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CHEBI:68359 - trichagmalin A

Default Structure
ChEBI IDCHEBI:68359
ChEBI Nametrichagmalin A
Stars
DefinitionA limonoid with a phragmalin skeleton isolated from the leaves of Trichilia connaroides.
Last Modified14 April 2015
DownloadsMolfile
FormulaC36H42O12
Net Charge0
Average Mass666.720
Monoisotopic Mass666.26763
SMILESC/C=C(\C)C(=O)O[C@H]1[C@]2(C)C[C@]3(OC(C)=O)[C@@]1(OC(C)=O)CC1=C(CC[C@]4(C)C1=C(O)C(=O)O[C@H]4c1ccoc1)[C@]3(C)[C@H]2CC(=O)OC
InChIInChI=1S/C36H42O12/c1-9-18(2)29(41)46-31-33(6)17-36(48-20(4)38)34(7,24(33)14-25(39)43-8)23-10-12-32(5)26(22(23)15-35(31,36)47-19(3)37)27(40)30(42)45-28(32)21-11-13-44-16-21/h9,11,13,16,24,28,31,40H,10,12,14-15,17H2,1-8H3/b18-9+/t24-,28-,31-,32+,33+,34+,35+,36+/m0/s1
InChIKeyHYBVUMXOGTUDNH-GDNCPDQSSA-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 A (CHEBI:68359) has functional parent tiglic acid (CHEBI:9592)
trichagmalin A (CHEBI:68359) has role plant metabolite (CHEBI:76924)
trichagmalin A (CHEBI:68359) is a acetate ester (CHEBI:47622)
trichagmalin A (CHEBI:68359) is a bridged compound (CHEBI:35990)
trichagmalin A (CHEBI:68359) is a enoate ester (CHEBI:51702)
trichagmalin A (CHEBI:68359) is a furans (CHEBI:24129)
trichagmalin A (CHEBI:68359) is a limonoid (CHEBI:39434)
trichagmalin A (CHEBI:68359) is a methyl ester (CHEBI:25248)
trichagmalin A (CHEBI:68359) is a organic heteropentacyclic compound (CHEBI:38164)
trichagmalin A (CHEBI:68359) is a δ-lactone (CHEBI:18946)
IUPAC Name 
rel-(1R,6R,6aR,8R,9S,9aS,11aR,12S)-6,6a-bis(acetyloxy)-1-(furan-3-yl)-4-hydroxy-9-(2-methoxy-2-oxoethyl)-8,9a,11a-trimethyl-3-oxo-1,3,5,6,6a,7,8,9,9a,10,11,11a-dodecahydro-6,8-methanoindeno[5,4-f]isochromen-12-yl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:21299039Reaxys
Citations