CHEBI:65836 - 2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate

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ChEBI Name 2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate
ChEBI ID CHEBI:65836
ChEBI ASCII Name 2beta-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate
Definition A germacranolide isolated from Elephantopus mollis and has been shown to exhibit antineoplastic activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H26O6
Net Charge 0
Average Mass 374.42750
Monoisotopic Mass 374.17294
InChI InChI=1S/C21H26O6/c1-7-12(3)19(22)25-15-8-11(2)9-21(24-6)10-13(4)17(27-21)18-16(15)14(5)20(23)26-18/h7,9-10,15-18H,5,8H2,1-4,6H3/b11-9+,12-7+/t15-,16+,17-,18-,21-/m0/s1
InChIKey AFBZZDSPQOILGX-FIPHPDLKSA-N
SMILES [H][C@@]12O[C@@](OC)(\C=C(C)\C[C@H](OC(=O)C(\C)=C\C)[C@@]3([H])C(=C)C(=O)O[C@]13[H])C=C2C
Metabolite of Species Details
Elephantopus mollis (NCBI:txid318057) Found in stem (BTO:0001300). See: PubMed
Elephantopus mollis (NCBI:txid318057) Found in root (BTO:0001188). 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 2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) has functional parent tiglic acid (CHEBI:9592)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) has role antineoplastic agent (CHEBI:35610)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) has role metabolite (CHEBI:25212)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) is a γ-lactone (CHEBI:37581)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) is a cyclic ether (CHEBI:37407)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) is a enoate ester (CHEBI:51702)
2β-methoxy-2-deethoxy-8-O-deacylphantomolin-8-O-tiglinate (CHEBI:65836) is a germacranolide (CHEBI:73011)
IUPAC Name
(3aR,4S,6E,8S,11S,11aS)-8-methoxy-6,10-dimethyl-3-methylidene-2-oxo-2,3,3a,4,5,8,11,11a-octahydro-8,11-epoxycyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoate
Registry Number Type Source
9875949 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18239317 PubMed citation Europe PMC
Last Modified
19 August 2013