5alpha-Cholesta-7,24-dien-3beta-ol (BioCAD00000005064)

microbial natural products

Metabolite Card

Formula: C27H44O (384.3392)
SMILES: [H][C@@]1(CC[C@@]2([H])C3=CC[C@@]4([H])C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC=C(C)C

Synonyms [en]

5alpha-Cholesta-7,24-dien-3beta-ol; Cholesta-7,24-dien-3-ol; (3beta,5alpha)-cholesta-7,24-dien-3-ol; 5a-cholesta-7,24-dien-3b-ol; 5α-cholesta-7,24-dien-3β-ol; cholesta-7,24-dien-3-ol, (3beta)-isomer

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

5alpha-Cholesta-7,24-dien-3beta-ol. 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: BioCAD00000005064). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

5alpha-Cholesta-7,24-dien-3beta-ol belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 5alpha-cholesta-7,24-dien-3beta-ol is considered to be a sterol lipid molecule. 5alpha-Cholesta-7,24-dien-3beta-ol is involved in the biosynthesis of steroids. 5alpha-Cholesta-7,24-dien-3beta-ol is reversibly converted into 5alpha-cholest-7-en-3beta-ol by delta24-sterol reductase (EC 1.3.1.72). 5alpha-Cholesta-7,24-dien-3beta-ol is also converted into zymosterol by cholestenol delta-isomerase (EC 5.3.3.5). 5alpha-Cholesta-7,24-dien-3beta-ol is also converted into 7-Dehydrodesmosterol. 5alpha-Cholesta-7,24-dien-3beta-ol is a substrate for 3-beta-hydroxysteroid-delta(8),delta(7)-isomerase.

Extracellular Membrane Endoplasmic reticulum
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 651-54-7
  • PubChem: 5459827
  • ChEBI: ChEBI:145214
  • ChEBI: ChEBI:16290
  • HMDB: HMDB0006842
  • HMDB: HMDB00997
  • LipidMaps: LMST01010206
  • KEGG: C05439
  • BioCyc: 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL
  • NCBI MeSH: cholesta-7,24-dien-3-ol
  • RefMet: RM0007515
  • Metlin: METLIN_5928
  • Coconut NaturalProduct: CNP0162109.2
  • Coconut NaturalProduct: CNP0235760.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R04667 C05107 + C00030<=>C05439 + C00028
KEGG:R04804 5.3.3.5 delta8,24-cholestadien-3beta-ol delta7-delta8-isomerase
KEGG:R05703 1.3.1.72 lanosterol D24-reductase
Rhea:RHEA:13686 1.3.1.72 lathosterol + NADP+ => 5α-cholesta-7,24-dien-3β-ol + NADPH + H+
Rhea:RHEA:13687 1.3.1.72 5α-cholesta-7,24-dien-3β-ol + NADPH + H+ => lathosterol + NADP+
Rhea:RHEA:13688 1.3.1.72 lathosterol + NADP+ <=> 5α-cholesta-7,24-dien-3β-ol + NADPH + H+
Rhea:RHEA:34000 zymosterol => 5α-cholesta-7,24-dien-3β-ol
Rhea:RHEA:34001 5α-cholesta-7,24-dien-3β-ol => zymosterol
Rhea:RHEA:34002 zymosterol <=> 5α-cholesta-7,24-dien-3β-ol
Rhea:RHEA:34004 5α-cholesta-7,24-dien-3β-ol + NADPH + O2 + H+ => 7-dehydrodesmosterol + NADP+ + 2 H2O
Rhea:RHEA:34005 7-dehydrodesmosterol + NADP+ + 2 H2O => 5α-cholesta-7,24-dien-3β-ol + NADPH + O2 + H+
Rhea:RHEA:34006 5α-cholesta-7,24-dien-3β-ol + NADPH + O2 + H+ <=> 7-dehydrodesmosterol + NADP+ + 2 H2O
Rhea:RHEA:47185 5α-cholesta-7,24-dien-3β-ol + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+ => 7-dehydrodesmosterol + 2 Fe(III)-[cytochrome b5] + 2 H2O
Rhea:RHEA:47186 7-dehydrodesmosterol + 2 Fe(III)-[cytochrome b5] + 2 H2O => 5α-cholesta-7,24-dien-3β-ol + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+
Rhea:RHEA:47187 5α-cholesta-7,24-dien-3β-ol + 2 Fe(II)-[cytochrome b5] + O2 + 2 H+ <=> 7-dehydrodesmosterol + 2 Fe(III)-[cytochrome b5] + 2 H2O
BioCyc:RXN66-321 1.3.1.72 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL + NADPH + PROTON --> CPD-4186 + NADP
BioCyc:RXN-11887 1.14.19.20 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL + 2 FERROCYTOCHROME-B5 + OXYGEN-MOLECULE + 2 PROTON --> CPD-8646 + 2 FERRICYTOCHROME-B5 + 2 WATER
BioCyc:RXN-21837 1.1.1.270 CPD-12929 + NADPH + PROTON --> 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL + NADP
BioCyc:RXN66-320 5.3.3.5 5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL<=>ZYMOSTEROL
BioCyc:RXN-11886 2.1.1.- CPD-12860 + Demethylated-methyl-acceptors<=>5-ALPHA-CHOLESTA-724-DIEN-3-BETA-OL + Methylated-methyl-acceptors
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Organism Source

Taxonomy Source

  1. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
BioCyc:HUMAN_PWY66-5 superpathway of cholesterol biosynthesis
BioCyc:HUMAN_PWY66-341 cholesterol biosynthesis I
BioCyc:META_PWY66-341 cholesterol biosynthesis I
BioCyc:META_PWY66-4 cholesterol biosynthesis III (via desmosterol)
BioCyc:HUMAN_PWY66-4 cholesterol biosynthesis III (via desmosterol)
BioCyc:META_PWY66-5 superpathway of cholesterol biosynthesis
Plant Reactome:R-OAU-2744345 Metabolism and regulation
Plant Reactome:R-MES-2744345 Metabolism and regulation
Plant Reactome:R-MES-1119559 Cholesterol biosynthesis I
Plant Reactome:R-TDI-2744345 Metabolism and regulation
Plant Reactome:R-TDI-3906998 Fatty acid and lipid metabolism
Plant Reactome:R-TDI-1119439 Cholesterol biosynthesis III (via desmosterol)
Plant Reactome:R-OGU-3906998 Fatty acid and lipid metabolism
Plant Reactome:R-OGU-1119439 Cholesterol biosynthesis III (via desmosterol)
Plant Reactome:R-OMI-1119559 Cholesterol biosynthesis I
Plant Reactome:R-PTI-2744345 Metabolism and regulation
Plant Reactome:R-GMA-2744345 Metabolism and regulation
Plant Reactome:R-GMA-1119559 Cholesterol biosynthesis I
Plant Reactome:R-PDA-2744345 Metabolism and regulation
Plant Reactome:R-PDA-1119559 Cholesterol biosynthesis I
View All Pathways