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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:30:11 UTC
Update Date2022-03-07 02:52:09 UTC
HMDB IDHMDB0029400
Secondary Accession Numbers
  • HMDB29400
Metabolite Identification
Common NameOchratoxin C
DescriptionOchratoxin C belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether). Based on a literature review a significant number of articles have been published on Ochratoxin C.
Structure
Data?1582753413
Synonyms
ValueSource
Ochratoxin a ethyl esterHMDB
5-Chloro-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboximidateHMDB
Chemical FormulaC22H22ClNO6
Average Molecular Weight431.866
Monoisotopic Molecular Weight431.113565148
IUPAC Name5-chloro-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-1H-2-benzopyran-7-carboximidic acid
Traditional Name5-chloro-N-(1-ethoxy-1-oxo-3-phenylpropan-2-yl)-8-hydroxy-3-methyl-1-oxo-3,4-dihydro-2-benzopyran-7-carboximidic acid
CAS Registry Number4865-85-4
SMILES
CCOC(=O)C(CC1=CC=CC=C1)N=C(O)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O
InChI Identifier
InChI=1S/C22H22ClNO6/c1-3-29-21(27)17(10-13-7-5-4-6-8-13)24-20(26)15-11-16(23)14-9-12(2)30-22(28)18(14)19(15)25/h4-8,11-12,17,25H,3,9-10H2,1-2H3,(H,24,26)
InChI KeyBPZZWRPHVVDAPT-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glycosylamines. Glycosylamines are compounds consisting of an amine with a beta-N-glycosidic bond to a carbohydrate, thus forming a cyclic hemiaminal ether bond (alpha-amino ether).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlycosylamines
Alternative Parents
Substituents
  • Hexose monosaccharide
  • N-glycosyl compound
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Aralkylamine
  • Monosaccharide
  • Oxane
  • Azole
  • Heteroaromatic compound
  • Isoxazole
  • Vinylogous amide
  • Amino acid or derivatives
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Polyol
  • Amine
  • Organopnictogen compound
  • Organic nitrogen compound
  • Alcohol
  • Carbonyl group
  • Organic oxide
  • Primary aliphatic amine
  • Primary amine
  • Organonitrogen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Disposition
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
Water Solubility0.0056 g/LALOGPS
logP3.96ALOGPS
logP5.93ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)6.66ChemAxon
pKa (Strongest Basic)0.26ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area105.42 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity111.81 m³·mol⁻¹ChemAxon
Polarizability43.62 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+192.40630932474
DeepCCS[M-H]-190.0130932474
DeepCCS[M-2H]-222.99330932474
DeepCCS[M+Na]+198.33430932474
AllCCS[M+H]+200.432859911
AllCCS[M+H-H2O]+198.132859911
AllCCS[M+NH4]+202.632859911
AllCCS[M+Na]+203.332859911
AllCCS[M-H]-198.632859911
AllCCS[M+Na-2H]-198.732859911
AllCCS[M+HCOO]-199.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Ochratoxin CCCOC(=O)C(CC1=CC=CC=C1)N=C(O)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O4370.3Standard polar33892256
Ochratoxin CCCOC(=O)C(CC1=CC=CC=C1)N=C(O)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O2899.4Standard non polar33892256
Ochratoxin CCCOC(=O)C(CC1=CC=CC=C1)N=C(O)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O3315.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Ochratoxin C,1TMS,isomer #1CCOC(=O)C(CC1=CC=CC=C1)N=C(O[Si](C)(C)C)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O3100.9Semi standard non polar33892256
Ochratoxin C,1TMS,isomer #2CCOC(=O)C(CC1=CC=CC=C1)N=C(O)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O[Si](C)(C)C3143.5Semi standard non polar33892256
Ochratoxin C,2TMS,isomer #1CCOC(=O)C(CC1=CC=CC=C1)N=C(O[Si](C)(C)C)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O[Si](C)(C)C3118.8Semi standard non polar33892256
Ochratoxin C,1TBDMS,isomer #1CCOC(=O)C(CC1=CC=CC=C1)N=C(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O3324.6Semi standard non polar33892256
Ochratoxin C,1TBDMS,isomer #2CCOC(=O)C(CC1=CC=CC=C1)N=C(O)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O[Si](C)(C)C(C)(C)C3345.0Semi standard non polar33892256
Ochratoxin C,2TBDMS,isomer #1CCOC(=O)C(CC1=CC=CC=C1)N=C(O[Si](C)(C)C(C)(C)C)C1=CC(Cl)=C2CC(C)OC(=O)C2=C1O[Si](C)(C)C(C)(C)C3511.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Ochratoxin C GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-4019000000-d2a641a855118404e3bc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ochratoxin C GC-MS (2 TMS) - 70eV, Positivesplash10-03fu-9002260000-31b2f835982ccd442d9f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ochratoxin C GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Ochratoxin C GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 10V, Negative-QTOFsplash10-001i-2019500000-0e6b84dd14ef1152c4032016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 20V, Negative-QTOFsplash10-001j-6469400000-2b606454b44f5e5551c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 40V, Negative-QTOFsplash10-0006-9111000000-78fb701981189e5cacd62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 10V, Negative-QTOFsplash10-001i-0000900000-7ea3cfffa1f605d198df2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 20V, Negative-QTOFsplash10-0f7o-4935800000-9f550c61aeec7cbd7cf42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 40V, Negative-QTOFsplash10-0udi-4491000000-f6cb7f8400d2bc6255b52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 10V, Positive-QTOFsplash10-001l-4212900000-efe849f14e9d887fdfa12016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 20V, Positive-QTOFsplash10-000l-4397400000-e2938a4d4ece4b5ee3692016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 40V, Positive-QTOFsplash10-0006-9210000000-46647db7246af80a6e102016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 10V, Positive-QTOFsplash10-001i-0004900000-4bdf05cff8a50f2213502021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 20V, Positive-QTOFsplash10-0a5l-2593300000-926aecf8ff2fc365bdca2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Ochratoxin C 40V, Positive-QTOFsplash10-0006-8950000000-00fa22804f8981975e622021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
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 IDFDB000489
KNApSAcK IDC00057404
Chemspider ID536626
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound617474
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. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .