Molecule ID: 441803

IUPAC Name: (1S,2S,6S,7S,9R,13R,14S,15R,16S,17R)-11,14,16-trihydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-en-3-one

Description: The molecule is a quassinoid that is picras-2-ene substituted by hydroxy groups at positions 11, 13 and 16, methoxy groups at positions 2 and 12 and an oxo group at position 1 (the 11alpha,12beta stereoisomer). It has a role as an antifeedant. It is a quassinoid, a lactol and an organic heterotetracyclic compound. It derives from a hydride of a picrasane.

SMILES: COC1=C[C@@H](C)[C@@H]2C[C@H]3OC(O)C[C@H]4[C@](C)(O)[C@H](OC)[C@@H](O)[C@H]([C@@]2(C)C1=O)[C@@]34C

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

InChI: InChI=1S/C22H34O7/c1-10-7-12(27-5)18(25)20(2)11(10)8-14-21(3)13(9-15(23)29-14)22(4,26)19(28-6)16(24)17(20)21/h7,10-11,13-17,19,23-24,26H,8-9H2,1-6H3/t10-,11+,13-,14-,15?,16+,17-,19-,20+,21-,22+/m1/s1

Molecular Properties:
- Polar Surface Area: 105.0 Ų
- LogP: 1.2