CHEBI:67309 - salannin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name salannin
ChEBI ID CHEBI:67309
Definition A limonoid with insecticidal activity isolated from Azadirachta indica.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9000
Supplier Information
Download Molfile XML SDF
Formula C34H44O9
Net Charge 0
Average Mass 596.70780
Monoisotopic Mass 596.29853
InChI InChI=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
InChIKey CJHBVBNPNXOWBA-REXVOHEDSA-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]2OC[C@@]3(C)[C@H]2[C@]1(C)[C@H](C[C@H]3OC(C)=O)OC(=O)C(\C)=C\C
Metabolite of Species Details
Azadirachta indica (NCBI:txid124943) Found in seed (BTO:0001226). n-Hexane extract of seeds See: PubMed
Roles Classification
Biological Role(s): 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.
Application(s): insect growth regulator
A growth regulator that inhibits the life cycle of an insect.
antifeedant
A substance that prevents pests from feeding.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 17-defurano-17-oxosalannin (CHEBI:67312) has functional parent salannin (CHEBI:67309)
2ʼ,3ʼ-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-bʼcʼ]difuran-5-yl (2E)-2-methylbut-2-enoate
Synonym Source
Azadriactin ChemIDplus
Manual Xrefs Databases
C00003728 KNApSAcK
C08780 KEGG COMPOUND
JP2004277393 Patent
View more database links
Registry Numbers Types Sources
5326288 Reaxys Registry Number Reaxys
992-20-1 CAS Registry Number KEGG COMPOUND
992-20-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10563041 PubMed citation Europe PMC
21263200 PubMed citation Europe PMC
24075352 PubMed citation Europe PMC
24226248 PubMed citation Europe PMC
9131784 PubMed citation Europe PMC
Last Modified
09 March 2018