Isofucosterol (BioCAD00000012584)

blood plant natural products

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

Reviewed

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.

Entity Information

DBLinks

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

Metabolic Network
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
View More
Organism Source

Taxonomy Source

  1. Avena sativa [ncbi taxid: 4498]
  2. Enteromorpha linza [ncbi taxid: ]

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)
View All Pathways