CHEBI:65946 - ganoderone C

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ChEBI Name ganoderone C
ChEBI ID CHEBI:65946
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H46O4
Net Charge 0
Average Mass 470.68380
Monoisotopic Mass 470.33961
InChI InChI=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
InChIKey DHGMYNLRIYMOGS-ZWETUDJHSA-N
SMILES [H][C@@]1(CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CCC(=O)C(C)(C)[C@]1([H])CC3=O)[C@H](C)CCC1OC1(C)CO
Metabolite of Species Details
Ganoderma pfeifferi (NCBI:txid34464) Found in fruit body (BTO:0000487). Mature fruiting bodies 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.
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.
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 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-dione ChEBI
Registry Number Type Source
15775258 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16378363 PubMed citation Europe PMC
Last Modified
06 February 2013
General Comment
2013-02-06 The compound is a 1:1 a mixture of the (24α,25α) and (24β,25β) diasteroisomers.