CHEBI:67305 - 6-deacetylnimbin

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ChEBI Name 6-deacetylnimbin
ChEBI ID CHEBI:67305
Definition A limonoid that is nimbin in which the acetyloxy group at position 6 is replaced by a hydroxy hroup. It has been isolated from Azadirachta indica.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H34O8
Net Charge 0
Average Mass 498.56480
Monoisotopic Mass 498.22537
InChI InChI=1S/C28H34O8/c1-14-16(15-8-10-35-13-15)11-17-21(14)28(4)18(12-20(30)33-5)27(3)19(29)7-9-26(2,25(32)34-6)23(27)22(31)24(28)36-17/h7-10,13,16-18,22-24,31H,11-12H2,1-6H3/t16-,17-,18-,22-,23+,24-,26-,27+,28-/m1/s1
InChIKey CTBHKOAPXBDFPX-PQYHCQQJSA-N
SMILES COC(=O)C[C@H]1[C@@]2(C)[C@H](O[C@@H]3C[C@@H](c4ccoc4)C(C)=C23)[C@H](O)[C@H]2[C@@](C)(C=CC(=O)[C@]12C)C(=O)OC
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.
insect growth regulator
A growth regulator that inhibits the life cycle of an insect.
Application(s): antifeedant
A substance that prevents pests from feeding.
insect growth regulator
A growth regulator that inhibits the life cycle of an insect.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 6-deacetylnimbin (CHEBI:67305) has functional parent nimbin (CHEBI:67304)
6-deacetylnimbin (CHEBI:67305) has role antifeedant (CHEBI:22583)
6-deacetylnimbin (CHEBI:67305) has role insect growth regulator (CHEBI:24851)
6-deacetylnimbin (CHEBI:67305) has role plant metabolite (CHEBI:76924)
6-deacetylnimbin (CHEBI:67305) is a cyclic terpene ketone (CHEBI:36130)
6-deacetylnimbin (CHEBI:67305) is a diester (CHEBI:51307)
6-deacetylnimbin (CHEBI:67305) is a enone (CHEBI:51689)
6-deacetylnimbin (CHEBI:67305) is a furans (CHEBI:24129)
6-deacetylnimbin (CHEBI:67305) is a limonoid (CHEBI:39434)
6-deacetylnimbin (CHEBI:67305) is a methyl ester (CHEBI:25248)
6-deacetylnimbin (CHEBI:67305) is a tetracyclic triterpenoid (CHEBI:26893)
IUPAC Name
methyl (2R,3aR,4aS,5R,5aR,6R,9aR,10S,10aR)-2-(furan-3-yl)-5-hydroxy-10-(2-methoxy-2-oxoethyl)-1,6,9a,10a-tetramethyl-9-oxo-3,3a,4a,5,5a,6,9,9a,10,10a-decahydro-2H-cyclopenta[b]naphtho[2,3-d]furan-6-carboxylate
Synonym Source
nimbic acid dimethyl ester ChemIDplus
Registry Numbers Types Sources
18609-16-0 CAS Registry Number ChemIDplus
70922 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21116775 PubMed citation Europe PMC
21381696 PubMed citation Europe PMC
24226248 PubMed citation Europe PMC
Last Modified
03 March 2015