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Showing metabocard for thioacrolein (HMDB0304500)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 10:15:37 UTC
Update Date2021-09-24 10:15:38 UTC
HMDB IDHMDB0304500
Secondary Accession NumbersNone
Metabolite Identification
Common Namethioacrolein
DescriptionThioacrolein, also known as thioacrylaldehyde or prop-2-enethial, is a member of the class of compounds known as thioaldehydes. Thioaldehydes are an organic compounds in which the oxygen of an aldehyde has been replaced by divalent sulfur, RC(=S)H. Thioaldehydes interconvert with thioketones. Thioacrolein can be found in a number of food items such as nutmeg, cabbage, common walnut, and chinese broccoli, which makes thioacrolein a potential biomarker for the consumption of these food products.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304500 (thioacrolein)


  Mrv1533005141521472D          

  4  3  0  0  0  0            999 V2000
    2.0625   -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
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
M  END
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3D MOL for HMDB0304500 (thioacrolein)

HMDB0304500
     RDKit          3D
thioacrolein
  8  7  0  0  0  0  0  0  0  0999 V2000
   -1.2282   -0.2027   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1175    0.4947    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.2040    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.6195    0.2160 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    0.2760   -0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312   -1.2739   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1759    1.5519    0.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2213   -1.2614   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  1  5  1  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
M  END
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3D SDF for HMDB0304500 (thioacrolein)


  Mrv1533005141521472D          

  4  3  0  0  0  0            999 V2000
    2.0625   -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
    0.0000    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304500

> <DATABASE_NAME>
hmdb

> <SMILES>
C=CC=S

> <INCHI_IDENTIFIER>
InChI=1S/C3H4S/c1-2-3-4/h2-3H,1H2

> <INCHI_KEY>
GPRPXLGCWOJFQZ-UHFFFAOYSA-N

> <FORMULA>
C3H4S

> <MOLECULAR_WEIGHT>
72.13

> <EXACT_MASS>
72.003371303

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
7.7343129201200655

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
prop-2-enethial

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
1.7050826256666665

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
24.418799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thioacrolein

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0304500 (thioacrolein)

HMDB0304500
     RDKit          3D
thioacrolein
  8  7  0  0  0  0  0  0  0  0999 V2000
   -1.2282   -0.2027   -0.0909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1175    0.4947    0.0600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1667   -0.2040    0.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5626    0.6195    0.2160 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    0.2760   -0.0773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2312   -1.2739   -0.2343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1759    1.5519    0.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2213   -1.2614   -0.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  1  5  1  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
M  END
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PDB for HMDB0304500 (thioacrolein)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       3.850  -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  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3                                                            
MASTER        0    0    0    0    0    0    0    0    4    0    6    0
END
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3D PDB for HMDB0304500 (thioacrolein)

COMPND    HMDB0304500
HETATM    1  C1  UNL     1      -1.228  -0.203  -0.091  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.118   0.495   0.060  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.167  -0.204   0.033  1.00  0.00           C  
HETATM    4  S1  UNL     1       2.563   0.619   0.216  1.00  0.00           S  
HETATM    5  H1  UNL     1      -2.198   0.276  -0.077  1.00  0.00           H  
HETATM    6  H2  UNL     1      -1.231  -1.274  -0.234  1.00  0.00           H  
HETATM    7  H3  UNL     1      -0.176   1.552   0.198  1.00  0.00           H  
HETATM    8  H4  UNL     1       1.221  -1.261  -0.105  1.00  0.00           H  
CONECT    1    2    2    5    6
CONECT    2    3    7
CONECT    3    4    4    8
END
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SMILES for HMDB0304500 (thioacrolein)

C=CC=S
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INCHI for HMDB0304500 (thioacrolein)

InChI=1S/C3H4S/c1-2-3-4/h2-3H,1H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
ThioacrylaldehydeChEBI
Chemical FormulaC3H4S
Average Molecular Weight72.13
Monoisotopic Molecular Weight72.003371303
IUPAC Nameprop-2-enethial
Traditional Namethioacrolein
CAS Registry NumberNot Available
SMILES
C=CC=S
InChI Identifier
InChI=1S/C3H4S/c1-2-3-4/h2-3H,1H2
InChI KeyGPRPXLGCWOJFQZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thioaldehydes. These are an organic compounds in which the oxygen of an aldehyde has been replaced by divalent sulfur, RC(=S)H. Thioaldehydes interconvert with thioketones.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassThiocarbonyl compounds
Sub ClassThioaldehydes
Direct ParentThioaldehydes
Alternative Parents
Substituents
  • Thioaldehyde
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
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
logP2.26ALOGPS
logP1.71ChemAxon
logS-1.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity24.42 m³·mol⁻¹ChemAxon
Polarizability7.73 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
AllCCS[M+H]+119.6132859911
AllCCS[M+H-H2O]+115.03432859911
AllCCS[M+Na]+125.1232859911
AllCCS[M+NH4]+123.88532859911
AllCCS[M-H]-145.08332859911
AllCCS[M+Na-2H]-151.79132859911
AllCCS[M+HCOO]-159.13832859911
DeepCCS[M+H]+118.49430932474
DeepCCS[M-H]-116.59930932474
DeepCCS[M-2H]-151.97830932474
DeepCCS[M+Na]+126.0430932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202213.3358 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.77 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1489.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid569.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid233.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid437.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid286.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid460.9 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 Acid600.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)574.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1033.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid362.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1099.2 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid403.5 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid411.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate751.5 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA517.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water209.4 seconds40023050

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 10V, Positive-QTOFsplash10-00di-9000000000-91827f0d58af8ba936fb2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 20V, Positive-QTOFsplash10-00dr-9000000000-1ec9c9681b31d4fe7cf42019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 40V, Positive-QTOFsplash10-000i-9000000000-56f8e88643b7ca8252ef2019-02-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 10V, Negative-QTOFsplash10-00di-9000000000-1cea1a2e0fac4a505a932019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 20V, Negative-QTOFsplash10-00di-9000000000-824ecb12ae0f4ae488642019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 40V, Negative-QTOFsplash10-00di-9000000000-aa3ecbef50e44e15d00c2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 10V, Positive-QTOFsplash10-00di-9000000000-4657a34086012c9366702021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 20V, Positive-QTOFsplash10-00di-9000000000-4657a34086012c9366702021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 40V, Positive-QTOFsplash10-0076-9000000000-1fb37e99081bac57b1c92021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 10V, Negative-QTOFsplash10-00di-9000000000-4e59798f7d4ffd98eb2a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 20V, Negative-QTOFsplash10-00di-9000000000-4e59798f7d4ffd98eb2a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - thioacrolein 40V, Negative-QTOFsplash10-00di-9000000000-4e59798f7d4ffd98eb2a2021-10-21Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
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 IDFDB031199
KNApSAcK IDNot Available
Chemspider ID126194
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID59787
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 ReferencesNot Available