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Showing metabocard for Thiazolidin-2-one (HMDB0258977)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:51:58 UTC
Update Date2021-09-26 23:16:14 UTC
HMDB IDHMDB0258977
Secondary Accession NumbersNone
Metabolite Identification
Common NameThiazolidin-2-one
Description4,5-dihydro-1,3-thiazol-2-ol belongs to the class of organic compounds known as thiazolidines. These are heterocyclic compounds containing a five-member saturated aliphatic ring with one nitrogen atom, one sulfur atom, three carbon atoms. Based on a literature review very few articles have been published on 4,5-dihydro-1,3-thiazol-2-ol. This compound has been identified in human blood as reported by (PMID: 31557052 ). Thiazolidin-2-one is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Thiazolidin-2-one 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 HMDB0258977 (Thiazolidin-2-one)


  Mrv1572004191602312D          

  6  6  0  0  0  0            999 V2000
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
M  END
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3D MOL for HMDB0258977 (Thiazolidin-2-one)

HMDB0258977
     RDKit          3D
Thiazolidin-2-one
 11 11  0  0  0  0  0  0  0  0999 V2000
    2.5961   -0.1557   -0.7675 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -0.0337   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4241   -0.9371   -0.2466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113   -0.6354    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064    0.8029    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    1.5109   -0.4135 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888   -0.5664   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -0.9327   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263   -1.2444    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    1.2298   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531    0.9619    1.5144 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  1  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
M  END
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3D SDF for HMDB0258977 (Thiazolidin-2-one)


  Mrv1572004191602312D          

  6  6  0  0  0  0            999 V2000
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258977

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=NCCS1

> <INCHI_IDENTIFIER>
InChI=1S/C3H5NOS/c5-3-4-1-2-6-3/h1-2H2,(H,4,5)

> <INCHI_KEY>
SLYRGJDSFOCAAI-UHFFFAOYSA-N

> <FORMULA>
C3H5NOS

> <MOLECULAR_WEIGHT>
103.14

> <EXACT_MASS>
103.009184959

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
9.57471358391696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,5-dihydro-1,3-thiazol-2-ol

> <ALOGPS_LOGP>
-0.11

> <JCHEM_LOGP>
0.5943617421636064

> <ALOGPS_LOGS>
-0.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.428796222903248

> <JCHEM_PKA_STRONGEST_BASIC>
3.0837896403662803

> <JCHEM_POLAR_SURFACE_AREA>
32.59

> <JCHEM_REFRACTIVITY>
26.037799999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,5-dihydro-1,3-thiazol-2-ol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0258977 (Thiazolidin-2-one)

HMDB0258977
     RDKit          3D
Thiazolidin-2-one
 11 11  0  0  0  0  0  0  0  0999 V2000
    2.5961   -0.1557   -0.7675 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -0.0337   -0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4241   -0.9371   -0.2466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9113   -0.6354    0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1064    0.8029    0.4385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3716    1.5109   -0.4135 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2888   -0.5664   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -0.9327   -0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2263   -1.2444    0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0024    1.2298   -0.0413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531    0.9619    1.5144 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  1  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  4  8  1  0
  4  9  1  0
  5 10  1  0
  5 11  1  0
M  END
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PDB for HMDB0258977 (Thiazolidin-2-one)

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.186   1.175   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    6  S   UNK     0       2.306   1.175   0.000  0.00  0.00           S+0
CONECT    1    2    4                                                       
CONECT    2    1    6                                                       
CONECT    3    4    5    6                                                  
CONECT    4    1    3                                                       
CONECT    5    3                                                            
CONECT    6    2    3                                                       
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END
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3D PDB for HMDB0258977 (Thiazolidin-2-one)

COMPND    HMDB0258977
HETATM    1  O1  UNL     1       2.596  -0.156  -0.768  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.259  -0.034  -0.491  1.00  0.00           C  
HETATM    3  N1  UNL     1       0.424  -0.937  -0.247  1.00  0.00           N  
HETATM    4  C2  UNL     1      -0.911  -0.635   0.015  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.106   0.803   0.439  1.00  0.00           C  
HETATM    6  S1  UNL     1       0.372   1.511  -0.414  1.00  0.00           S  
HETATM    7  H1  UNL     1       3.289  -0.566  -0.148  1.00  0.00           H  
HETATM    8  H2  UNL     1      -1.640  -0.933  -0.772  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.226  -1.244   0.911  1.00  0.00           H  
HETATM   10  H4  UNL     1      -2.002   1.230  -0.041  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.053   0.962   1.514  1.00  0.00           H  
CONECT    1    2    7
CONECT    2    3    3    6
CONECT    3    4
CONECT    4    5    8    9
CONECT    5    6   10   11
END
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SMILES for HMDB0258977 (Thiazolidin-2-one)

OC1=NCCS1
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INCHI for HMDB0258977 (Thiazolidin-2-one)

InChI=1S/C3H5NOS/c5-3-4-1-2-6-3/h1-2H2,(H,4,5)
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC3H5NOS
Average Molecular Weight103.14
Monoisotopic Molecular Weight103.009184959
IUPAC Name4,5-dihydro-1,3-thiazol-2-ol
Traditional Name4,5-dihydro-1,3-thiazol-2-ol
CAS Registry NumberNot Available
SMILES
OC1=NCCS1
InChI Identifier
InChI=1S/C3H5NOS/c5-3-4-1-2-6-3/h1-2H2,(H,4,5)
InChI KeySLYRGJDSFOCAAI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as thiazolidines. These are heterocyclic compounds containing a five-member saturated aliphatic ring with one nitrogen atom, one sulfur atom, three carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolidines
Sub ClassThiazolidines
Direct ParentThiazolidines
Alternative Parents
Substituents
  • Thiazolidine
  • Thiocarbamic acid derivative
  • Carbonic acid derivative
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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-0.11ALOGPS
logP0.59ChemAxon
logS-0.9ALOGPS
pKa (Strongest Acidic)4.43ChemAxon
pKa (Strongest Basic)3.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.59 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity26.04 m³·mol⁻¹ChemAxon
Polarizability9.57 ųChemAxon
Number of Rings1ChemAxon
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]+124.80930932474
DeepCCS[M-H]-122.81230932474
DeepCCS[M-2H]-158.30630932474
DeepCCS[M+Na]+132.66230932474
AllCCS[M+H]+120.332859911
AllCCS[M+H-H2O]+115.332859911
AllCCS[M+NH4]+124.932859911
AllCCS[M+Na]+126.332859911
AllCCS[M-H]-122.932859911
AllCCS[M+Na-2H]-126.732859911
AllCCS[M+HCOO]-130.932859911

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, 2022.2.82 minutes32390414
Predicted by Siyang on May 30, 20228.1284 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.42 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid769.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid329.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid103.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid239.7 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 Acid240.1 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 Acid312.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)343.7 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid574.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid122.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid765.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid223.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid242.8 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate525.4 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA301.7 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water158.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Thiazolidin-2-oneOC1=NCCS12109.7Standard polar33892256
Thiazolidin-2-oneOC1=NCCS11020.0Standard non polar33892256
Thiazolidin-2-oneOC1=NCCS11172.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Thiazolidin-2-one GC-MS (Non-derivatized) - 70eV, Positivesplash10-0lxt-9100000000-39ed6e2e4440cf7a0c3a2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiazolidin-2-one GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiazolidin-2-one GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiazolidin-2-one GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiazolidin-2-one 10V, Positive-QTOFsplash10-0udi-1900000000-653d40de6fae31ef23ec2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiazolidin-2-one 20V, Positive-QTOFsplash10-0udi-4900000000-89bcf7486891b1dca47b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiazolidin-2-one 40V, Positive-QTOFsplash10-0076-9000000000-1a4d71cf4a4756b49e372016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiazolidin-2-one 10V, Negative-QTOFsplash10-0udi-5900000000-b3701f7b91cf49f11ae32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiazolidin-2-one 20V, Negative-QTOFsplash10-052f-9000000000-e757737b234e2e1db9d22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiazolidin-2-one 40V, Negative-QTOFsplash10-052f-9000000000-96e0119944f039c25fab2016-08-03Wishart 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 ID87940
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
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 ]