Molecule ID: 58473850

IUPAC Name: (4S,5R)-3,4-dihydroxy-2-(3-methylbutanoyl)-5-(3-methylbut-2-enyl)-4-(4-methylpent-3-enoyl)cyclopent-2-en-1-one

Description: The molecule is a cyclic ketone that is the naturally occurring (4S,5R) enantiomer of the cis-isomer of isohumolone, produced during the brewing process due to thermal isomerism, which converts humulones to isohumulones via an acyloin-type ring contraction. It has a role as a plant metabolite. It is an enol, an enone, a tertiary alcohol, a cyclic ketone and a tertiary alpha-hydroxy ketone.

SMILES: CC(C)=CCC(=O)[C@@]1(O)C(O)=C(C(=O)CC(C)C)C(=O)[C@@H]1CC=C(C)C

SELFIES: [C][C][Branch1][C][C][=C][C][C][=Branch1][C][=O][C@@][Branch1][C][O][C][Branch1][C][O][=C][Branch1][O][C][=Branch1][C][=O][C][C][Branch1][C][C][C][C][=Branch1][C][=O][C@@H1][Ring1][=C][C][C][=C][Branch1][C][C][C]

InChI: InChI=1S/C21H30O5/c1-12(2)7-9-15-19(24)18(16(22)11-14(5)6)20(25)21(15,26)17(23)10-8-13(3)4/h7-8,14-15,25-26H,9-11H2,1-6H3/t15-,21+/m0/s1

Molecular Properties:
- Polar Surface Area: 91.7 Ų
- LogP: 3.8