Isofucosterol (BioCAD00000012584)
Metabolite Card
Formula: C29H48O (412.3705)
SMILES: [H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CC\C(=C\C)C(C)C
Synonyms [en]
Isofucosterol; 24Z-ethylidene-cholest-5-en-3beta-ol; delta5-Avenasterol; (3beta,24Z)-stigmasta-5,24(28)-dien-3-ol; (24Z)-Ethylidenecholesterol; 28-isofucosterol
Last reviewed on 2024-06-28.
Cite this Page
Isofucosterol. 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: BioCAD00000012584). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Isofucosterol, also known as delta5-avenasterol, is a phytosterol. Phytosterols, or plant sterols, are compounds that occur naturally and bear a close structural resemblance to cholesterol but have different side-chain configurations. Phytosterols are relevant in pharmaceuticals (production of therapeutic steroids), nutrition (anti-cholesterol additives in functional foods, anti-cancer properties), and cosmetics (creams, lipstick). Phytosterols can be obtained from vegetable oils or from industrial wastes, which gives an added value to the latter. Considerable efforts have been recently dedicated to the development of efficient processes for phytosterol isolation from natural sources. The present work aims to summarize information on the applications of phytosterols and to review recent approaches, mainly from the industry, for the large-scale recovery of phytosterols (PMID: 17123816, 16481154). Isofucosterol is found to be associated with phytosterolemia, which is an inborn error of metabolism.
DBLinks
- CAS Registry Number: 481-14-1
- PubChem CID: 5281326
- ChEBI: 28604
- HMDB: HMDB0002374
- LipidMaps: LMST01040145
- KEGG: C08821
- BioCyc: CPD-4127
- NCBI MeSH: fucosterol
- Wikipedia: Isofucosterol
Other DBLinks
- CAS Registry Number: 17605-67-3
- CAS Registry Number: 18472-36-1
- CAS Registry Number: 481-14-1
- PubChem: 5281326
- ChEBI: ChEBI:28604
- HMDB: HMDB0002374
- LipidMaps: LMST01040145
- KEGG: C08821
- BioCyc: CPD-4127
- NCBI MeSH: fucosterol
- Wikipedia: Fucosterol
- Wikipedia: Isofucosterol
- RefMet: RM0018301
- MoNA: JP008179
- Metlin: METLIN_41790
- Coconut NaturalProduct: CNP0081406.1
- Coconut NaturalProduct: CNP0239729.10
Class / Ontology
- WishartLab ClassyFire: [Stigmastanes and derivatives] Stigmastanes and derivatives
- RefMet: [Stigmasterols] Stigmasterols
- LipidMaps: [Stigmasterols and C24-ethyl derivatives [ST0104]] Stigmasterols and C24-ethyl derivatives [ST0104]
- ChEBI: [CHEBI:28604] isofucosterol
- Coconut NaturalProduct: [Stigmastane steroids] Stigmastane steroids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R07487 | 1.3.1.21 | C15783<=>C08821 |
| KEGG:R07488 | 1.3.1.- | C08821 + C00005 + C00080<=>C01753 + C00006 |
| BioCyc:RXN-4210 | 1.3.1.21 | CPD-4126 + NADPH + PROTON --> CPD-4127 + NADP |
| BioCyc:RXN-20132 | 1.3.1.- | CPD-4127 + NADPH + PROTON --> CPD-4143 + NADP |
| BioCyc:RXN-4221 | CPD-4127 --> CPD-4142 | |
| BioCyc:RXN-7877 | 1.14.14.- | CPD-4127 + OXYGEN-MOLECULE + Red-NADPH-Hemoprotein-Reductases --> CPD-7191 + WATER + Ox-NADPH-Hemoprotein-Reductases |
Taxonomy Source
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:META_PWY-2541 | plant sterol biosynthesis |
| Plant Reactome:R-OSA-2744345 | Metabolism and regulation |
| Plant Reactome:R-OSA-2744344 | Secondary metabolism |
| Plant Reactome:R-OSA-1119370 | Sterol biosynthesis |
| PlantCyc:RUBBERTREE_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:SPENNELLII_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:SPIRODELA_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:SVIRIDIS_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:MGUTTATUS_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:MOSOBAMBOO_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:MOSS_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:MUSKMELON_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:OEUROPAEA_SYLVESTRIS_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:OGLABERRIMA_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:OILPALM_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:ORUFIPOGON_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:PAPAYA_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:CROSEUS_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:DATEPALM_PWY-2541 | phytosterol biosynthesis (plants) |
| PlantCyc:EGRANDIS_PWY-2541 | phytosterol biosynthesis (plants) |