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Showing metabocard for 7a-Hydroxy-cholestene-3-one (BMDB0001993)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:49:42 UTC
Update Date2020-05-21 16:28:48 UTC
BMDB IDBMDB0001993
Secondary Accession Numbers
  • BMDB01993
Metabolite Identification
Common Name7a-Hydroxy-cholestene-3-one
Description7a-Hydroxy-cholestene-3-one, also known as cholest-4-en-7alpha-ol-3-one or 7 alpha-3ox-C, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7a-hydroxy-cholestene-3-one is considered to be a bile acid lipid molecule. 7a-Hydroxy-cholestene-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
7alpha-Hydroxy-4-cholesten-3-oneChEBI
Cholest-4-en-7alpha-ol-3-oneChEBI
7a-Hydroxy-4-cholesten-3-oneGenerator
7Α-hydroxy-4-cholesten-3-oneGenerator
Cholest-4-en-7a-ol-3-oneGenerator
Cholest-4-en-7α-ol-3-oneGenerator
7 alpha-3Ox-CHMDB
7 alpha-Hydroxy-4-cholesten-3-oneHMDB
7-a-Hydroxy-4-cholesten-3-oneHMDB
7-a-Hydroxycholest-4-en-3-oneHMDB
7-alpha-Hydroxy-4-cholesten-3-oneHMDB
7-alpha-Hydroxycholest-4-en-3-oneHMDB
7-Hydroxycholest-4-en-3-oneHMDB
7a-Hydroxy-4-cholesten-3-one-12alphaHMDB
7alpha-Hydroxycholest-4-en-3-oneHMDB
HCOHMDB
Cholest-4-en-7 alpha-ol-3-oneHMDB
7-Hydroxy-4-cholesten-3-oneHMDB
Chemical FormulaC27H44O2
Average Molecular Weight400.6371
Monoisotopic Molecular Weight400.334130652
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number3862-25-7
SMILESNot Available
InChI Identifier
InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChI KeyIOIZWEJGGCZDOL-RQDYSCIWSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassCholestane steroids
Direct ParentCholesterols and derivatives
Alternative Parents
Substituents
  • Cholesterol-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 7-hydroxysteroid
  • Oxosteroid
  • Hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic alcohol
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular Locations
  • Cell membrane
  • Cytoplasm
Biospecimen Locations
  • Liver
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0001993
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022786
KNApSAcK IDNot Available
Chemspider ID110306
KEGG Compound IDC05455
BioCyc IDNot Available
BiGG ID45848
Wikipedia LinkNot Available
METLIN ID6419
PubChem Compound123743
PDB IDNot Available
ChEBI ID17899
References
Synthesis ReferenceAlexander, David L.; Fisher, Jed F. A convenient synthesis of 7a-hydroxycholest-4-en-3-one by the hydroxypropyl-b-cyclodextrin-facilitated cholesterol oxidase oxidation of 3b,7a-cholest-5-ene-3,7-diol. Steroids (1995), 60(3), 290-4.
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Prostacyclin synthase
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Catalyzes the isomerization of prostaglandin H2 to prostacyclin (= prostaglandin I2).
Gene Name:
PTGIS
Uniprot ID:
Q29626
Molecular weight:
56629.0
Reactions
7a-Hydroxy-cholestene-3-one + NADPH + Oxygen → 7a,12a-Dihydroxy-cholestene-3-one + NADP + Waterdetails
Enzyme Details
2. Dihydrodiol dehydrogenase 3
General function:
Involved in oxidoreductase activity
Specific function:
Not Available
Gene Name:
Not Available
Uniprot ID:
P52898
Molecular weight:
36784.0
Reactions
7a-Hydroxy-cholestene-3-one + NADPH → 7a-Hydroxy-5b-cholestan-3-one + NADPdetails