Ergosterin

Also known as (22E,24S)-24-methylcholesta-5,7,22-trien-3beta-ol, Ergosta-5,7,22-trien-3beta-ol, 24alpha-Methyl-22E-dehydrocholesterol, 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

Provitamin des Vitamins D2

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.

In the Vinony graph

Vinony's link graph records 468 inbound references to Ergosterin, and connects out to nicotinamide adenine dinucleotide phosphate, ultraviolet radiation and Claviceps.

It is catalogued under topics including Cell biology, Chembox image size set and ECHA InfoCard ID from Wikidata.

Vinony links it to 35 Wikipedia language editions.

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 Å²
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 · Deutsch

Ergosterin, auch Ergosterol genannt, ist ein biochemisch wichtiger Naturstoff aus der Gruppe der Sterine (Sterole), genauer der pilzlichen . Es kommt in der Zellmembran von Pilzen und Mykoplasmen vor.

Abstract from DBpedia / Wikipedia · CC BY-SA