CHEBI:20651 - 5α-ergosta-7,22-dien-3β-ol

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ChEBI Name 5α-ergosta-7,22-dien-3β-ol
ChEBI ID CHEBI:20651
ChEBI ASCII Name 5alpha-ergosta-7,22-dien-3beta-ol
Definition A 3β-sterol consisting of an ergostane skeleton with double bonds at 7- and 22-positions.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ZINC000005761093
Download Molfile XML SDF
Formula C28H46O
Net Charge 0
Average Mass 398.66424
Monoisotopic Mass 398.35487
InChI InChI=1S/C28H46O/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/h7-8,10,18-22,24-26,29H,9,11-17H2,1-6H3/b8-7+/t19-,20+,21-,22-,24+,25-,26-,27-,28+/m0/s1
InChIKey QOXPZVASXWSKKU-UEIWAABPSA-N
SMILES [H][C@@]12CC=C3[C@]4([H])CC[C@]([H])([C@H](C)\C=C\[C@H](C)C(C)C)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@H](O)C2
Metabolite of Species Details
Ganoderma annulare (IF:282935) See: PubMed
Tylopilus plumbeoviolaceus (NCBI:txid182793) Found in fruit body (BTO:0000487). See: PubMed
Ganoderma applanatum (NCBI:txid29884) See: DOI
Ganoderma pfeifferi (NCBI:txid34464) Found in fruit body (BTO:0000487). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
anti-HSV-1 agent
An anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-1.
EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application(s): EC 3.2.1.18 (exo-alpha-sialidase) inhibitor
An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5α-ergosta-7,22-dien-3β-ol (CHEBI:20651) has parent hydride 5α-ergostane (CHEBI:20652)
5α-ergosta-7,22-dien-3β-ol (CHEBI:20651) has role anti-HSV-1 agent (CHEBI:64953)
5α-ergosta-7,22-dien-3β-ol (CHEBI:20651) has role antifungal agent (CHEBI:35718)
5α-ergosta-7,22-dien-3β-ol (CHEBI:20651) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
5α-ergosta-7,22-dien-3β-ol (CHEBI:20651) has role metabolite (CHEBI:25212)
5α-ergosta-7,22-dien-3β-ol (CHEBI:20651) is a 3β-sterol (CHEBI:35348)
IUPAC Name
5α-ergosta-7,22-diene-3β-diol
Synonym Source
5-dihydroergosterol LIPID MAPS
Manual Xref Database
LMST01030094 LIPID MAPS
View more database links
Registry Numbers Types Sources
2465-11-4 CAS Registry Number ChemIDplus
3218631 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10785434 PubMed citation Europe PMC
12781809 PubMed citation Europe PMC
16378363 PubMed citation Europe PMC
Last Modified
13 March 2014