Molecule ID: 92136119

IUPAC Name: (1R,3S,6S,7S,8R,11S,12R,15R,16R,18R)-6,11,18-trihydroxy-7,16-dimethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-4,9-dioxopentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylic acid

Description: The molecule is a steroid acid that is 9beta,19-cyclo-5alpha-ergost-24(28)-ene-4alpha-carboxylic acid which is substituted by hydroxy groups at the 3beta, 8alpha, and 11alpha positions, by a methyl group at the 4beta position, and by oxo groups at positions 1 and 6. It is a cholesterol and ergosterol synthesis inhibitor isolated from the fungus Sporormiella minima that specifically targets the enzyme, sterol-4-alpha-carboxylate-3-dehydrogenase, encoded by ERG26 in budding yeast, and NSDHL in humans. It has a role as an EC 1.1.1.170 [3beta-hydroxysteroid-4alpha-carboxylate 3-dehydrogenase (decarboxylating)] inhibitor, a fungal metabolite, an antifungal agent and an ergosterol biosynthesis inhibitor. It is a 3beta-hydroxy steroid, a 6-oxo steroid, an 11alpha-hydroxy steroid, a member of cyclopropanes, a steroid acid and an 8-hydroxy steroid.

SMILES: C=C(CC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)C[C@@H](O)[C@@]13C[C@@]14C(=O)C[C@H](O)[C@@](C)(C(=O)O)[C@@H]4C(=O)C[C@]23O)C(C)C

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

InChI: InChI=1S/C30H44O7/c1-15(2)16(3)7-8-17(4)18-9-10-20-26(18,5)13-23(34)29-14-28(29)22(33)11-21(32)27(6,25(35)36)24(28)19(31)12-30(20,29)37/h15,17-18,20-21,23-24,32,34,37H,3,7-14H2,1-2,4-6H3,(H,35,36)/t17-,18-,20-,21+,23-,24+,26-,27-,28+,29+,30+/m1/s1

Molecular Properties:
- Polar Surface Area: 132.0 Ų
- LogP: 3.5