Molecule ID: 10468127

IUPAC Name: (1R,5R,7R,8R)-7-hydroxy-1,5-dimethyl-8-propan-2-yl-9,10-dioxatricyclo[6.2.2.02,6]dodec-2(6)-en-3-one

Description: The molecule is a sesquiterpenoid that is 1,4,5,6,7,8-hexahydro-4,7-epidioxyazulen-3(2H)-one substituted by a hydroxy group at position 8, methyl groups at positions 1 and 4 and an isopropyl group at position 7 (the (1R,4R,7R,8R stereoisomer). Isolated from Nardostachys chinensis, it exhibits antimalarial activity. It has a role as a metabolite and an antimalarial. It is an organic peroxide, a member of azulenes, an enone, a secondary alcohol and a sesquiterpenoid.

SMILES: CC(C)[C@@]12CC[C@@](C)(OO1)C1=C([C@H](C)CC1=O)[C@H]2O

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

InChI: InChI=1S/C15H22O4/c1-8(2)15-6-5-14(4,18-19-15)12-10(16)7-9(3)11(12)13(15)17/h8-9,13,17H,5-7H2,1-4H3/t9-,13-,14-,15-/m1/s1

Molecular Properties:
- Polar Surface Area: 55.8 Ų
- LogP: 1.0