Cholest-5-ene-3beta,26-diol (BioCAD00000008418)

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Metabolite Card

Formula: C27H46O2 (402.3498)
SMILES: C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCCC(C)CO)CC[C@@]4([H])[C@]3([H])CC=C2C[C@@H](O)C1

Synonyms [en]

26-Hydroxycholesterol; Cholest-5-ene-3beta,26-diol; 26-hydroxy-cholesterol; 27-hydroxy-cholesterol; FYHRJWMENCALJY-CCDZVGGQSA-N; cholest-5-en-3beta,26-diol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Cholest-5-ene-3beta,26-diol. 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: BioCAD00000008418). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

27-hydroxy-cholesterol

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 13095-61-9
  • PubChem: 99470
  • ChEBI: ChEBI:17703
  • HMDB: HMDB0062328
  • LipidMaps: LMST01010057
  • KEGG: C15610
  • NCBI MeSH: cholest-5-ene-3 beta,26-diol
  • RefMet: RM0135648
  • Coconut NaturalProduct: CNP0280827.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R07372 1.14.14.23 cholest-5-ene-3beta,26-diol,[NADPH---hemoprotein reductase]:oxygen oxidoreductase (7alpha-hydroxylating)
KEGG:R08505 1.14.15.15 cholesterol 26-hydroxylase
KEGG:R08506 C15610<=>C10822
KEGG:R08726 C15610 + 2 C00007 + 2 C00005 + 2 C00080<=>C17333 + 2 C00006 + 3 C00001
Rhea:RHEA:43837 cholesterol + NADPH + O2 + H+ => 26-hydroxycholesterol + NADP+ + H2O
Rhea:RHEA:43838 26-hydroxycholesterol + NADP+ + H2O => cholesterol + NADPH + O2 + H+
Rhea:RHEA:43839 cholesterol + NADPH + O2 + H+ <=> 26-hydroxycholesterol + NADP+ + H2O
Rhea:RHEA:43841 26-hydroxycholesterol + 2 reduced [2Fe-2S]-[ferredoxin] + O2 + 2 H+ => (3β)-hydroxy-cholest-5-en-26-al + 2 oxidized [2Fe-2S]-[ferredoxin] + 2 H2O
Rhea:RHEA:43842 (3β)-hydroxy-cholest-5-en-26-al + 2 oxidized [2Fe-2S]-[ferredoxin] + 2 H2O => 26-hydroxycholesterol + 2 reduced [2Fe-2S]-[ferredoxin] + O2 + 2 H+
Rhea:RHEA:43843 26-hydroxycholesterol + 2 reduced [2Fe-2S]-[ferredoxin] + O2 + 2 H+ <=> (3β)-hydroxy-cholest-5-en-26-al + 2 oxidized [2Fe-2S]-[ferredoxin] + 2 H2O
Rhea:RHEA:50265 cholesterol + reduced [NADPH—hemoprotein reductase] + O2 => 26-hydroxycholesterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
Rhea:RHEA:50266 26-hydroxycholesterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => cholesterol + reduced [NADPH—hemoprotein reductase] + O2
Rhea:RHEA:50267 cholesterol + reduced [NADPH—hemoprotein reductase] + O2 <=> 26-hydroxycholesterol + oxidized [NADPH—hemoprotein reductase] + H2O + H+
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
Reactome:R-BTA-1430728 Metabolism
Reactome:R-BTA-556833 Metabolism of lipids
Reactome:R-BTA-194068 Bile acid and bile salt metabolism
Reactome:R-BTA-193807 Synthesis of bile acids and bile salts via 27-hydroxycholesterol
Reactome:R-BTA-211945 Phase I - Functionalization of compounds
Reactome:R-CEL-211859 Biological oxidations
Reactome:R-CEL-156584 Cytosolic sulfonation of small molecules
Reactome:R-CFA-1430728 Metabolism
Reactome:R-CFA-556833 Metabolism of lipids
Reactome:R-CFA-194068 Bile acid and bile salt metabolism
Reactome:R-CFA-193807 Synthesis of bile acids and bile salts via 27-hydroxycholesterol
Reactome:R-CFA-211976 Endogenous sterols
Reactome:R-CFA-156580 Phase II - Conjugation of compounds
Reactome:R-DRE-211897 Cytochrome P450 - arranged by substrate type
Reactome:R-DRE-156584 Cytosolic sulfonation of small molecules
Reactome:R-GGA-194068 Bile acid and bile salt metabolism
Reactome:R-GGA-193807 Synthesis of bile acids and bile salts via 27-hydroxycholesterol
Reactome:R-GGA-156580 Phase II - Conjugation of compounds
Reactome:R-HSA-194068 Bile acid and bile salt metabolism
Reactome:R-HSA-193807 Synthesis of bile acids and bile salts via 27-hydroxycholesterol
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