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CHEBI:66601 - lychnostatin 1

ChEBI IDCHEBI:66601
ChEBI Namelychnostatin 1
Stars
DefinitionA germacranolide isolated from Lychnophora antillana and has been shown to exhibit antineoplastic activity.
Last Modified26 March 2013
DownloadsMolfile
FormulaC21H28O8
Net Charge0
Average Mass408.447
Monoisotopic Mass408.17842
SMILES[H][C@]12OC(=O)C(=C)[C@]1([H])[C@@H](OC(=O)C(=C)C)C[C@@](C)(OC(C)=O)C(=O)CC[C@H](C)[C@@H]2O
InChIInChI=1S/C21H28O8/c1-10(2)19(25)27-14-9-21(6,29-13(5)22)15(23)8-7-11(3)17(24)18-16(14)12(4)20(26)28-18/h11,14,16-18,24H,1,4,7-9H2,2-3,5-6H3/t11-,14-,16+,17-,18-,21+/m0/s1
InChIKeyOLFNVRXCVQOTPN-ZBTOSGMISA-N
Species of MetaboliteComponentSourceComments
Lychnophora antillana (ncbitaxon:41601)
stem (BTO:0001300) PubMed (2380713)
leaf (BTO:0000713) PubMed (2380713)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
lychnostatin 1 (CHEBI:66601) has role antineoplastic agent (CHEBI:35610)
lychnostatin 1 (CHEBI:66601) has role metabolite (CHEBI:25212)
lychnostatin 1 (CHEBI:66601) is a acetate ester (CHEBI:47622)
lychnostatin 1 (CHEBI:66601) is a cyclic ketone (CHEBI:3992)
lychnostatin 1 (CHEBI:66601) is a germacranolide (CHEBI:73011)
lychnostatin 1 (CHEBI:66601) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3aR,4S,6R,10S,11S,11aS)-6-(acetyloxy)-11-hydroxy-6,10-dimethyl-3-methylidene-2,7-dioxododecahydrocyclodeca[b]furan-4-yl 2-methylprop-2-enoate
Synonym  Source
2-propenoic acid, 2-methyl-, (3aR,4S,6R,10S,11S,11aS)-6-(acetyloxy)dodecahydro-11-hydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl esterChemIDplus
Registry NumbersSources
CAS:128700-83-4ChemIDplus
Citations