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CHEBI:68369 - 1,30-diacetyltrichagmalin F

ChEBI IDCHEBI:68369
ChEBI Name1,30-diacetyltrichagmalin F
Stars
DefinitionA limonoid that is the 1,30-diacetyl derivative of trichagmalin F. It has been isolated from Trichilia connaroides.
Last Modified3 March 2015
DownloadsMolfile
FormulaC40H50O15
Net Charge0
Average Mass770.825
Monoisotopic Mass770.31497
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(OC(C)=O)[C@@]2(C)[C@H]4CC(=O)OC)[C@@H](OC(=O)C(C)(C)O)C(=O)O[C@H]3c1ccoc1
InChIInChI=1S/C40H50O15/c1-11-19(2)31(44)54-33-37(8)18-39(55-21(4)42)38(9,24(37)16-25(43)49-10)23-12-14-36(7)27(26(23)30(40(33,39)48)51-20(3)41)28(52-34(46)35(5,6)47)32(45)53-29(36)22-13-15-50-17-22/h11,13,15,17,23-24,28-30,33,47-48H,12,14,16,18H2,1-10H3/b19-11+/t23-,24-,28+,29-,30-,33-,36+,37-,38+,39+,40+/m0/s1
InChIKeyVMLJBDMMPGMLSB-JEJLXXDBSA-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)
1,30-diacetyltrichagmalin F (CHEBI:68369) has functional parent 2-hydroxyisobutyric acid (CHEBI:50129)
1,30-diacetyltrichagmalin F (CHEBI:68369) has functional parent tiglic acid (CHEBI:9592)
1,30-diacetyltrichagmalin F (CHEBI:68369) has functional parent trichagmalin F (CHEBI:68367)
1,30-diacetyltrichagmalin F (CHEBI:68369) has role plant metabolite (CHEBI:76924)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a acetate ester (CHEBI:47622)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a bridged compound (CHEBI:35990)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a furans (CHEBI:24129)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a limonoid (CHEBI:39434)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a methyl ester (CHEBI:25248)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a organic heteropentacyclic compound (CHEBI:38164)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a secondary alcohol (CHEBI:35681)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a tertiary alcohol (CHEBI:26878)
1,30-diacetyltrichagmalin F (CHEBI:68369) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(1R,4R,5S,6S,6aR,8S,9S,9aS,9bS,11aR,12S)-5,6a-bis(acetyloxy)-1-(furan-3-yl)-6-hydroxy-4-[(2-hydroxy-2-methylpropanoyl)oxy]-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:21299048Reaxys
Citations