Molecule ID: 24795562

IUPAC Name: [(3R,4aR,6R,6aS,10S,10aS,10bR)-3-ethenyl-3,4a,7,7,10a-pentamethyl-1-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,5,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-6-yl] acetate

Description: The molecule is a diterpene glycoside that is labd-14-en-11-one substituted by beta-acetoxy group at position 6, an epoxy group between positions 8 and 13 and a beta-D-glucopyranosyloxy group at position 1 (the 1alpha stereoisomer). Isolated from the whole plant of Coleus forskohlii, it shows relaxative effects on isolated guinea pig tracheal spirals in vitro. It has a role as a metabolite and a muscle relaxant. It is a beta-D-glucoside, an acetate ester, a cyclic ether, a cyclic ketone, a diterpene glycoside and a labdane diterpenoid.

SMILES: C=C[C@@]1(C)CC(=O)[C@@H]2[C@@]3(C)[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)CCC(C)(C)[C@@H]3[C@H](OC(C)=O)C[C@@]2(C)O1

SELFIES: [C][=C][C@@][Branch1][C][C][C][C][=Branch1][C][=O][C@@H1][C@@][Branch1][C][C][C@@H1][Branch2][Ring1][Branch1][O][C@@H1][O][C@H1][Branch1][Ring1][C][O][C@@H1][Branch1][C][O][C@H1][Branch1][C][O][C@H1][Ring1][#Branch2][O][C][C][C][Branch1][C][C][Branch1][C][C][C@@H1][Ring2][Ring1][Branch1][C@H1][Branch1][#Branch1][O][C][Branch1][C][C][=O][C][C@@][Ring2][Ring1][=N][Branch1][C][C][O][Ring2][Ring2][Ring2]

InChI: InChI=1S/C28H44O10/c1-8-26(5)11-15(31)22-27(6,38-26)12-16(35-14(2)30)23-25(3,4)10-9-18(28(22,23)7)37-24-21(34)20(33)19(32)17(13-29)36-24/h8,16-24,29,32-34H,1,9-13H2,2-7H3/t16-,17-,18+,19-,20+,21-,22+,23+,24+,26+,27-,28-/m1/s1

Molecular Properties:
- Polar Surface Area: 152.0 Ų
- LogP: 1.1