CHEBI:68363 - 1,2-diacetyltrichagmalin C

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ChEBI Name 1,2-diacetyltrichagmalin C
ChEBI ID CHEBI:68363
Definition A limonoid that is the 1,2-diacetyl derivative of trichagmalin C. It has been isolated from Trichilia connaroides.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C40H50O14
Net Charge 0
Average Mass 754.81660
Monoisotopic Mass 754.32006
InChI InChI=1S/C40H50O14/c1-11-20(4)33(46)52-35-37(8)18-39(53-21(5)41)38(9,25(37)16-26(43)48-10)24-12-14-36(7)28(29(44)34(47)50-30(36)23-13-15-49-17-23)27(24)31(51-32(45)19(2)3)40(35,39)54-22(6)42/h11,13,15,17,19,24-25,29-31,35,44H,12,14,16,18H2,1-10H3/b20-11+/t24-,25-,29+,30-,31-,35-,36+,37-,38+,39+,40+/m0/s1
InChIKey KMCYMYLMRRFJCC-FWMZLBIESA-N
SMILES COC(=O)C[C@H]1[C@]2(C)C[C@@]3(OC(C)=O)[C@]1(C)[C@H]1CC[C@@]4(C)[C@@H](OC(=O)[C@H](O)C4=C1[C@H](OC(=O)C(C)C)[C@@]3(OC(C)=O)[C@H]2OC(=O)C(\C)=C\C)c1ccoc1
Metabolite of Species Details
Trichilia connaroides (IPNI:579388-1) Found in leaf (BTO:0000713). Methanolic extract of air-dried, powdered leaves See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent isobutyric acid (CHEBI:16135)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent tiglic acid (CHEBI:9592)
1,2-diacetyltrichagmalin C (CHEBI:68363) has functional parent trichagmalin C (CHEBI:68361)
1,2-diacetyltrichagmalin C (CHEBI:68363) has role plant metabolite (CHEBI:76924)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a δ-lactone (CHEBI:18946)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a acetate ester (CHEBI:47622)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a bridged compound (CHEBI:35990)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a furans (CHEBI:24129)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a limonoid (CHEBI:39434)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a methyl ester (CHEBI:25248)
1,2-diacetyltrichagmalin C (CHEBI:68363) is a organic heteropentacyclic compound (CHEBI:38164)
IUPAC Name
(1R,4R,5S,6S,6aR,8S,9S,9aS,9bS,11aR,12S)-6,6a-bis(acetyloxy)-1-(furan-3-yl)-4-hydroxy-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 Number Type Source
21299045 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21268637 PubMed citation Europe PMC
Last Modified
03 March 2015