garcinoic acid   

GtoPdb Ligand ID: 10734

Synonyms: tocotrienoloic acid | trans-delta-tocotrienoloic acid
Comment: Garcinoic acid is a naturally occurring derivative of δ-tocotrienol, that is found in the seeds of Garcinia kola. It has been reported as a selective agonist of the pregnane X receptor [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 66.76
Molecular weight 426.28
XLogP 6.74
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES C/C(=C\CC[C@]1(C)CCc2c(O1)c(C)cc(c2)O)/CC/C=C(/CC/C=C(/C(=O)O)\C)\C
Isomeric SMILES C/C(=C\CC[C@]1(C)CCc2c(O1)c(C)cc(c2)O)/CC/C=C(/CC/C=C(/C(=O)O)\C)\C
InChI InChI=1S/C27H38O4/c1-19(11-7-13-21(3)26(29)30)9-6-10-20(2)12-8-15-27(5)16-14-23-18-24(28)17-22(4)25(23)31-27/h9,12-13,17-18,28H,6-8,10-11,14-16H2,1-5H3,(H,29,30)/b19-9+,20-12+,21-13+/t27-/m1/s1
InChI Key QOFWRHWADNWKSU-LRXIOGKNSA-N
Classification
Compound class Natural product or derivative
IUPAC Name
(2E,6E,10E)-13-[(2R)-6-hydroxy-2,8-dimethyl-3,4-dihydrochromen-2-yl]-2,6,10-trimethyltrideca-2,6,10-trienoic acid
Synonyms
tocotrienoloic acid | trans-delta-tocotrienoloic acid
Database Links
GtoPdb PubChem SID 405067327
PubChem CID 10455173
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