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Showing metabocard for allylsulfenate (HMDB0304264)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 08:27:46 UTC
Update Date2021-09-24 08:27:46 UTC
HMDB IDHMDB0304264
Secondary Accession NumbersNone
Metabolite Identification
Common Nameallylsulfenate
DescriptionAllylsulfenate, also known as allylsulfenic acid or 2-propenesulfenic acid, is a member of the class of compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS. Allylsulfenate is soluble (in water) and a very weakly acidic compound (based on its pKa). Allylsulfenate can be found in a number of food items such as wax gourd, acorn, pineappple sage, and calabash, which makes allylsulfenate a potential biomarker for the consumption of these food products.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304264 (allylsulfenate)


  Mrv1533005141521412D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
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3D MOL for HMDB0304264 (allylsulfenate)

HMDB0304264
     RDKit          3D
allylsulfenate
 11 10  0  0  0  0  0  0  0  0999 V2000
   -2.0551    0.3769    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478   -0.2492   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3084   -0.2569    0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976    0.5179   -0.9352 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678    0.5365   -0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438    0.3742   -0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    0.8909    1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.7579   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2745    0.2494    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -1.3337    0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5054   -0.3481   -0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  3  9  1  0
  3 10  1  0
  5 11  1  0
M  END
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3D SDF for HMDB0304264 (allylsulfenate)


  Mrv1533005141521412D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304264

> <DATABASE_NAME>
hmdb

> <SMILES>
OSCC=C

> <INCHI_IDENTIFIER>
InChI=1S/C3H6OS/c1-2-3-5-4/h2,4H,1,3H2

> <INCHI_KEY>
WLHNIAVMSNXYHO-UHFFFAOYSA-N

> <FORMULA>
C3H6OS

> <MOLECULAR_WEIGHT>
90.14

> <EXACT_MASS>
90.013935987

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
9.252347501949291

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
prop-2-ene-1-SO-thioperoxol

> <ALOGPS_LOGP>
0.21

> <JCHEM_LOGP>
1.1569522146666666

> <ALOGPS_LOGS>
-0.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.996734644347047

> <JCHEM_PKA_STRONGEST_BASIC>
-3.2376282665626004

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
25.2731

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
prop-2-ene-1-SO-thioperoxol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0304264 (allylsulfenate)

HMDB0304264
     RDKit          3D
allylsulfenate
 11 10  0  0  0  0  0  0  0  0999 V2000
   -2.0551    0.3769    0.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0478   -0.2492   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3084   -0.2569    0.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976    0.5179   -0.9352 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678    0.5365   -0.3063 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438    0.3742   -0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9080    0.8909    1.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2175   -0.7579   -1.3467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2745    0.2494    1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6185   -1.3337    0.2826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5054   -0.3481   -0.2594 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  3  9  1  0
  3 10  1  0
  5 11  1  0
M  END
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PDB for HMDB0304264 (allylsulfenate)

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       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -1.334   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  S   UNK     0       1.540   0.000   0.000  0.00  0.00           S+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0304264 (allylsulfenate)

COMPND    HMDB0304264
HETATM    1  C1  UNL     1      -2.055   0.377   0.214  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.048  -0.249  -0.403  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.308  -0.257   0.190  1.00  0.00           C  
HETATM    4  S1  UNL     1       1.498   0.518  -0.935  1.00  0.00           S  
HETATM    5  O1  UNL     1       3.068   0.537  -0.306  1.00  0.00           O  
HETATM    6  H1  UNL     1      -3.044   0.374  -0.232  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.908   0.891   1.157  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.218  -0.758  -1.347  1.00  0.00           H  
HETATM    9  H4  UNL     1       0.274   0.249   1.151  1.00  0.00           H  
HETATM   10  H5  UNL     1       0.619  -1.334   0.283  1.00  0.00           H  
HETATM   11  H6  UNL     1       3.505  -0.348  -0.259  1.00  0.00           H  
CONECT    1    2    2    6    7
CONECT    2    3    8
CONECT    3    4    9   10
CONECT    4    5
CONECT    5   11
END
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SMILES for HMDB0304264 (allylsulfenate)

OSCC=C
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INCHI for HMDB0304264 (allylsulfenate)

InChI=1S/C3H6OS/c1-2-3-5-4/h2,4H,1,3H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Propenesulfenic acidChEBI
AllylsulfenateChEBI
Allylsulfenic acidChEBI
2-PropenesulfenateGenerator
2-PropenesulphenateGenerator
2-Propenesulphenic acidGenerator
AllylsulphenateGenerator
Allylsulphenic acidGenerator
S-AllylsulfenateGenerator
S-AllylsulphenateGenerator
S-Allylsulphenic acidGenerator
Chemical FormulaC3H6OS
Average Molecular Weight90.14
Monoisotopic Molecular Weight90.013935987
IUPAC Nameprop-2-ene-1-SO-thioperoxol
Traditional Nameprop-2-ene-1-SO-thioperoxol
CAS Registry NumberNot Available
SMILES
OSCC=C
InChI Identifier
InChI=1S/C3H6OS/c1-2-3-5-4/h2,4H,1,3H2
InChI KeyWLHNIAVMSNXYHO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassAllyl sulfur compounds
Sub ClassNot Available
Direct ParentAllyl sulfur compounds
Alternative Parents
Substituents
  • Allyl sulfur compound
  • S-alkylsulfenate
  • Sulfenyl compound
  • So-thioperoxol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot 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
logP0.21ALOGPS
logP1.16ChemAxon
logS-0.47ALOGPS
pKa (Strongest Acidic)14ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity25.27 m³·mol⁻¹ChemAxon
Polarizability9.25 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]+122.33432859911
AllCCS[M+H-H2O]+117.90332859911
AllCCS[M+Na]+127.66632859911
AllCCS[M+NH4]+126.47232859911
AllCCS[M-H]-138.27132859911
AllCCS[M+Na-2H]-143.80632859911
AllCCS[M+HCOO]-149.88132859911
DeepCCS[M+H]+122.75130932474
DeepCCS[M-H]-120.87430932474
DeepCCS[M-2H]-156.23830932474
DeepCCS[M+Na]+130.21330932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202210.227 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.99 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1254.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid404.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid120.6 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid286.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid110.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid347.0 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 Acid456.2 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)297.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid794.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid185.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1007.6 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid275.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid321.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate607.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA288.4 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water168.4 seconds40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
allylsulfenate,1TMS,isomer #1C=CCSO[Si](C)(C)C896.4Semi standard non polar33892256
allylsulfenate,1TMS,isomer #1C=CCSO[Si](C)(C)C936.9Standard non polar33892256
allylsulfenate,1TMS,isomer #1C=CCSO[Si](C)(C)C1020.4Standard polar33892256
allylsulfenate,1TBDMS,isomer #1C=CCSO[Si](C)(C)C(C)(C)C1127.0Semi standard non polar33892256
allylsulfenate,1TBDMS,isomer #1C=CCSO[Si](C)(C)C(C)(C)C1136.7Standard non polar33892256
allylsulfenate,1TBDMS,isomer #1C=CCSO[Si](C)(C)C(C)(C)C1251.6Standard polar33892256
Spectra
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 IDFDB030674
KNApSAcK IDNot Available
Chemspider ID15261538
KEGG Compound IDNot Available
BioCyc IDCPD-9273
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14917355
PDB IDNot Available
ChEBI ID138314
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