Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 04:39:57 UTC
Update Date2022-03-07 03:17:57 UTC
HMDB IDHMDB0062613
Secondary Accession Numbers
  • HMDB62613
Metabolite Identification
Common Name(25R)-3beta-hydroxycholest-5-en-7-one-26-oate
Description(25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group (25R)-3beta-hydroxycholest-5-en-7-one-26-oic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563866336
Synonyms
ValueSource
(25R)-3b-Hydroxycholest-5-en-7-one-26-OateGenerator
(25R)-3b-Hydroxycholest-5-en-7-one-26-Oic acidGenerator
(25R)-3beta-Hydroxycholest-5-en-7-one-26-OateGenerator
(25R)-3Β-hydroxycholest-5-en-7-one-26-OateGenerator
(25R)-3Β-hydroxycholest-5-en-7-one-26-Oic acidGenerator
(25R)-3beta-Hydroxycholest-5-en-7-one-26-Oic acidGenerator
(3b,25R)-3-Hydroxy-7-oxocholest-5-en-26-OateHMDB
(3b,25R)-3-Hydroxy-7-oxocholest-5-en-26-Oic acidHMDB
(3beta,25R)-3-Hydroxy-7-oxocholest-5-en-26-OateHMDB
(3beta,25R)-3-Hydroxy-7-oxocholest-5-en-26-Oic acidHMDB
(3Β,25R)-3-hydroxy-7-oxocholest-5-en-26-OateHMDB
(3Β,25R)-3-hydroxy-7-oxocholest-5-en-26-Oic acidHMDB
Chemical FormulaC27H42O4
Average Molecular Weight430.629
Monoisotopic Molecular Weight430.308309832
IUPAC Name6-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl}-2-methylheptanoic acid
Traditional Name6-{5-hydroxy-2,15-dimethyl-9-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-14-yl}-2-methylheptanoic acid
CAS Registry NumberNot Available
SMILES
CC(CCCC(C)C(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O
InChI Identifier
InChI=1S/C27H42O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h15-17,19-22,24,28H,5-14H2,1-4H3,(H,30,31)
InChI KeyQOEPZHFZXUROGV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassBile acids, alcohols and derivatives
Direct ParentMonohydroxy bile acids, alcohols and derivatives
Alternative Parents
Substituents
  • Monohydroxy bile acid, alcohol, or derivatives
  • Steroid acid
  • 3-hydroxy-delta-5-steroid
  • 3-hydroxysteroid
  • 7-oxosteroid
  • Oxosteroid
  • Hydroxysteroid
  • Delta-5-steroid
  • Medium-chain fatty acid
  • Cyclohexenone
  • Hydroxy fatty acid
  • Fatty acyl
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.003 g/lALOGPS
LogP4.53ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.82ALOGPS
logP5.49ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)4.83ChemAxon
pKa (Strongest Basic)-1.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity122.95 m³·mol⁻¹ChemAxon
Polarizability51.19 ųChemAxon
Number of Rings4ChemAxon
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-2H]-236.94630932474
DeepCCS[M+Na]+212.17430932474
AllCCS[M+H]+209.532859911
AllCCS[M+H-H2O]+207.532859911
AllCCS[M+NH4]+211.332859911
AllCCS[M+Na]+211.832859911
AllCCS[M-H]-207.332859911
AllCCS[M+Na-2H]-209.232859911
AllCCS[M+HCOO]-211.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(25R)-3beta-hydroxycholest-5-en-7-one-26-oateCC(CCCC(C)C(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O4323.1Standard polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oateCC(CCCC(C)C(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O3202.7Standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oateCC(CCCC(C)C(O)=O)C1CCC2C3C(CCC12C)C1(C)CCC(O)CC1=CC3=O3710.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,1TMS,isomer #1CC(CCCC(C)C1CCC2C3C(=O)C=C4CC(O)CCC4(C)C3CCC12C)C(=O)O[Si](C)(C)C3748.9Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,1TMS,isomer #2CC(CCCC(C)C1CCC2C3C(=O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C)C(=O)O3802.4Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,1TMS,isomer #3CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C)C(=O)O3774.2Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,2TMS,isomer #1CC(CCCC(C)C1CCC2C3C(=O)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC12C)C(=O)O[Si](C)(C)C3733.4Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,2TMS,isomer #2CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C3711.5Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,2TMS,isomer #3CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(=O)O3782.3Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,3TMS,isomer #1CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C3703.0Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,3TMS,isomer #1CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C3626.0Standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,3TMS,isomer #1CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C)C=C4CC(O[Si](C)(C)C)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C3839.9Standard polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,1TBDMS,isomer #1CC(CCCC(C)C1CCC2C3C(=O)C=C4CC(O)CCC4(C)C3CCC12C)C(=O)O[Si](C)(C)C(C)(C)C3986.7Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,1TBDMS,isomer #2CC(CCCC(C)C1CCC2C3C(=O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C)C(=O)O4022.7Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,1TBDMS,isomer #3CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C)C(=O)O4001.5Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,2TBDMS,isomer #1CC(CCCC(C)C1CCC2C3C(=O)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC12C)C(=O)O[Si](C)(C)C(C)(C)C4161.1Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,2TBDMS,isomer #2CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C(C)(C)C4171.3Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,2TBDMS,isomer #3CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(=O)O4212.7Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,3TBDMS,isomer #1CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C(C)(C)C4377.8Semi standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,3TBDMS,isomer #1CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C(C)(C)C4328.2Standard non polar33892256
(25R)-3beta-hydroxycholest-5-en-7-one-26-oate,3TBDMS,isomer #1CC(CCCC(C)C1CCC2C3=C(O[Si](C)(C)C(C)(C)C)C=C4CC(O[Si](C)(C)C(C)(C)C)CCC4(C)C3CCC21C)C(=O)O[Si](C)(C)C(C)(C)C4060.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 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 - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 10V, Positive-QTOFsplash10-03e9-0005900000-2eb8627be8f2862891d52019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 20V, Positive-QTOFsplash10-029j-1009300000-fd9ccb11fc131f2eaff92019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 40V, Positive-QTOFsplash10-014i-4119000000-6377d2880a0a8cf2c3542019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 10V, Negative-QTOFsplash10-004i-0001900000-ad4ad49ae3c3a393e0e82019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 20V, Negative-QTOFsplash10-02dr-0007900000-cc556bccd46a4d1c365b2019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 40V, Negative-QTOFsplash10-0avi-7009200000-37d231200a1985f283002019-02-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 10V, Positive-QTOFsplash10-001i-0018900000-ee700df9d6047e578cf52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 20V, Positive-QTOFsplash10-000i-5098100000-d46d0f1d50f0bfc2bb8d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 40V, Positive-QTOFsplash10-000j-4491000000-f3eb68279b0d307192322021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 10V, Negative-QTOFsplash10-004i-0000900000-807140bd86d01a5141e92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 20V, Negative-QTOFsplash10-002r-0009400000-9979b447030888468b272021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (25R)-3beta-hydroxycholest-5-en-7-one-26-oate 40V, Negative-QTOFsplash10-0173-1009200000-2672e48b73e9c78b9d422021-09-22Wishart LabView Spectrum
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 IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound76468054
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. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.