tagitinin A   Click here for help

GtoPdb Ligand ID: 8701

Comment: Tagitinin A is a plant-derived sesquiterpene lactone isolated from Tithonia rotundifolia, which acts a dual activator of PPARα and PPARγ [1]. This is one of the active components found in Chinese traditional medicines used to treat diabetes and hepatitis. Activation of PPARγ is responsible for the compound's anti-diabetic effect. Concomitant activation of PPARα may improve dyslipidemia.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 102.29
Molecular weight 368.18
XLogP 1.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C(C(C)C)OC1CC2(C)OC(CC2O)(C(CC2C1C(=C)C(=O)O2)C)O
Isomeric SMILES O=C(C(C)C)O[C@@H]1C[C@@]2(C)O[C@](C[C@@H]2O)([C@H](C[C@@H]2[C@@H]1C(=C)C(=O)O2)C)O
InChI InChI=1S/C19H28O7/c1-9(2)16(21)25-13-7-18(5)14(20)8-19(23,26-18)10(3)6-12-15(13)11(4)17(22)24-12/h9-10,12-15,20,23H,4,6-8H2,1-3,5H3/t10-,12+,13+,14-,15-,18+,19+/m0/s1
InChI Key HREHFPZHVCNOMQ-XNNFIIJVSA-N
Classification Click here for help
Compound class Natural product or derivative
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CAS Registry No. 59979-61-2
ChEMBL Ligand CHEMBL518700
GtoPdb PubChem SID 252166901
PubChem CID 181254
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