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CHEBI:66128 - kadlongilactone A

ChEBI IDCHEBI:66128
ChEBI Namekadlongilactone A
Stars
DefinitionA hexacyclic triterpenoid isolated from the leaves and stems of Kadsura longipedunculata and has been found to exhibit cytotoxicity aganist human tumour cells.
Last Modified15 March 2013
DownloadsMolfile
FormulaC30H38O6
Net Charge0
Average Mass494.628
Monoisotopic Mass494.26684
SMILES[H][C@@]12CC[C@]3([H])C(=C[C@@]1(O)C[C@@]1([H])C4=C([C@H](O)C[C@@]21C)[C@H](C)[C@]1([H])OC(=O)C(C)=C[C@]1([H])C4)C=CC(=O)OC3(C)C
InChIInChI=1S/C30H38O6/c1-15-10-18-11-19-21-13-30(34)12-17-6-9-24(32)36-28(3,4)20(17)7-8-23(30)29(21,5)14-22(31)25(19)16(2)26(18)35-27(15)33/h6,9-10,12,16,18,20-23,26,31,34H,7-8,11,13-14H2,1-5H3/t16-,18+,20+,21-,22+,23-,26-,29+,30+/m0/s1
InChIKeyJDOHERDAOGEJFF-ASWXAAPUSA-N
Species of MetaboliteComponentSourceComments
Kadsura longipedunculata (ncbitaxon:124782)
leaf (BTO:0000713) PubMed (16235962)
stem (BTO:0001300) PubMed (16235962)
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)
kadlongilactone A (CHEBI:66128) has role antineoplastic agent (CHEBI:35610)
kadlongilactone A (CHEBI:66128) has role metabolite (CHEBI:25212)
kadlongilactone A (CHEBI:66128) is a hexacyclic triterpenoid (CHEBI:70994)
kadlongilactone A (CHEBI:66128) is a secondary alcohol (CHEBI:35681)
kadlongilactone A (CHEBI:66128) is a terpene lactone (CHEBI:37668)
kadlongilactone A (CHEBI:66128) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(4aR,5S,6R,7aR,7bS,9aR,15aS,16aR,17aS)-6,15a-dihydroxy-2,5,7a,10,10-pentamethyl-5,6,7,7a,7b,8,9,9a,10,15a,16,16a,17,17a-tetradecahydro-3H-oxepino[4'',3'':4',5']cyclohepta[1',2':1,2]indeno[4,5-g]chromene-3,12(4aH)-dione
Registry NumbersSources
Reaxys:10223031Reaxys
Citations