7beta-Hydroxycholesterol (BioCAD00000020668)

blood cerebrospinal fluid (csf) feces placenta plant natural products

Metabolite Card

Formula: C27H46O2 (402.3498)
SMILES: [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

Synonyms [en]

7beta-hydroxycholesterol; 7-HYDROXYCHOLESTEROL; 7b-Hydroxycholesterol; cholest-5-ene-3beta,7beta-diol; (3beta,7beta)-Cholest-5-ene-3,7-diol; 5-cholestene-3beta,7beta-diol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

7beta-Hydroxycholesterol. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000020668). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

7beta-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).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 566-27-8
  • PubChem: 473141
  • ChEBI: ChEBI:42989
  • HMDB: HMDB0006119
  • LipidMaps: LMST01010047
  • NCBI MeSH: cholest-5-en-3 beta,7 alpha-diol
  • DrugBank: DB04706
  • RefMet: RM0128413
  • Coconut NaturalProduct: CNP0147119.5
  • Coconut NaturalProduct: CNP0147119.6

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:39796 7β-hydroxycholesterol(in) + ATP + H2O => 7β-hydroxycholesterol(out) + ADP + phosphate + H+
Rhea:RHEA:39797 7β-hydroxycholesterol(out) + ADP + phosphate + H+ => 7β-hydroxycholesterol(in) + ATP + H2O
Rhea:RHEA:39798 7β-hydroxycholesterol(in) + ATP + H2O <=> 7β-hydroxycholesterol(out) + ADP + phosphate + H+
Rhea:RHEA:68657 7-oxocholesterol + NADPH + H+ => 7β-hydroxycholesterol + NADP+
Rhea:RHEA:68658 7β-hydroxycholesterol + NADP+ => 7-oxocholesterol + NADPH + H+
Rhea:RHEA:68659 7-oxocholesterol + NADPH + H+ <=> 7β-hydroxycholesterol + NADP+
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