Hmdb loader

Showing metabocard for Crotonyl isothiocyanate (HMDB0302364)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-23 17:13:28 UTC
Update Date2021-09-23 17:13:28 UTC
HMDB IDHMDB0302364
Secondary Accession NumbersNone
Metabolite Identification
Common NameCrotonyl isothiocyanate
DescriptionCrotonyl isothiocyanate is a member of the class of compounds known as isothiocyanate acids. Isothiocyanate acids are acidic derivatives of isothiocyanates with the general formula RC(=O)N=C=S. Crotonyl isothiocyanate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Crotonyl isothiocyanate can be found in chinese mustard, which makes crotonyl isothiocyanate a potential biomarker for the consumption of this food product.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0302364 (Crotonyl isothiocyanate)


  Mrv0541 02241221082D          

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

3D MOL for HMDB0302364 (Crotonyl isothiocyanate)

HMDB0302364
     RDKit          3D
Crotonyl isothiocyanate
 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.2427    0.4687    0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859   -0.2879   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202   -0.1791    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227   -0.9411   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0621   -1.6853   -1.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -0.8376    0.1628 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9866    0.3334    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8580    1.6817    0.3016 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935    1.0574    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510   -0.2452    0.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6142    1.1192   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043   -0.9366   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072    0.4524    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
M  END
Download

3D SDF for HMDB0302364 (Crotonyl isothiocyanate)


  Mrv0541 02241221082D          

  8  7  0  0  0  0            999 V2000
    2.0625   -0.7145    0.0000 O   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   -1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 S   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 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
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  2  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302364

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C\C(=O)N=C=S

> <INCHI_IDENTIFIER>
InChI=1S/C5H5NOS/c1-2-3-5(7)6-4-8/h2-3H,1H3/b3-2+

> <INCHI_KEY>
GGYYXENTGJDZTN-NSCUHMNNSA-N

> <FORMULA>
C5H5NOS

> <MOLECULAR_WEIGHT>
127.164

> <EXACT_MASS>
127.009184477

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
12.430276409963554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-but-2-enecarbonyl isothiocyanate

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
1.525406973

> <ALOGPS_LOGS>
-2.75

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-9.548526712132627

> <JCHEM_POLAR_SURFACE_AREA>
29.43

> <JCHEM_REFRACTIVITY>
36.119499999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-but-2-enecarbonyl isothiocyanate

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0302364 (Crotonyl isothiocyanate)

HMDB0302364
     RDKit          3D
Crotonyl isothiocyanate
 13 12  0  0  0  0  0  0  0  0999 V2000
   -2.2427    0.4687    0.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0859   -0.2879   -0.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1202   -0.1791    0.2011 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227   -0.9411   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0621   -1.6853   -1.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -0.8376    0.1628 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9866    0.3334    0.3552 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8580    1.6817    0.3016 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8935    1.0574    1.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0510   -0.2452    0.4728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6142    1.1192   -0.5788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2043   -0.9366   -1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3072    0.4524    1.0581 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  0
  7  8  2  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  3 13  1  0
M  END
Download

PDB for HMDB0302364 (Crotonyl isothiocyanate)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.540  -2.667   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    5  S   UNK     0      -1.540  -2.667   0.000  0.00  0.00           S+0
HETATM    6  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
Download

3D PDB for HMDB0302364 (Crotonyl isothiocyanate)

COMPND    HMDB0302364
HETATM    1  C1  UNL     1      -2.243   0.469   0.243  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.086  -0.288  -0.331  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.120  -0.179   0.201  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.223  -0.941  -0.398  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.062  -1.685  -1.388  1.00  0.00           O  
HETATM    6  N1  UNL     1       2.535  -0.838   0.163  1.00  0.00           N  
HETATM    7  C5  UNL     1       2.987   0.333   0.355  1.00  0.00           C  
HETATM    8  S1  UNL     1       3.858   1.682   0.302  1.00  0.00           S  
HETATM    9  H1  UNL     1      -1.894   1.057   1.089  1.00  0.00           H  
HETATM   10  H2  UNL     1      -3.051  -0.245   0.473  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.614   1.119  -0.579  1.00  0.00           H  
HETATM   12  H4  UNL     1      -1.204  -0.937  -1.188  1.00  0.00           H  
HETATM   13  H5  UNL     1       0.307   0.452   1.058  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3   12
CONECT    3    4   13
CONECT    4    5    5    6
CONECT    6    7    7
CONECT    7    8    8
END
Download

SMILES for HMDB0302364 (Crotonyl isothiocyanate)

C\C=C\C(=O)N=C=S
Download

INCHI for HMDB0302364 (Crotonyl isothiocyanate)

InChI=1S/C5H5NOS/c1-2-3-5(7)6-4-8/h2-3H,1H3/b3-2+
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
(2E)-But-2-enecarbonyl isothiocyanic acidGenerator
Crotonyl isothiocyanic acidGenerator
Chemical FormulaC5H5NOS
Average Molecular Weight127.164
Monoisotopic Molecular Weight127.009184477
IUPAC Name(2E)-but-2-enecarbonyl isothiocyanate
Traditional Name(2E)-but-2-enecarbonyl isothiocyanate
CAS Registry NumberNot Available
SMILES
C\C=C\C(=O)N=C=S
InChI Identifier
InChI=1S/C5H5NOS/c1-2-3-5(7)6-4-8/h2-3H,1H3/b3-2+
InChI KeyGGYYXENTGJDZTN-NSCUHMNNSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as isothiocyanate acids. These are acidic derivatives of isothiocyanates with the general formula RC(=O)N=C=S.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassIsothiocyanates
Sub ClassIsothiocyanate acids
Direct ParentIsothiocyanate acids
Alternative Parents
Substituents
  • Isothiocyanate acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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
logP1.97ALOGPS
logP1.53ChemAxon
logS-2.8ALOGPS
pKa (Strongest Basic)-9.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.43 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.12 m³·mol⁻¹ChemAxon
Polarizability12.43 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]+128.58932859911
AllCCS[M+H-H2O]+124.37332859911
AllCCS[M+Na]+133.65432859911
AllCCS[M+NH4]+132.5232859911
AllCCS[M-H]-127.63232859911
AllCCS[M+Na-2H]-130.84332859911
AllCCS[M+HCOO]-134.432859911
DeepCCS[M+H]+130.74330932474
DeepCCS[M-H]-128.78330932474
DeepCCS[M-2H]-164.43330932474
DeepCCS[M+Na]+138.76330932474

Predicted Kovats Retention Indices

Not Available
Spectra

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 10V, Positive-QTOFsplash10-004i-9800000000-39574910cf0b50229c7a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 20V, Positive-QTOFsplash10-0aor-9200000000-433d167373fbbd9427e92016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 40V, Positive-QTOFsplash10-05mo-9000000000-70960f6347b1cf577dff2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 10V, Negative-QTOFsplash10-004i-1900000000-f3f0fe3088b1db2622f72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 20V, Negative-QTOFsplash10-0a4i-9200000000-030ee336a6505cce0ac42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 40V, Negative-QTOFsplash10-0a4i-9000000000-04efeae6241767eeea7f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 10V, Positive-QTOFsplash10-0a4i-9000000000-90ed3deadbaa7b840a942021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 20V, Positive-QTOFsplash10-0006-9000000000-5d1ac72dae2b6d4f8cb32021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 40V, Positive-QTOFsplash10-052f-9000000000-d0a70881571d742bfc7a2021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 10V, Negative-QTOFsplash10-0a4i-9000000000-286b63d3516de7d14a122021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 20V, Negative-QTOFsplash10-0a4i-9000000000-286b63d3516de7d14a122021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Crotonyl isothiocyanate 40V, Negative-QTOFsplash10-0a4i-9000000000-286b63d3516de7d14a122021-10-21Wishart 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 IDFDB004298
KNApSAcK IDNot Available
Chemspider ID4517758
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5365813
PDB IDNot Available
ChEBI IDNot Available
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