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

Default Structure
ChEBI IDCHEBI:20651
ChEBI Name5α-ergosta-7,22-dien-3β-ol
Stars
ASCII Name5alpha-ergosta-7,22-dien-3beta-ol
DefinitionA 3β-sterol consisting of an ergostane skeleton with double bonds at 7- and 22-positions.
Last Modified13 March 2014
DownloadsMolfile
FormulaC28H46O
Net Charge0
Average Mass398.675
Monoisotopic Mass398.35487
SMILES[H][C@@]12CC=C3[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)/C=C/[C@H](C)C(C)C)[C@@]1(C)CC[C@H](O)C2
InChIInChI=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
InChIKeyQOXPZVASXWSKKU-UEIWAABPSA-N
Species of MetaboliteComponentSourceComments
Ganoderma annulare (fungorum:282935) - PubMed (12781809)
Ganoderma applanatum (ncbitaxon:29884) - DOI (10.1016/S0031-9422(00)91122-1)
Ganoderma pfeifferi (ncbitaxon:34464) fruit body (BTO:0000487) PubMed (16378363)
Tylopilus plumbeoviolaceus (ncbitaxon:182793) fruit body (BTO:0000487) PubMed (10785434)
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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.
anti-HSV-1 agent  An anti-HSV agent agent that destroys or inhibits the replication of herpes simplex virus-1.
Application:
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.
ChEBI Ontology
Outgoing Relation(s)
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-dihydroergosterolLIPID MAPS
Manual XrefsDatabases
LMST01030094LIPID MAPS
Registry NumbersSources
Reaxys:3218631Reaxys
CAS:2465-11-4ChemIDplus
Citations