Molecule ID: 122391253

IUPAC Name: 3-hydroxy-5-[[(1R,2R,6R)-2-hydroxy-6-[(2E,6E)-11-hydroxy-3,7,11-trimethyldodeca-2,6-dienyl]-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]methoxy]-3-methyl-5-oxopentanoic acid

Description: The molecule is a class I yanuthone that is yanuthone E in which the sesquiterpenoid double bond furthest from the epoxycyclohexenone ring has undergone formal addition of water to give the corresponding tertiary alcohol. It has a role as an Aspergillus metabolite. It is a class I yanuthone, a tertiary alcohol, a dicarboxylic acid monoester, a secondary alcohol and a triol. It derives from a yanuthone E and a 3-hydroxy-3-methylglutaric acid.

SMILES: C/C(=C\C[C@@]12O[C@@H]1[C@H](O)C(COC(=O)CC(C)(O)CC(=O)O)=CC2=O)CC/C=C(\C)CCCC(C)(C)O

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

InChI: InChI=1S/C28H42O9/c1-18(10-7-12-26(3,4)34)8-6-9-19(2)11-13-28-21(29)14-20(24(33)25(28)37-28)17-36-23(32)16-27(5,35)15-22(30)31/h8,11,14,24-25,33-35H,6-7,9-10,12-13,15-17H2,1-5H3,(H,30,31)/b18-8+,19-11+/t24-,25-,27?,28+/m1/s1

Molecular Properties:
- Polar Surface Area: 154.0 Ų
- LogP: 1.7