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CHEBI:68361 - trichagmalin C

ChEBI IDCHEBI:68361
ChEBI Nametrichagmalin C
Stars
DefinitionA limonoid with a phragmalin skeleton isolated from the leaves of Trichilia connaroides.
Last Modified14 April 2015
DownloadsMolfile
FormulaC36H46O12
Net Charge0
Average Mass670.752
Monoisotopic Mass670.29893
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](O)C(=O)O[C@H]3c1ccoc1
InChIInChI=1S/C36H46O12/c1-9-18(4)29(40)48-31-33(6)16-35(42)34(7,21(33)14-22(37)44-8)20-10-12-32(5)24(23(20)27(36(31,35)43)47-28(39)17(2)3)25(38)30(41)46-26(32)19-11-13-45-15-19/h9,11,13,15,17,20-21,25-27,31,38,42-43H,10,12,14,16H2,1-8H3/b18-9+/t20-,21-,25+,26-,27-,31-,32+,33+,34+,35+,36+/m0/s1
InChIKeyXMZGJPBRNKWASO-SQHCDZGASA-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)
trichagmalin C (CHEBI:68361) has functional parent isobutyric acid (CHEBI:16135)
trichagmalin C (CHEBI:68361) has functional parent tiglic acid (CHEBI:9592)
trichagmalin C (CHEBI:68361) has role plant metabolite (CHEBI:76924)
trichagmalin C (CHEBI:68361) is a bridged compound (CHEBI:35990)
trichagmalin C (CHEBI:68361) is a enoate ester (CHEBI:51702)
trichagmalin C (CHEBI:68361) is a furans (CHEBI:24129)
trichagmalin C (CHEBI:68361) is a limonoid (CHEBI:39434)
trichagmalin C (CHEBI:68361) is a methyl ester (CHEBI:25248)
trichagmalin C (CHEBI:68361) is a organic heteropentacyclic compound (CHEBI:38164)
trichagmalin C (CHEBI:68361) is a δ-lactone (CHEBI:18946)
Incoming Relation(s)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent trichagmalin C (CHEBI:68361)
15-acetyltrichagmalin C (CHEBI:68362) has functional parent trichagmalin C (CHEBI:68361)
IUPAC Name 
(1R,4R,5S,6S,6aR,8R,9S,9aS,9bS,11aR,12S)-1-(furan-3-yl)-4,6,6a-trihydroxy-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:21299041Reaxys
Citations