Molecule ID: 139291705

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

Description: The molecule is a carbotricyclic compound that is betaenone A in which the butan-2-yl side-chain has been hydroxylated at position 1. A phytotoxin isolated from the endophytic fungus Stemphylium botryosum, it shows high affinity for ferric (but not ferrous) ions. It has a role as a phytotoxin, an iron chelator and a fungal metabolite. It is a carbotricyclic compound, a 3-oxo aldehyde, a primary alcohol, a tertiary alcohol and a bridged compound. It derives from a betaenone A.

SMILES: CC[C@@H](CO)[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][Ring1][C][O][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/C21H34O6/c1-6-12(9-22)16-19(4)15-11(2)7-18(3,25)8-13(15)21(27,20(16,5)26)14(10-23)17(19)24/h10-13,15-16,22-23,25-27H,6-9H2,1-5H3/b14-10+/t11-,12+,13+,15+,16-,18-,19-,20+,21+/m1/s1

Molecular Properties:
- Polar Surface Area: 118.0 Ų
- LogP: 1.0