Showing metabocard for 7beta-Hydroxycholesterol (MMDBc0000614)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-12-10 18:51:09 UTC
Update Date2024-10-15 18:27:40 UTC
Metabolite IDMMDBc0000614
Metabolite Identification
Common Name7beta-Hydroxycholesterol
Description7beta-Hydroxycholesterol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7beta-hydroxycholesterol is considered to be a sterol lipid molecule. 7beta-Hydroxycholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 7beta-Hydroxycholesterol has been identified in atheromatous plaques and in plasma of atherosclerotic patients (PMID: 16604541 ). 7beta-Hydroxycholesterol induces apoptosis in Caco-2 cells and alters lysosomal membrane integrity. It exhibits a specific enhancement of oxidative stress and of endonuclease G expression (PMID: 17136497 ).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fb7ed2a8ad0>

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3D MOL for #<Metabolite:0x00007fb7ed2a8ad0>
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3D SDF for #<Metabolite:0x00007fb7ed2a8ad0>
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3D-SDF for #<Metabolite:0x00007fb7ed2a8ad0>
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PDB for #<Metabolite:0x00007fb7ed2a8ad0>
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3D PDB for #<Metabolite:0x00007fb7ed2a8ad0>
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SMILES for #<Metabolite:0x00007fb7ed2a8ad0>
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INCHI for #<Metabolite:0x00007fb7ed2a8ad0>
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Synonyms
ValueSource
(3beta,7beta)-Cholest-5-ene-3,7-diolChEBI
7-HYDROXYCHOLESTEROLChEBI
(3b,7b)-Cholest-5-ene-3,7-diolGenerator
(3Β,7β)-cholest-5-ene-3,7-diolGenerator
7b-HydroxycholesterolGenerator
7Β-hydroxycholesterolGenerator
7 beta-HydroxycholesterolMeSH
Cholest-5-en-3beta,7beta-diolMeSH
5-Cholestene-3beta,7beta-diolHMDB
7beta-HydroxycholesterolHMDB
Cholest-5-ene-3beta,7beta-diolHMDB
7beta-Hydroxycholest-5-en-3beta-olHMDB
7β-Hydroxycholest-5-en-3β-olHMDB
Cholest-5-ene-3β,7β-diolHMDB
delta5-Cholestene-3beta,7beta-diolHMDB
Δ5-Cholestene-3β,7β-diolHMDB
Molecular FormulaC27H46O2
Average Mass402.6529
Monoisotopic Mass402.349780716
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
InChI=1S/C27H46O2/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/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1
InChI KeyOYXZMSRRJOYLLO-KGZHIOMZSA-N