Structure via PubChem · Public domain (PubChem)
Ergosterol
Sign in to saveAlso known as (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol, Ergosta-5,7,22-trien-3beta-ol, 24alpha-Methyl-22E-dehydrocholesterol, Ergosterin, Ergosta-5,7,22-trien-3-ol, (3beta,22E)-, 24R-Methylcholesta-5,7,2E-trien-3beta-ol, (3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(E,1R,4R)-1,4,5-trimethylhex-2-enyl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol, (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
chemische verbinding
OverviewAI-generated
Ergosterol is a chemical compound with the formula C₂₈H₄₄O. Its mass is listed as 396.339, while its weight is recorded as 396.6. The substance has a charge of 0 and an xlogp value of 7.4. It features one hydrogen bond donor and one hydrogen bond acceptor, with a topological polar surface area of 20.2.
The compound is associated with a PubMed query count of 8088. It is referenced by 468 other encyclopedia articles.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C28H44O
- Molecular weight
- 396.6 g/mol
- IUPAC name
- (3S,9S,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
- SMILES
- C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
- InChIKey
- DNVPQKQSNYMLRS-APGDWVJJSA-N
- XLogP
- 7.4
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
8,088 papers- Regulation of Ergosterol Biosynthesis in Saccharomyces cerevisiae.Genes · 2020
- Ergosterol and Lanosterol Derivatives: Synthesis and Possible Biomedical Applications.ChemMedChem · 2025
- Outline of the biosynthesis and regulation of ergosterol in yeast.World journal of microbiology & biotechnology · 2019
- Ergosterol Peroxide: A Mushroom-Derived Compound with Promising Biological Activities-A Review.International journal of medicinal mushrooms · 2017
- Ergosterol-loaded brain-targeted liposomes attenuate stroke via gut microbiota-metabolite-brain axis modulation.Journal of nanobiotechnology · 2025
via PubMed
Wikidata facts
- Mass
- 396.339
Show 6 more facts
- found in taxon
- Saccharomyces cerevisiae
- chemical formula
- C₂₈H₄₄O
- isomeric SMILES
- C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
- canonical SMILES
- CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
- subject has role
- provitamin
- Commons category
- Ergosterol
Sources (7)
via Wikidata · CC0
Article · Nederlands
Ergosterol of provitamine D2 (ergosta-5,7,22-trien-3β-ol) is een sterol, waarvan de chemische structuur veel lijkt op die van cholesterol. De zuivere stof is een witte kristallijne vaste stof, die bijna onoplosbaar is in water. De naam is afgeleid van het woord ergot, hetgeen Engels voor moederkoorn is, waaruit het voor het eerst werd geïsoleerd.
Abstract from DBpedia / Wikipedia · CC BY-SA