CHEBI:2942 - azadirachtin A

Main ChEBI Ontology Automatic Xrefs
ChEBI Name azadirachtin A
ChEBI ID CHEBI:2942
Definition A member of the family of azadirachtins that is isolated from the neem tree (Azadirachta indica).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H44O16
Net Charge 0
Average Mass 720.71426
InChI InChI=1S/C35H44O16/c1-8-15(2)24(38)49-18-12-19(48-16(3)36)32(26(39)43-6)13-46-21-22(32)31(18)14-47-34(42,27(40)44-7)25(31)29(4,23(21)37)35-20-11-17(30(35,5)51-35)33(41)9-10-45-28(33)50-20/h8-10,17-23,25,28,37,41-42H,11-14H2,1-7H3/b15-8+/t17-,18+,19-,20+,21-,22-,23-,25+,28+,29-,30+,31+,32+,33+,34+,35+/m1/s1
InChIKey FTNJWQUOZFUQQJ-NDAWSKJSSA-N
SMILES [H][C@@]12OC=C[C@]1(O)[C@@H]1C[C@H](O2)[C@]2(O[C@@]12C)[C@]1(C)[C@H](O)[C@@H]2OC[C@@]3([C@@H](C[C@H](OC(=O)C(\C)=C\C)[C@@]4(CO[C@](O)(C(=O)OC)[C@@]14[H])[C@@]23[H])OC(C)=O)C(=O)OC
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.
(via azadirachtin )
ecdysone agonist

(via azadirachtin )
Application(s): hepatoprotective agent
Any compound that is able to prevent damage to the liver.
phytogenic insecticide
An insecticide compound naturally occurring in plants.
(via azadirachtin )
ecdysone agonist

(via azadirachtin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing azadirachtin A (CHEBI:2942) has role hepatoprotective agent (CHEBI:62868)
azadirachtin A (CHEBI:2942) is a acetate ester (CHEBI:47622)
azadirachtin A (CHEBI:2942) is a azadirachtin (CHEBI:38473)
azadirachtin A (CHEBI:2942) is a cyclic hemiketal (CHEBI:59780)
azadirachtin A (CHEBI:2942) is a enoate ester (CHEBI:51702)
azadirachtin A (CHEBI:2942) is a epoxide (CHEBI:32955)
azadirachtin A (CHEBI:2942) is a methyl ester (CHEBI:25248)
azadirachtin A (CHEBI:2942) is a organic heterotetracyclic compound (CHEBI:38163)
azadirachtin A (CHEBI:2942) is a secondary alcohol (CHEBI:35681)
azadirachtin A (CHEBI:2942) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
dimethyl (2aR,3S,4S,4aR,5S,7aS,8S,10R,10aS,10bR)-10-acetoxy-3,5-dihydroxy-4-[(1aR,2S,3aS,6aS,7S,7aS)-6a-hydroxy-7a-methyl-3a,6a,7,7a-tetrahydro-2,7-methanofuro[2,3-b]oxireno[e]oxepin-1a(2H)-yl]-4-methyl-8-{[(2E)-2-methylbut-2-enoyl]oxy}octahydro-1H-naphtho[1,8a-c:4,5-b'c']difuran-5,10a(8H)-dicarboxylate
Synonyms Sources
Azadirachtin KEGG COMPOUND
Azadirachtin A KEGG COMPOUND
Database Links Databases
C00003698 KNApSAcK
C08748 KEGG COMPOUND
LMPR0106100001 LIPID MAPS
View more database links
Registry Numbers Types Sources
11141-17-6 CAS Registry Number ChemIDplus
4650697 Reaxys Registry Number Reaxys
4650697 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11990361 PubMed citation CiteXplore
24708208 PubMed citation CiteXplore
Last Modified
06 March 2015