CHEBI:66689 - megathyrin A

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ChEBI Name megathyrin A
ChEBI ID CHEBI:66689
Definition A cyclic terpene ketone that is ent-7α,20-epoxy-kaur-16-en-15-one substituted with hydroxy groups at positions 1, 7 and 14 (the 1α,7β,14β stereoisomer). Isolated from the leaves of Isodon megathyrsus, it exhibits cytotoxic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C20H28O5
Net Charge 0
Average Mass 348.43330
Monoisotopic Mass 348.19367
InChI InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-19(24,20(12,15(10)22)16(11)23)8-13(18)17(2,3)7-6-14(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12-,13+,14-,16+,18-,19+,20-/m0/s1
InChIKey VPZCKRKZFRCZMX-FINWQXJNSA-N
SMILES [H][C@@]12CC[C@@H]3[C@@H](O)[C@]1(C(=O)C3=C)[C@@]1(O)C[C@]3([H])C(C)(C)CC[C@H](O)[C@@]23CO1
Metabolite of Species Details
Isodon megathyrsus (NCBI:txid662919) Found in leaf (BTO:0000713). 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.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing megathyrin A (CHEBI:66689) has parent hydride ent-kaurene (CHEBI:15415)
megathyrin A (CHEBI:66689) has role antineoplastic agent (CHEBI:35610)
megathyrin A (CHEBI:66689) has role metabolite (CHEBI:25212)
megathyrin A (CHEBI:66689) is a bridged compound (CHEBI:35990)
megathyrin A (CHEBI:66689) is a cyclic terpene ketone (CHEBI:36130)
megathyrin A (CHEBI:66689) is a lactol (CHEBI:38131)
IUPAC Name
(1α,5β,7β,8α,9β,10α,13α,14R)-1,7,14-trihydroxy-7,20-epoxykaur-16-en-15-one
Synonym Source
1α,7β,14β-trihydroxy-ent-7α,20-epoxy-kaur-16-en-15-one ChEBI
Registry Number Type Source
8238556 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14735442 PubMed citation Europe PMC
18491868 PubMed citation Europe PMC
7528785 PubMed citation Europe PMC
Last Modified
05 April 2013