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CHEBI:67311 - 3-deacetylsalannin

ChEBI IDCHEBI:67311
ChEBI Name3-deacetylsalannin
Stars
DefinitionA 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.
Last Modified3 March 2015
DownloadsMolfile
FormulaC32H42O8
Net Charge0
Average Mass554.680
Monoisotopic Mass554.28797
SMILES[H][C@]12OC[C@]3(C)[C@H](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/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
InChIKeyMJNRBOGIPLCVIM-LJEOTECVSA-N
Species of MetaboliteComponentSourceComments
Azadirachta indica (ncbitaxon:124943) seed (BTO:0001226) PubMed (21381696) n-Hexane extract of seeds
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
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-b'c']difuran-5-yl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:7675507Reaxys
CAS:1110-56-1ChemIDplus
Citations