Molecule ID: 25053703

IUPAC Name: 4-hydroxy-5-(3-methylbutylamino)-3-[(E)-3-methyl-5-[(1R,2S)-1,2,3-trimethylcyclohex-3-en-1-yl]pent-2-enyl]cyclohexa-3,5-diene-1,2-dione

Description: The molecule is a sesquiterpenoid that is 5-amino-2-hydroxy-3-methyl-1,4-benzoquinone in which one of the hydrogens of the methyl group is replaced by a 2-methyl-4-[(1R,2S)-1,2,3-trimethylcyclohex-3-en-1-yl]but-1-en-1-yl group and one of the hydrogens attached to the nitrogen is replaced by a 3-methylbutyl group. It is isolated from an Okinawan sponge Spongia sp.SS-1037 and exhibits moderate cytotoxicity against L1210 murine leukemia and KB human epidermoid carcinoma cells. It has a role as a metabolite and an antineoplastic agent. It is a member of monohydroxy-1,4-benzoquinones, a sesquiterpenoid and a secondary amino compound.

SMILES: CC1=CCC[C@](C)(CC/C(C)=C/CC2=C(O)C(NCCC(C)C)=CC(=O)C2=O)[C@@H]1C

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

InChI: InChI=1S/C26H39NO3/c1-17(2)12-15-27-22-16-23(28)25(30)21(24(22)29)10-9-18(3)11-14-26(6)13-7-8-19(4)20(26)5/h8-9,16-17,20,27,29H,7,10-15H2,1-6H3/b18-9+/t20-,26-/m1/s1

Molecular Properties:
- Polar Surface Area: 66.4 Ų
- LogP: 6.1