Molecule ID: 102093872

IUPAC Name: (1S,2S,4R,6R,7S,8R,10Z,11S,12R)-12-[(2R)-butan-2-yl]-1,4,11-trihydroxy-10-(hydroxymethylidene)-4,6,8,11-tetramethyltricyclo[6.2.2.02,7]dodecan-9-one

Description: The molecule is a carbotricyclic compound that is tricyclo[6.2.2.0(2,7)]dodecan-9-one which is substituted by hydroxy groups at positions 1, 4, and 11; by methyl groups at positions 4, 6, 8, and 11; by a hydroxymethylene group at position 10; and by a (2R)-butan-2-yl group at position 12 (the 1S,2S,4R,6R,7S,8R,10Z,11S,12R stereoisomer). A phytotoxin produced by Pleospora betae, the causal fungus of leaf spot disease on sugar beet. It has a role as a fungal metabolite and a phytotoxin. It is a 3-oxo aldehyde, a bridged compound, a carbotricyclic compound and a tertiary alcohol.

SMILES: CC[C@@H](C)[C@@H]1[C@]2(C)C(=O)/C(=C\O)[C@@](O)([C@H]3C[C@](C)(O)C[C@@H](C)[C@@H]32)[C@@]1(C)O

SELFIES: [C][C][C@@H1][Branch1][C][C][C@@H1][C@][Branch1][C][C][C][=Branch1][C][=O][/C][=Branch1][Ring1][=C][\O][C@@][Branch1][C][O][Branch2][Ring1][Branch1][C@H1][C][C@][Branch1][C][C][Branch1][C][O][C][C@@H1][Branch1][C][C][C@@H1][Ring1][=Branch2][Ring2][Ring1][C][C@@][Ring2][Ring1][Ring2][Branch1][C][C][O]

InChI: InChI=1S/C21H34O5/c1-7-11(2)16-19(5)15-12(3)8-18(4,24)9-13(15)21(26,20(16,6)25)14(10-22)17(19)23/h10-13,15-16,22,24-26H,7-9H2,1-6H3/b14-10+/t11-,12-,13+,15+,16-,18-,19-,20+,21+/m1/s1

Molecular Properties:
- Polar Surface Area: 98.0 Ų
- LogP: 2.4