CHEBI:16933 - ergosterol

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ChEBI Name ergosterol
ChEBI ID CHEBI:16933
Definition A phytosterol consisting of ergostane having double bonds at the 5,6-, 7,8- and 22,23-positions as well as a 3β-hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42264, CHEBI:4825, CHEBI:14214, CHEBI:23942
Supplier Information ChemicalBook:CB7191961, ChemicalBook:CB3409949, eMolecules:882178
Download Molfile XML SDF
Formula C28H44O
Net Charge 0
Average Mass 396.64836
Monoisotopic Mass 396.33922
InChI InChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
InChIKey DNVPQKQSNYMLRS-APGDWVJJSA-N
SMILES [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C
Metabolite of Species Details
Phomopsis archeri (IF:113952) Found in mycelium (BTO:0001436). Endophytic fungus isolated from cortex stem of Vanilla albidia and combined Mycelial extract See: PubMed
Chaetomium brasiliense (NCBI:txid155871) See: PubMed
Microdiplodia (NCBI:txid371130) EtOAc extract of an endophytic fungi isolated from Lycium intricatum of strain 9907 See: PubMed
Xylaria (NCBI:txid37991) Endolichenic fungi isolated from Leptogium saturninum and EtOAc extract of fermented rice substrate See: PubMed
Chaetomium globosum (NCBI:txid38033) See: PubMed
Aspergillus ochraceus (NCBI:txid40380) Found in mycelium (BTO:0001436). MeOH(mycelia) & EtOAc(broth) extract of an endophytic fungus isolated from Sargassum kjellmanianum of strain EN 31 See: PubMed
Hypocrella (NCBI:txid42305) Found in mycelium (BTO:0001436). Fungus was isolated from scale insect of strain BCC 14524 See: PubMed
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Chaetomium longirostre (NCBI:txid669026) See: PubMed
Chaetomium longirostre (NCBI:txid669026) Ethyl acetate extract of dried fungal biomass See: PubMed
Cordyceps sinensis (NCBI:txid72228) Found in mycelium (BTO:0001436). Ethanolic extract of dried mycelia See: PubMed
Chaetomium arcuatum (NCBI:txid911086) See: CiteXplore
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ergosterol (CHEBI:16933) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
ergosterol (CHEBI:16933) has role fungal metabolite (CHEBI:76946)
ergosterol (CHEBI:16933) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
ergosterol (CHEBI:16933) is a 3β-sterol (CHEBI:35348)
ergosterol (CHEBI:16933) is a ergostanoid (CHEBI:50403)
ergosterol (CHEBI:16933) is a phytosterols (CHEBI:26125)
Incoming 1-(ergostan-3β-yl)-L-aspartate (CHEBI:195261) has functional parent ergosterol (CHEBI:16933)
ergosterol peroxide (CHEBI:65858) has functional parent ergosterol (CHEBI:16933)
ergosteryl 3-β-D-glucoside (CHEBI:52973) has functional parent ergosterol (CHEBI:16933)
ergosteryl ester (CHEBI:52320) has functional parent ergosterol (CHEBI:16933)
xuezhikang (CHEBI:231891) has part ergosterol (CHEBI:16933)
(22E,24R)-5alpha,6alpha-epoxy3beta,7alpha,14beta-trihydroxy-ergosta-8,22,dien-15-one (CHEBI:231322) is a ergosterol (CHEBI:16933)
(22E,24R)-6alpha-methoxy-7alpha,15beta-dihydroxyergosta-4,8(14),22-triene-3-one (CHEBI:231321) is a ergosterol (CHEBI:16933)
IUPAC Name
(22E)-ergosta-5,7,22-trien-3β-ol
Synonyms Sources
(22E,24S)-24-methylcholesta-5,7,22-trien-3β-ol JCBN
Ergosterol KEGG COMPOUND
ERGOSTEROL PDBeChem
ergosterol UniProt
Provitamin D2 KEGG COMPOUND
Manual Xrefs Databases
C00003652 KNApSAcK
C00023755 KNApSAcK
C01694 KEGG COMPOUND
DB04038 DrugBank
ERG PDBeChem
LMST01030093 LIPID MAPS
View more database links
Registry Numbers Types Sources
2338604 Beilstein Registry Number Beilstein
2338604 Reaxys Registry Number Reaxys
57-87-4 CAS Registry Number KEGG COMPOUND
57-87-4 CAS Registry Number NIST Chemistry WebBook
57-87-4 CAS Registry Number ChemIDplus
Last Modified
05 September 2024