4a-Methyl-5a-cholesta-8,24-dien-3-one (BioCAD00000019876)

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Metabolite Card

Formula: C28H44O (396.3392)
SMILES: [H][C@@]1(CC[C@@]2([H])C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC=C(C)C

Synonyms [en]

3-keto-4alpha-methyl-zymosterol; 4alpha-methyl-5alpha-cholesta-8,24-dien-3-one; 3-Keto-4alpha-methylzymosterol; 4a-Methyl-5a-cholesta-8,24-dien-3-one; (4alpha,5alpha)-4-methylcholesta-8,24-dien-3-one; 3-dehydro-4alpha-methylzymosterol

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

4a-Methyl-5a-cholesta-8,24-dien-3-one. 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: BioCAD00000019876). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

4a-Methyl-5a-cholesta-8,24-dien-3-one is an intermediate in the Cholesterol biosynthesis pathway, in a reaction catalyzed by the enzyme 3-keto-steroid reductase [EC 1.1.1.270]. (MetaCyc Pathway: cholesterol biosynthesis).

Extracellular Membrane
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 7377-73-3
  • PubChem: 22298939
  • ChEBI: ChEBI:136486
  • HMDB: HMDB0000981
  • LipidMaps: LMST01010237
  • RefMet: RM0052766

Class / Ontology

Metabolic Network
ID EC Number Name
Rhea:RHEA:36380 1.1.1.270 3-dehydro-4α-methylzymosterol + NADPH + H+ => 4α-methylzymosterol + NADP+
Rhea:RHEA:36381 1.1.1.270 4α-methylzymosterol + NADP+ => 3-dehydro-4α-methylzymosterol + NADPH + H+
Rhea:RHEA:36382 1.1.1.270 3-dehydro-4α-methylzymosterol + NADPH + H+ <=> 4α-methylzymosterol + NADP+
Rhea:RHEA:60093 1.1.1.417 4β-carboxy-4α-methyl-5α-cholesta-8,24-dien-3β-ol + NAD+ => 3-dehydro-4α-methylzymosterol + CO2 + NADH
Rhea:RHEA:60094 1.1.1.417 3-dehydro-4α-methylzymosterol + CO2 + NADH => 4β-carboxy-4α-methyl-5α-cholesta-8,24-dien-3β-ol + NAD+
Rhea:RHEA:60095 1.1.1.417 4β-carboxy-4α-methyl-5α-cholesta-8,24-dien-3β-ol + NAD+ <=> 3-dehydro-4α-methylzymosterol + CO2 + NADH
Rhea:RHEA:60097 1.1.1.417 4β-carboxy-4α-methyl-5α-cholesta-8,24-dien-3β-ol + NADP+ => 3-dehydro-4α-methylzymosterol + CO2 + NADPH
Rhea:RHEA:60098 1.1.1.417 3-dehydro-4α-methylzymosterol + CO2 + NADPH => 4β-carboxy-4α-methyl-5α-cholesta-8,24-dien-3β-ol + NADP+
Rhea:RHEA:60099 1.1.1.417 4β-carboxy-4α-methyl-5α-cholesta-8,24-dien-3β-ol + NADP+ <=> 3-dehydro-4α-methylzymosterol + CO2 + NADPH
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6074 zymosterol biosynthesis
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:YEAST_ERGOSTEROL-SYN-PWY superpathway of ergosterol biosynthesis
BioCyc:FLY_PWY-6074 zymosterol biosynthesis
BioCyc:HUMAN_PWY-6074 zymosterol biosynthesis
BioCyc:HUMAN_PWY66-4 cholesterol biosynthesis III (via desmosterol)
BioCyc:META_ERGOSTEROL-SYN-PWY superpathway of ergosterol biosynthesis I
BioCyc:META_PWY66-5 superpathway of cholesterol biosynthesis
BioCyc:YEAST_PWY-6074 zymosterol biosynthesis
WikiPathways:WP4346 Cholesterol metabolism with Bloch and Kandutsch-Russell pathways
WikiPathways:WP5354 Ergosterol biosynthesis
View All Pathways