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CHEBI:67309 - salannin

ChEBI IDCHEBI:67309
ChEBI Namesalannin
Stars
DefinitionA limonoid with insecticidal activity isolated from Azadirachta indica.
Secondary ChEBI IDCHEBI:9000
Last Modified9 March 2018
DownloadsMolfile
FormulaC34H44O9
Net Charge0
Average Mass596.717
Monoisotopic Mass596.29853
SMILES[H][C@]12OC[C@]3(C)[C@H](OC(C)=O)C[C@H](OC(=O)/C(C)=C/C)[C@](C)([C@@H](CC(=O)OC)[C@]4(C)C5=C(C)[C@H](c6ccoc6)C[C@@]5([H])O[C@]14[H])[C@@]23[H]
InChIInChI=1S/C34H44O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h9-11,15,21-25,28-30H,12-14,16H2,1-8H3/b17-9+/t21-,22-,23-,24-,25+,28-,29+,30-,32-,33+,34-/m1/s1
InChIKeyCJHBVBNPNXOWBA-REXVOHEDSA-N
Species of MetaboliteComponentSourceComments
Azadirachta indica (ncbitaxon:124943) seed (BTO:0001226) PubMed (21381696) n-Hexane extract of seeds
Roles Classification
Biological Roles:
insect growth regulator  A growth regulator that inhibits the life cycle of an insect.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
antifeedant  A substance that prevents pests from feeding.
insect growth regulator  A growth regulator that inhibits the life cycle of an insect.
ChEBI Ontology
Outgoing Relation(s)
salannin (CHEBI:67309) has functional parent tiglic acid (CHEBI:9592)
salannin (CHEBI:67309) has role antifeedant (CHEBI:22583)
salannin (CHEBI:67309) has role insect growth regulator (CHEBI:24851)
salannin (CHEBI:67309) has role plant metabolite (CHEBI:76924)
salannin (CHEBI:67309) is a acetate ester (CHEBI:47622)
salannin (CHEBI:67309) is a furans (CHEBI:24129)
salannin (CHEBI:67309) is a limonoid (CHEBI:39434)
salannin (CHEBI:67309) is a methyl ester (CHEBI:25248)
salannin (CHEBI:67309) is a organic heteropentacyclic compound (CHEBI:38164)
Incoming Relation(s)
17-defurano-17-oxosalannin (CHEBI:67312) has functional parent salannin (CHEBI:67309)
2',3'-dihydrosalannin (CHEBI:67310) has functional parent salannin (CHEBI:67309)
3-deacetylsalannin (CHEBI:67311) has functional parent salannin (CHEBI:67309)
IUPAC Name 
(2aR,3R,5S,5aR,6R,6aR,8R,9aR,10aS,10bR,10cR)-3-(acetyloxy)-8-(furan-3-yl)-6-(2-methoxy-2-oxoethyl)-2a,5a,6a,7-tetramethyl-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-2H,3H-cyclopenta[d]naphtho[2,3-b:1,8-b'c']difuran-5-yl (2E)-2-methylbut-2-enoate
Synonym  Source
AzadriactinChemIDplus
Manual XrefsDatabases
C08780KEGG COMPOUND
JP2004277393Patent
C00003728KNApSAcK
Registry NumbersSources
Reaxys:5326288Reaxys
CAS:992-20-1KEGG COMPOUND
CAS:992-20-1ChemIDplus
Citations