Molecule ID: 124219

IUPAC Name: methyl 6-hydroxy-2,2-dimethylbenzo[h]chromene-5-carboxylate

Description: The molecule is a benzochromene that is 2H-benzo[h]chromene which is substituted by two methyl groups at position 2, a methoxycarbonyl group at position 5, and a hydroxy group at position 6. Found in the Chinese medical plant Rubia cordifola, It has an anti-cancer effect by inhibition of TNF-alpha-induced NF-kappaB activation. It is also a dual inhibitor of acyl-CoA:cholesterol acyltransferase 1 and 2 (ACAT1 and ACAT2), but is more selective for the ACAT2 isozyme. It has a role as a plant metabolite, an acyl-CoA:cholesterol acyltransferase 2 inhibitor, a NF-kappaB inhibitor, an antineoplastic agent, an apoptosis inducer, a neuroprotective agent and an anti-inflammatory agent. It is a benzochromene, a methyl ester and a member of phenols.

SMILES: COC(=O)c1c2c(c3ccccc3c1O)OC(C)(C)C=C2

SELFIES: [C][O][C][=Branch1][C][=O][C][=C][C][=Branch1][=N][=C][C][=C][C][=C][C][Ring1][=Branch1][=C][Ring1][#Branch2][O][O][C][Branch1][C][C][Branch1][C][C][C][=C][Ring1][S]

InChI: InChI=1S/C17H16O4/c1-17(2)9-8-12-13(16(19)20-3)14(18)10-6-4-5-7-11(10)15(12)21-17/h4-9,18H,1-3H3

Molecular Properties:
- Polar Surface Area: 55.8 Ų
- LogP: 4.1