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CHEBI:68364 - trichagmalin D

ChEBI IDCHEBI:68364
ChEBI Nametrichagmalin D
Stars
DefinitionA limonoid with a phragmalin skeleton isolated from the leaves of Trichilia connaroides.
Last Modified14 April 2015
DownloadsMolfile
FormulaC36H44O13
Net Charge0
Average Mass684.735
Monoisotopic Mass684.27819
SMILES[H][C@]12CC[C@]3(C)C(=C1[C@H](OC(C)=O)[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/C36H44O13/c1-9-17(2)29(40)49-31-33(6)16-35(42)34(7,22(33)14-23(39)44-8)21-10-12-32(5)25(24(21)28(36(31,35)43)47-19(4)38)26(46-18(3)37)30(41)48-27(32)20-11-13-45-15-20/h9,11,13,15,21-22,26-28,31,42-43H,10,12,14,16H2,1-8H3/b17-9+/t21-,22-,26+,27-,28-,31-,32+,33+,34+,35+,36+/m0/s1
InChIKeyMYVFKKIXMOXVPS-KLCWGGGHSA-N
Species of MetaboliteComponentSourceComments
Trichilia connaroides (IPNI:579388-1) leaf (BTO:0000713) PubMed (21268637) Methanolic extract of air-dried, powdered leaves
Roles Classification
Biological Roles:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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 D (CHEBI:68364) has functional parent tiglic acid (CHEBI:9592)
trichagmalin D (CHEBI:68364) has role metabolite (CHEBI:25212)
trichagmalin D (CHEBI:68364) has role plant metabolite (CHEBI:76924)
trichagmalin D (CHEBI:68364) is a acetate ester (CHEBI:47622)
trichagmalin D (CHEBI:68364) is a bridged compound (CHEBI:35990)
trichagmalin D (CHEBI:68364) is a enoate ester (CHEBI:51702)
trichagmalin D (CHEBI:68364) is a furans (CHEBI:24129)
trichagmalin D (CHEBI:68364) is a limonoid (CHEBI:39434)
trichagmalin D (CHEBI:68364) is a methyl ester (CHEBI:25248)
trichagmalin D (CHEBI:68364) is a organic heteropentacyclic compound (CHEBI:38164)
trichagmalin D (CHEBI:68364) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1R,4R,5S,6S,6aR,8R,9S,9aS,9bS,11aR,12S)-4,5-bis(acetyloxy)-1-(furan-3-yl)-6,6a-dihydroxy-9-(2-methoxy-2-oxoethyl)-8,9a,11a-trimethyl-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:21299040Reaxys
Citations