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CHEBI:68362 - 15-acetyltrichagmalin C

ChEBI IDCHEBI:68362
ChEBI Name15-acetyltrichagmalin C
Stars
DefinitionA limonoid with a phragmalin skeleton isolated from the leaves of Trichilia connaroides.
Last Modified3 March 2015
DownloadsMolfile
FormulaC38H48O13
Net Charge0
Average Mass712.789
Monoisotopic Mass712.30949
SMILES[H][C@]12CC[C@]3(C)C(=C1[C@H](OC(=O)C(C)C)[C@@]1(O)[C@@H](OC(=O)/C(C)=C/C)[C@@]4(C)C[C@@]1(O)[C@@]2(C)[C@H]4CC(=O)OC)[C@@H](OC(C)=O)C(=O)O[C@H]3c1ccoc1
InChIInChI=1S/C38H48O13/c1-10-19(4)31(42)51-33-35(7)17-37(44)36(8,23(35)15-24(40)46-9)22-11-13-34(6)26(25(22)29(38(33,37)45)50-30(41)18(2)3)27(48-20(5)39)32(43)49-28(34)21-12-14-47-16-21/h10,12,14,16,18,22-23,27-29,33,44-45H,11,13,15,17H2,1-9H3/b19-10+/t22-,23-,27+,28-,29-,33-,34+,35-,36+,37+,38+/m0/s1
InChIKeyMQEIFZMRSSTDSK-IPBKTXPRSA-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)
15-acetyltrichagmalin C (CHEBI:68362) has functional parent isobutyric acid (CHEBI:16135)
15-acetyltrichagmalin C (CHEBI:68362) has functional parent tiglic acid (CHEBI:9592)
15-acetyltrichagmalin C (CHEBI:68362) has functional parent trichagmalin C (CHEBI:68361)
15-acetyltrichagmalin C (CHEBI:68362) has role plant metabolite (CHEBI:76924)
15-acetyltrichagmalin C (CHEBI:68362) is a acetate ester (CHEBI:47622)
15-acetyltrichagmalin C (CHEBI:68362) is a bridged compound (CHEBI:35990)
15-acetyltrichagmalin C (CHEBI:68362) is a furans (CHEBI:24129)
15-acetyltrichagmalin C (CHEBI:68362) is a limonoid (CHEBI:39434)
15-acetyltrichagmalin C (CHEBI:68362) is a methyl ester (CHEBI:25248)
15-acetyltrichagmalin C (CHEBI:68362) is a organic heteropentacyclic compound (CHEBI:38164)
15-acetyltrichagmalin C (CHEBI:68362) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1R,4R,5S,6S,6aR,8S,9S,9aS,9bS,11aR,12S)-4-(acetyloxy)-1-(furan-3-yl)-6,6a-dihydroxy-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:21299044Reaxys
Citations