CHEBI:67311 - 3-deacetylsalannin

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ChEBI Name 3-deacetylsalannin
ChEBI ID CHEBI:67311
Definition A limonoid that is salannin in which the acetyloxy group at position 6 is replaced by a hydroxy group. 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 C32H42O8
Net Charge 0
Average Mass 554.67110
Monoisotopic Mass 554.28797
InChI InChI=1S/C32H42O8/c1-8-16(2)29(35)40-23-13-22(33)30(4)15-38-26-27(30)31(23,5)21(12-24(34)36-7)32(6)25-17(3)19(18-9-10-37-14-18)11-20(25)39-28(26)32/h8-10,14,19-23,26-28,33H,11-13,15H2,1-7H3/b16-8+/t19-,20-,21-,22-,23+,26-,27+,28-,30-,31+,32-/m1/s1
InChIKey MJNRBOGIPLCVIM-LJEOTECVSA-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]3O)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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 3-deacetylsalannin (CHEBI:67311) has functional parent salannin (CHEBI:67309)
3-deacetylsalannin (CHEBI:67311) has functional parent tiglic acid (CHEBI:9592)
3-deacetylsalannin (CHEBI:67311) has role anti-inflammatory agent (CHEBI:67079)
3-deacetylsalannin (CHEBI:67311) has role plant metabolite (CHEBI:76924)
3-deacetylsalannin (CHEBI:67311) is a furans (CHEBI:24129)
3-deacetylsalannin (CHEBI:67311) is a limonoid (CHEBI:39434)
3-deacetylsalannin (CHEBI:67311) is a methyl ester (CHEBI:25248)
3-deacetylsalannin (CHEBI:67311) is a organic heteropentacyclic compound (CHEBI:38164)
IUPAC Name
(2aR,3R,5S,5aR,6R,6aR,8R,9aR,10aS,10bR,10cR)-8-(furan-3-yl)-3-hydroxy-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
Registry Numbers Types Sources
1110-56-1 CAS Registry Number ChemIDplus
7675507 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21263200 PubMed citation Europe PMC
21381696 PubMed citation Europe PMC
Last Modified
03 March 2015