Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:02:11 UTC
Update Date2021-09-26 22:56:27 UTC
HMDB IDHMDB0247018
Secondary Accession NumbersNone
Metabolite Identification
Common Name5beta-Cholanic acid
Description4-{2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid. Based on a literature review very few articles have been published on 4-{2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5beta-cholanic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5beta-Cholanic acid 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
Thumb
Synonyms
ValueSource
4-{2,15-dimethyltetracyclo[8.7.0.0,.0,]heptadecan-14-yl}pentanoateGenerator
Cholanic acid, (5 alpha)-isomerMeSH
Cholanic acidMeSH
Cholanic acid, (5 beta)-isomerMeSH
Cholanic acid, sodium salt, (5 beta)-isomerMeSH
5 beta-Cholan-24-Oic acidMeSH
Cholanoic acidMeSH
UrsocholanateGenerator
Chemical FormulaC24H40O2
Average Molecular Weight360.582
Monoisotopic Molecular Weight360.302830528
IUPAC Name4-{2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl}pentanoic acid
Traditional Namecholanic acid
CAS Registry NumberNot Available
SMILES
CC(CCC(O)=O)C1CCC2C3CCC4CCCCC4(C)C3CCC12C
InChI Identifier
InChI=1S/C24H40O2/c1-16(7-12-22(25)26)19-10-11-20-18-9-8-17-6-4-5-14-23(17,2)21(18)13-15-24(19,20)3/h16-21H,4-15H2,1-3H3,(H,25,26)
InChI KeyRPKLZQLYODPWTM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as bile acids, alcohols and derivatives. These are organic compounds containing an alcohol or acid derivative of cholic acid.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentBile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Bile acid, alcohol, or derivatives
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
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
logP5.48ALOGPS
logP6.41ChemAxon
logS-6.8ALOGPS
pKa (Strongest Acidic)4.79ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity106.01 m³·mol⁻¹ChemAxon
Polarizability44.71 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-222.28930932474
DeepCCS[M+Na]+197.51630932474
AllCCS[M+H]+195.232859911
AllCCS[M+H-H2O]+192.832859911
AllCCS[M+NH4]+197.432859911
AllCCS[M+Na]+198.032859911
AllCCS[M-H]-196.132859911
AllCCS[M+Na-2H]-197.232859911
AllCCS[M+HCOO]-198.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5beta-Cholanic acidCC(CCC(O)=O)C1CCC2C3CCC4CCCCC4(C)C3CCC12C2996.7Standard polar33892256
5beta-Cholanic acidCC(CCC(O)=O)C1CCC2C3CCC4CCCCC4(C)C3CCC12C2829.4Standard non polar33892256
5beta-Cholanic acidCC(CCC(O)=O)C1CCC2C3CCC4CCCCC4(C)C3CCC12C2946.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholanic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-001j-0249000000-8a5d89a0bd3fddbec82a2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholanic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholanic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5beta-Cholanic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholanic acid 10V, Positive-QTOFsplash10-03di-0019000000-b7d6aa862d423b15f5652021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholanic acid 20V, Positive-QTOFsplash10-0a70-5169000000-9fe32d95ac2fe487851b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholanic acid 40V, Positive-QTOFsplash10-05mk-9650000000-60c5b7a36dff3486a3b92021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholanic acid 10V, Negative-QTOFsplash10-0a4i-0009000000-76d523ab78aa9a5e57ff2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholanic acid 20V, Negative-QTOFsplash10-0a4i-0009000000-2efb102ea7a46c0ea5cc2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5beta-Cholanic acid 40V, Negative-QTOFsplash10-0a4i-1029000000-841941252f42192cefdf2021-10-12Wishart 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 ID378617
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound427984
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 ]