7alpha,27-Dihydroxycholesterol (BioCAD00000005495)
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Metabolite Card
Formula: C27H46O3 (418.3447)
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)CO
Synonyms [en]
7alpha,27-Dihydroxycholesterol; 5-cholestene-3beta,7alpha,26-triol; Cholest-5-ene-3beta,7alpha,27-triol; 7alpha,26-dihydroxycholesterol; Cholest-5-ene-3beta,7alpha,26-triol; 7-alpha,27-Dihydroxycholesterol
Last reviewed on 2024-06-28.
Cite this Page
7alpha,27-Dihydroxycholesterol. 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: BioCAD00000005495). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
7-a,27-dihydroxycholesterol is an intermediate in bile acid biosynthesis. The enzyme 27-Hydroxycholesterol 7alpha-monooxygenase [EC:1.14.13.60] catalyzes the production of this metabolite from 27-hydroxycholesterol. This enzyme reaction is irreversible and occurs in the endoplasmic reticulum.
DBLinks
- CAS Registry Number: 4725-24-0
- PubChem CID: 440985
- ChEBI: 18431
- HMDB: HMDB0006281
- LipidMaps: LMST04030081
- KEGG: C06341
- BioCyc:
- NCBI MeSH: cholest-5-ene-3,7,27-triol
- Wikipedia:
Other DBLinks
- CAS Registry Number: 4725-24-0
- PubChem: 440985
- ChEBI: ChEBI:18431
- HMDB: HMDB0006281
- LipidMaps: LMST04030081
- KEGG: C06341
- NCBI MeSH: cholest-5-ene-3,7,27-triol
- RefMet: RM0128368
- Metlin: METLIN_43088
- Coconut NaturalProduct: CNP0230059.1
Class / Ontology
- WishartLab ClassyFire: [Bile acids, alcohols and derivatives] Bile acids, alcohols and derivatives
- RefMet: [C27 bile acids] C27 bile acids
- LipidMaps: [C27 bile acids, alcohols, and derivatives [ST0403]] C27 bile acids, alcohols, and derivatives [ST0403]
- ChEBI: [CHEBI:18431] 7alpha,26-dihydroxycholesterol
- Coconut NaturalProduct: [Cholestane steroids] Cholestane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R07372 | 1.14.14.23 | cholest-5-ene-3beta,26-diol,[NADPH---hemoprotein reductase]:oxygen oxidoreductase (7alpha-hydroxylating) |
| KEGG:R08724 | 1.1.1.181 | 7alpha,27-dihydroxycholesterol:NAD+ 3-oxidoreductase |
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-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-DME-194068 | Bile acid and bile salt metabolism |
| Reactome:R-DME-193807 | Synthesis of bile acids and bile salts via 27-hydroxycholesterol |
| 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-HSA-194068 | Bile acid and bile salt metabolism |
| Reactome:R-HSA-193807 | Synthesis of bile acids and bile salts via 27-hydroxycholesterol |
| Reactome:R-MMU-1430728 | Metabolism |
| Reactome:R-MMU-556833 | Metabolism of lipids |
| Reactome:R-MMU-8957322 | Metabolism of steroids |
| Reactome:R-XTR-194068 | Bile acid and bile salt metabolism |
| Reactome:R-XTR-193807 | Synthesis of bile acids and bile salts via 27-hydroxycholesterol |
| Reactome:R-BTA-8957322 | Metabolism of steroids |