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CHEBI:65946 - ganoderone C

ChEBI IDCHEBI:65946
ChEBI Nameganoderone C
Stars
DefinitionA tetracyclic triterpenoid that is 5α-lanosta-8-ene with an epoxy group across positions 24 and 25, a hydroxy group at position 26 and oxo groups at positions 3 and 7. Isolated from the fruiting bodies of Ganoderma pfeifferi, it exhibits antiviral activity against influenza A virus.
Last Modified6 February 2013
DownloadsMolfile
FormulaC30H46O4
Net Charge0
Average Mass470.694
Monoisotopic Mass470.33961
SMILES[H][C@@]12CC(=O)C3=C(CC[C@@]4(C)[C@@]3(C)CC[C@]4([H])[C@H](C)CCC3OC3(C)CO)[C@@]1(C)CCC(=O)C2(C)C
InChIInChI=1S/C30H46O4/c1-18(8-9-24-30(7,17-31)34-24)19-10-15-29(6)25-20(11-14-28(19,29)5)27(4)13-12-23(33)26(2,3)22(27)16-21(25)32/h18-19,22,24,31H,8-17H2,1-7H3/t18-,19-,22+,24?,27-,28-,29+,30?/m1/s1
InChIKeyDHGMYNLRIYMOGS-ZWETUDJHSA-N
Species of MetaboliteComponentSourceComments
Ganoderma pfeifferi (ncbitaxon:34464) fruit body (BTO:0000487) PubMed (16378363) Mature fruiting bodies
Roles Classification
Biological Roles:
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.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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)
ganoderone C (CHEBI:65946) has parent hydride lanostane (CHEBI:20265)
ganoderone C (CHEBI:65946) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425)
ganoderone C (CHEBI:65946) has role metabolite (CHEBI:25212)
ganoderone C (CHEBI:65946) is a diketone (CHEBI:46640)
ganoderone C (CHEBI:65946) is a epoxide (CHEBI:32955)
ganoderone C (CHEBI:65946) is a primary alcohol (CHEBI:15734)
ganoderone C (CHEBI:65946) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name 
26-hydroxy-24,25-epoxylanost-8-ene-3,7-dione
Synonym  Source
5α-lanosta-8-ene-24,25-epoxy-26-hydroxy-3,7-dioneChEBI
Registry NumbersSources
Reaxys:15775258Reaxys
Citations