CHEBI:67303 - 3-acetyl-11-methoxy-1-tigloylazadirachtinin

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ChEBI Name 3-acetyl-11-methoxy-1-tigloylazadirachtinin
ChEBI ID CHEBI:67303
Definition A limonoid found in Azadirachta indica.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H46O16
Net Charge 0
Average Mass 734.74080
Monoisotopic Mass 734.27859
InChI InChI=1S/C36H46O16/c1-9-16(2)25(38)50-19-13-20(49-17(3)37)33(27(39)43-6)14-47-22-23(33)32(19)15-48-35(45-8,28(40)44-7)26(32)30(4)24(22)52-31(5)18-12-21(36(30,31)42)51-29-34(18,41)10-11-46-29/h9-11,18-24,26,29,41-42H,12-15H2,1-8H3/b16-9+/t18-,19+,20-,21+,22-,23-,24-,26+,29+,30-,31-,32+,33+,34+,35+,36+/m1/s1
InChIKey IRLZLBSKSFBHPL-JNIVOBJJSA-N
SMILES COC(=O)[C@@]1(OC)OC[C@@]23[C@H]4[C@@H](OC[C@@]4([C@@H](C[C@@H]2OC(=O)C(\C)=C\C)OC(C)=O)C(=O)OC)[C@H]2O[C@]4(C)[C@H]5C[C@H](O[C@@H]6OC=C[C@]56O)[C@]4(O)[C@@]2(C)[C@H]13
Metabolite of Species Details
Azadirachta indica (NCBI:txid124943) Found in seed (BTO:0001226). Defatted MeOH extract of seeds See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) has functional parent tiglic acid (CHEBI:9592)
3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) has role plant metabolite (CHEBI:76924)
3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) is a acetate ester (CHEBI:47622)
3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) is a ether (CHEBI:25698)
3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) is a limonoid (CHEBI:39434)
3-acetyl-11-methoxy-1-tigloylazadirachtinin (CHEBI:67303) is a methyl ester (CHEBI:25248)
IUPAC Name
dimethyl (2aS,3R,5S,5aS,8S,8aR,8bS,8cR,9S,10aS,13aS,14S,14aR,15aS,15bR,15cR)-3-(acetyloxy)-8c,13a-dihydroxy-8-methoxy-8b,14a-dimethyl-5-{[(2E)-2-methylbut-2-enoyl]oxy}-4,5,8,8a,8b,8c,9,10a,13a,14,14a,15a,15b,15c-tetradecahydro-2H-9,14-methanodifuro[2ʼʼ,3ʼʼ,4ʼʼ:4ʼ,5ʼ;4ʼʼʼ,3ʼʼʼ:1ʼ,8aʼ]naphtho[2ʼ,3ʼ:4,5]furo[2,3-e]furo[2,3-b]oxepine-2a,8(3H)-dicarboxylate
Synonym Source
1-O-tigloyl-3-acetyl-11-O-methylazadirachtinin ChEBI
Registry Number Type Source
5221283 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21381696 PubMed citation Europe PMC
Last Modified
03 March 2015