde,1TBDMS,isomer #1C=C(O[Si](C)(C)C(C)(C)C)/C(C)=C\C=O1291.5Standard non polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011639
KNApSAcK IDC00058141
Chemspider ID10576714
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound12281547
PDB IDNot Available
ChEBI ID173376
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .