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Showing metabocard for Thioacetamide-S-oxide (HMDB0258997)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:53:30 UTC
Update Date2021-09-26 23:16:16 UTC
HMDB IDHMDB0258997
Secondary Accession NumbersNone
Metabolite Identification
Common NameThioacetamide-S-oxide
DescriptionThioacetamide-S-oxide belongs to the class of organic compounds known as sulfines. These are s-Oxides of thioaldehydes and thioketones. Based on a literature review a significant number of articles have been published on Thioacetamide-S-oxide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thioacetamide-s-oxide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thioacetamide-S-oxide 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 HMDB0258997 (Thioacetamide-S-oxide)


  Mrv1652309112122532D          

  5  4  0  0  0  0            999 V2000
    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
   -0.8250   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  2  0  0  0  0
  2  5  1  0  0  0  0
M  END
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3D MOL for HMDB0258997 (Thioacetamide-S-oxide)

HMDB0258997
     RDKit          3D
Thioacetamide-S-oxide
 10  9  0  0  0  0  0  0  0  0999 V2000
    1.1939   -0.2620   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2072    0.1010   -0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.7348    0.0261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.6843   -0.5024 S   0  0  0  0  0  4  0  0  0  0  0  0
   -0.5916    2.4723    0.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -1.2667    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -0.2786   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.4597    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2483   -0.5857   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -1.5895    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  2  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  3 10  1  0
M  END
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3D SDF for HMDB0258997 (Thioacetamide-S-oxide)


  Mrv1652309112122532D          

  5  4  0  0  0  0            999 V2000
    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
   -0.8250   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  2  0  0  0  0
  2  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258997

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(N)=S=O

> <INCHI_IDENTIFIER>
InChI=1S/C2H5NOS/c1-2(3)5-4/h3H2,1H3

> <INCHI_KEY>
DRLWOIKWASTVIQ-UHFFFAOYSA-N

> <FORMULA>
C2H5NOS

> <MOLECULAR_WEIGHT>
91.13

> <EXACT_MASS>
91.009184959

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
8.454328830983167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-sulfinylideneethan-1-amine

> <ALOGPS_LOGP>
-1.40

> <JCHEM_LOGP>
-0.4181999999999999

> <ALOGPS_LOGS>
0.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.483349065927673

> <JCHEM_PKA_STRONGEST_BASIC>
-2.1357944583363304

> <JCHEM_POLAR_SURFACE_AREA>
43.09

> <JCHEM_REFRACTIVITY>
20.2217

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.32e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-sulfinylideneethanamine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0258997 (Thioacetamide-S-oxide)

HMDB0258997
     RDKit          3D
Thioacetamide-S-oxide
 10  9  0  0  0  0  0  0  0  0999 V2000
    1.1939   -0.2620   -0.1108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2072    0.1010   -0.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2927   -0.7348    0.0261 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5253    1.6843   -0.5024 S   0  0  0  0  0  4  0  0  0  0  0  0
   -0.5916    2.4723    0.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964   -1.2667    0.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6625   -0.2786   -1.1369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7919    0.4597    0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2483   -0.5857   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796   -1.5895    0.6162 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  4  5  2  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  3  9  1  0
  3 10  1  0
M  END
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PDB for HMDB0258997 (Thioacetamide-S-oxide)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM    4  O   UNK     0      -1.540  -0.000   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       2.310   1.334   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3                                                            
CONECT    5    2                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for HMDB0258997 (Thioacetamide-S-oxide)

COMPND    HMDB0258997
HETATM    1  C1  UNL     1       1.194  -0.262  -0.111  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.207   0.101  -0.179  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.293  -0.735   0.026  1.00  0.00           N  
HETATM    4  S1  UNL     1      -0.525   1.684  -0.502  1.00  0.00           S  
HETATM    5  O1  UNL     1      -0.592   2.472   0.863  1.00  0.00           O  
HETATM    6  H1  UNL     1       1.396  -1.267   0.308  1.00  0.00           H  
HETATM    7  H2  UNL     1       1.662  -0.279  -1.137  1.00  0.00           H  
HETATM    8  H3  UNL     1       1.792   0.460   0.483  1.00  0.00           H  
HETATM    9  H4  UNL     1      -2.248  -0.586  -0.368  1.00  0.00           H  
HETATM   10  H5  UNL     1      -1.180  -1.590   0.616  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    4    4
CONECT    3    9   10
CONECT    4    5    5
END
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SMILES for HMDB0258997 (Thioacetamide-S-oxide)

CC(N)=S=O
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INCHI for HMDB0258997 (Thioacetamide-S-oxide)

InChI=1S/C2H5NOS/c1-2(3)5-4/h3H2,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1-Sulphinylideneethan-1-amineHMDB
Thioacetamide sulfoxideHMDB
Chemical FormulaC2H5NOS
Average Molecular Weight91.13
Monoisotopic Molecular Weight91.009184959
IUPAC Name1-sulfinylideneethan-1-amine
Traditional Name1-sulfinylideneethanamine
CAS Registry NumberNot Available
SMILES
CC(N)=S=O
InChI Identifier
InChI=1S/C2H5NOS/c1-2(3)5-4/h3H2,1H3
InChI KeyDRLWOIKWASTVIQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfines. These are s-Oxides of thioaldehydes and thioketones.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassSulfines
Sub ClassNot Available
Direct ParentSulfines
Alternative Parents
Substituents
  • Sulfinyl compound
  • Sulfine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
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-1.4ALOGPS
logP-0.42ChemAxon
logS0.84ALOGPS
pKa (Strongest Acidic)10.48ChemAxon
pKa (Strongest Basic)-2.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity20.22 m³·mol⁻¹ChemAxon
Polarizability8.45 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]+121.41230932474
DeepCCS[M-H]-119.53230932474
DeepCCS[M-2H]-154.95330932474
DeepCCS[M+Na]+129.02130932474
AllCCS[M+H]+125.132859911
AllCCS[M+H-H2O]+120.832859911
AllCCS[M+NH4]+129.232859911
AllCCS[M+Na]+130.432859911
AllCCS[M-H]-134.832859911
AllCCS[M+Na-2H]-140.532859911
AllCCS[M+HCOO]-146.732859911

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, 2022.2.68 minutes32390414
Predicted by Siyang on May 30, 20228.8681 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20221.71 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid537.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid349.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid95.4 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid259.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid78.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid265.6 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 Acid257.4 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)655.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid572.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid45.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid602.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid215.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid311.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate612.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA449.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water305.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Thioacetamide-S-oxideCC(N)=S=O1620.0Standard polar33892256
Thioacetamide-S-oxideCC(N)=S=O889.3Standard non polar33892256
Thioacetamide-S-oxideCC(N)=S=O1030.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Thioacetamide-S-oxide,1TMS,isomer #1CC(N[Si](C)(C)C)=S=O1207.8Semi standard non polar33892256
Thioacetamide-S-oxide,1TMS,isomer #1CC(N[Si](C)(C)C)=S=O1077.0Standard non polar33892256
Thioacetamide-S-oxide,1TMS,isomer #1CC(N[Si](C)(C)C)=S=O1870.7Standard polar33892256
Thioacetamide-S-oxide,2TMS,isomer #1CC(=S=O)N([Si](C)(C)C)[Si](C)(C)C1366.0Semi standard non polar33892256
Thioacetamide-S-oxide,2TMS,isomer #1CC(=S=O)N([Si](C)(C)C)[Si](C)(C)C1238.1Standard non polar33892256
Thioacetamide-S-oxide,2TMS,isomer #1CC(=S=O)N([Si](C)(C)C)[Si](C)(C)C1451.7Standard polar33892256
Thioacetamide-S-oxide,1TBDMS,isomer #1CC(N[Si](C)(C)C(C)(C)C)=S=O1471.4Semi standard non polar33892256
Thioacetamide-S-oxide,1TBDMS,isomer #1CC(N[Si](C)(C)C(C)(C)C)=S=O1341.8Standard non polar33892256
Thioacetamide-S-oxide,1TBDMS,isomer #1CC(N[Si](C)(C)C(C)(C)C)=S=O1971.2Standard polar33892256
Thioacetamide-S-oxide,2TBDMS,isomer #1CC(=S=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1815.0Semi standard non polar33892256
Thioacetamide-S-oxide,2TBDMS,isomer #1CC(=S=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1672.2Standard non polar33892256
Thioacetamide-S-oxide,2TBDMS,isomer #1CC(=S=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1618.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Thioacetamide-S-oxide GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-3dbcc6003be1102b89462021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thioacetamide-S-oxide GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart 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 ID91079
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound100800
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 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 ]