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CHEBI:68364 - trichagmalin D

Default Structure
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:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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