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CHEBI:68363 - 1,2-diacetyltrichagmalin C

ChEBI IDCHEBI:68363
ChEBI Name1,2-diacetyltrichagmalin C
Stars
DefinitionA limonoid that is the 1,2-diacetyl derivative of trichagmalin C. It has been isolated from Trichilia connaroides.
Last Modified3 March 2015
DownloadsMolfile
FormulaC40H50O14
Net Charge0
Average Mass754.826
Monoisotopic Mass754.32006
SMILES[H][C@]12CC[C@]3(C)C(=C1[C@H](OC(=O)C(C)C)[C@@]1(OC(C)=O)[C@@H](OC(=O)/C(C)=C/C)[C@@]4(C)C[C@@]1(OC(C)=O)[C@@]2(C)[C@H]4CC(=O)OC)[C@@H](O)C(=O)O[C@H]3c1ccoc1
InChIInChI=1S/C40H50O14/c1-11-20(4)33(46)52-35-37(8)18-39(53-21(5)41)38(9,25(37)16-26(43)48-10)24-12-14-36(7)28(29(44)34(47)50-30(36)23-13-15-49-17-23)27(24)31(51-32(45)19(2)3)40(35,39)54-22(6)42/h11,13,15,17,19,24-25,29-31,35,44H,12,14,16,18H2,1-10H3/b20-11+/t24-,25-,29+,30-,31-,35-,36+,37-,38+,39+,40+/m0/s1
InChIKeyKMCYMYLMRRFJCC-FWMZLBIESA-N
Species of MetaboliteComponentSourceComments
Trichilia connaroides (IPNI:579388-1) leaf (BTO:0000713) PubMed (21268637) Methanolic extract of air-dried, powdered leaves
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.
ChEBI Ontology
Outgoing Relation(s)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent isobutyric acid (CHEBI:16135)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent tiglic acid (CHEBI:9592)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent trichagmalin C (CHEBI:68361)
1,2-diacetyltrichagmalin C (CHEBI:68363) has role plant metabolite (CHEBI:76924)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a acetate ester (CHEBI:47622)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a bridged compound (CHEBI:35990)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a furans (CHEBI:24129)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a limonoid (CHEBI:39434)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a methyl ester (CHEBI:25248)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a organic heteropentacyclic compound (CHEBI:38164)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1R,4R,5S,6S,6aR,8S,9S,9aS,9bS,11aR,12S)-6,6a-bis(acetyloxy)-1-(furan-3-yl)-4-hydroxy-9-(2-methoxy-2-oxoethyl)-8,9a,11a-trimethyl-5-[(2-methylpropanoyl)oxy]-3-oxo-1,3,4,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-6,8-methanoindeno[5,4-f]isochromen-12-yl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:21299045Reaxys
Citations