EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:2942 - azadirachtin A

ChEBI IDCHEBI:2942
ChEBI Nameazadirachtin A
Stars
DefinitionA member of the family of azadirachtins that is isolated from the neem tree (Azadirachta indica).
Last Modified6 March 2015
DownloadsMolfile
FormulaC35H44O16
Net Charge0
Average Mass720.721
Monoisotopic Mass720.26294
SMILES[H][C@@]12OC=C[C@]1(O)[C@@H]1C[C@H](O2)[C@@]2([C@]3(C)[C@H](O)[C@@H]4OC[C@]5(C(=O)OC)[C@H](OC(C)=O)C[C@H](OC(=O)/C(C)=C/C)[C@@]6(CO[C@](O)(C(=O)OC)[C@@]36[H])[C@@]45[H])O[C@@]12C
InChIInChI=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
InChIKeyFTNJWQUOZFUQQJ-NDAWSKJSSA-N
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
hepatoprotective agent  Any compound that is able to prevent damage to the liver.
phytogenic insecticide  An insecticide compound naturally occurring in plants.
ChEBI Ontology
Outgoing Relation(s)
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  Source
Azadirachtin AKEGG COMPOUND
AzadirachtinKEGG COMPOUND
Manual XrefsDatabases
C08748KEGG COMPOUND
LMPR0106100001LIPID MAPS
C00003698KNApSAcK
46BPDB
Registry NumbersSources
Reaxys:4650697Reaxys
CAS:11141-17-6KEGG COMPOUND
CAS:11141-17-6ChemIDplus
Citations