4alpha-Methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol (BioCAD00000004695)
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Metabolite Card
Formula: C29H46O (410.3548)
SMILES: [H][C@@]1(CC=C2C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)[C@@H](C)[C@]1([H])CC3)[C@H](C)CCC(=C)C(C)C
Synonyms [en]
4alpha-Methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol; delta8,14-Sterol; delta8,14 -Sterol; 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol; 5I+\/-)-4-Methylergosta-8; (3beta,4alpha,5alpha)-4-Methylergosta-8,14,24(28)-trien-3-ol
Last reviewed on 2024-06-28.
Cite this Page
4alpha-Methyl-5alpha-ergosta-8,14,24(28)-trien-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: BioCAD00000004695). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
delta8,14-Sterol, also known as 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol, belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Thus, delta8,14-sterol is considered to be a sterol lipid molecule. delta8,14-Sterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. delta8,14-Sterol is an intermediate in the biosynthesis of steroids and is converted from O-butusifoliol via the enzyme cytochrome P450, family 51, subfamily A (sterol 14-demethylase) (EC 1.14.13.70). It is then converted into 4-alpha-methylfecosterol via the enzyme delta14-sterol reductase (EC 1.3.1.70).
DBLinks
- CAS Registry Number: 74635-33-9
- PubChem CID: 443237
- ChEBI: 30109
- HMDB: HMDB0006928
- LipidMaps: LMST01031020
- KEGG: C11508
- BioCyc: ALPHA-METHYL-5-ALPHA-ERGOSTA
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- CAS Registry Number: 74635-33-9
- PubChem: 443237
- ChEBI: ChEBI:30109
- HMDB: HMDB0006928
- LipidMaps: LMST01031020
- KEGG: C11508
- BioCyc: ALPHA-METHYL-5-ALPHA-ERGOSTA
- RefMet: RM0189049
- Coconut NaturalProduct: CNP0225296.1
- Coconut NaturalProduct: CNP0225296.2
Class / Ontology
- WishartLab ClassyFire: [Ergostane steroids] Ergostane steroids
- RefMet: [Ergosterols] Ergosterols
- LipidMaps: [Ergosterols and C24-methyl derivatives [ST0103]] Ergosterols and C24-methyl derivatives [ST0103]
- ChEBI: [CHEBI:30109] 4alpha-methyl-5alpha-ergosta-8,14,24(28)-trien-3beta-ol
- Coconut NaturalProduct: [Ergostane steroids] Ergostane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R05731 | 1.14.14.154 | obtusifoliol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (14-methyl cleaving) |
| KEGG:R07483 | 1.3.1.70 | C11508 + C00005 + C00080<=>C15776 + C00006 |
| Rhea:RHEA:14918 | 1.14.14.154 | obtusifoliol + 3 reduced [NADPH—hemoprotein reductase] + 3 O2 => 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol + formate + 3 oxidized [NADPH—hemoprotein reductase] + 4 H2O + 4 H+ |
| Rhea:RHEA:14919 | 1.14.14.154 | 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol + formate + 3 oxidized [NADPH—hemoprotein reductase] + 4 H2O + 4 H+ => obtusifoliol + 3 reduced [NADPH—hemoprotein reductase] + 3 O2 |
| Rhea:RHEA:14920 | 1.14.14.154 | obtusifoliol + 3 reduced [NADPH—hemoprotein reductase] + 3 O2 <=> 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol + formate + 3 oxidized [NADPH—hemoprotein reductase] + 4 H2O + 4 H+ |
| Rhea:RHEA:56757 | obtusifoliol + 6 reduced [2Fe-2S]-[ferredoxin] + 3 O2 + 5 H+ => 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol + formate + 6 oxidized [2Fe-2S]-[ferredoxin] + 4 H2O | |
| Rhea:RHEA:56758 | 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol + formate + 6 oxidized [2Fe-2S]-[ferredoxin] + 4 H2O => obtusifoliol + 6 reduced [2Fe-2S]-[ferredoxin] + 3 O2 + 5 H+ | |
| Rhea:RHEA:56759 | obtusifoliol + 6 reduced [2Fe-2S]-[ferredoxin] + 3 O2 + 5 H+ <=> 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol + formate + 6 oxidized [2Fe-2S]-[ferredoxin] + 4 H2O | |
| BioCyc:RXN-4144 | 1.3.1.70 | 4α-methyl-5α-ergosta-8,14,24(28)-trien-3β-ol Δ14 reductase |
| BioCyc:RXN-19833 | 1.14.14.- | CPD-21439 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> ALPHA-METHYL-5-ALPHA-ERGOSTA + FORMATE + WATER + Ox-NADPH-Hemoprotein-Reductases + PROTON |
| BioCyc:1.14.13.70-RXN | 1.14.14.154 | OBTUSIFOLIOL + 3 OXYGEN-MOLECULE + 3 Red-NADPH-Hemoprotein-Reductases --> ALPHA-METHYL-5-ALPHA-ERGOSTA + FORMATE + 4 WATER + 3 Ox-NADPH-Hemoprotein-Reductases + PROTON |