CHEBI:65725 - 15-O-deacetylnimbolidin B

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ChEBI Name 15-O-deacetylnimbolidin B
ChEBI ID CHEBI:65725
ChEBI ASCII Name 15-O-deacetylnimbolidin B
Definition A tricyclic triterpenoid that is isolated from Melia azedarach and exhibits anticancer activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H48O11
Net Charge 0
Average Mass 656.75970
Monoisotopic Mass 656.320
InChI InChI=1S/C36H48O11/c1-10-18(2)33(41)47-32-30-31-34(6,17-44-30)26(45-20(4)37)15-27(46-21(5)38)35(31,7)25(14-28(40)42-9)36(32,8)29-19(3)23(13-24(29)39)22-11-12-43-16-22/h10-12,16,23-27,30-32,39H,13-15,17H2,1-9H3/b18-10+/t23-,24+,25-,26-,27+,30-,31+,32-,34-,35+,36-/m1/s1
InChIKey BMWZKYUHNUEOJU-PNHGQMSBSA-N
SMILES [H][C@]1(C[C@H](O)C(=C1C)[C@@]1(C)[C@H](CC(=O)OC)[C@@]2(C)[C@H](C[C@@H](OC(C)=O)[C@@]3(C)CO[C@@]([H])([C@H]1OC(=O)C(\C)=C\C)[C@]23[H])OC(C)=O)c1ccoc1
Metabolite of Species Details
Melia azedarach (NCBI:txid155640) Found in ripe fruit (PO:0007038). 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 15-O-deacetylnimbolidin B (CHEBI:65725) has functional parent tiglic acid (CHEBI:9592)
15-O-deacetylnimbolidin B (CHEBI:65725) has role antineoplastic agent (CHEBI:35610)
15-O-deacetylnimbolidin B (CHEBI:65725) has role metabolite (CHEBI:25212)
15-O-deacetylnimbolidin B (CHEBI:65725) is a acetate ester (CHEBI:47622)
15-O-deacetylnimbolidin B (CHEBI:65725) is a cyclic ether (CHEBI:37407)
15-O-deacetylnimbolidin B (CHEBI:65725) is a enoate ester (CHEBI:51702)
15-O-deacetylnimbolidin B (CHEBI:65725) is a furans (CHEBI:24129)
15-O-deacetylnimbolidin B (CHEBI:65725) is a methyl ester (CHEBI:25248)
15-O-deacetylnimbolidin B (CHEBI:65725) is a secondary alcohol (CHEBI:35681)
15-O-deacetylnimbolidin B (CHEBI:65725) is a tricyclic triterpenoid (CHEBI:52340)
IUPAC Name
(2aR,3R,5S,5aR,6R,7R,8S,8aR,8bR)-3,5-bis(acetyloxy)-7-[(3R,5S)-3-(furan-3-yl)-5-hydroxy-2-methylcyclopent-1-en-1-yl]-6-(2-methoxy-2-oxoethyl)-2a,5a,7-trimethyldecahydro-2H-naphtho[1,8-bc]furan-8-yl (2E)-2-methylbut-2-enoate
Registry Number Type Source
10233019 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
16205005 PubMed citation Europe PMC
Last Modified
03 March 2015