Molecule ID: 102387950

IUPAC Name: (2R,4R,5S,6R)-6-heptyl-4,5-dihydroxy-2,5-dimethyl-4,6-dihydrofuro[2,3-b]pyran-3-one

Description: The molecule is a furopyran that is 5,6-dihydro-4H-furo[2,3-b]pyran-3(2H)-one which is substituted by hydroxy groups at positions 4 and 5, methyl groups at positions 2 and 5, and a heptyl group at position 6 (the 2R,4R,5S,6R stereoisomer). Isolated from the mangrove fungus Aigialus parvus BCC 5311 and from Phaeoacremonium sp., an endophytic fungus from Senna spectabilis. It has a role as a fungal metabolite and an antifungal agent. It is a furopyran, a tertiary alcohol, a secondary alcohol, a cyclic ketone and a ketene acetal.

SMILES: CCCCCCC[C@H]1OC2=C(C(=O)[C@@H](C)O2)[C@@H](O)[C@]1(C)O

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

InChI: InChI=1S/C16H26O5/c1-4-5-6-7-8-9-11-16(3,19)14(18)12-13(17)10(2)20-15(12)21-11/h10-11,14,18-19H,4-9H2,1-3H3/t10-,11-,14-,16-/m1/s1

Molecular Properties:
- Polar Surface Area: 76.0 Ų
- LogP: 2.6