Molecule ID: 21775040

IUPAC Name: (7Z)-5-hydroxy-7-prop-2-enylidene-2,7a-dihydrocyclopenta[b]pyran-6-one

Description: The molecule is an organic heterobicyclic compound that is 7,7a-dihydrocyclopenta[b]pyran-6(2H)-one substituted by a hydroxy group at position 5 and a prop-2-en-1-ylidene group at position 7 (the Z isomer). Isolated from the sponge Ulosa and ascidian Diplosoma virens, it exhibits antimicrobial activity and toxicity against HCT116 cells (human colorectal cancer cells) by triggering apoptotic cell death. It has a role as a metabolite, an antimicrobial agent and an antineoplastic agent. It is a cyclic ether, an enol, an enone and an organic heterobicyclic compound.

SMILES: C=C/C=C1\C(=O)C(O)=C2C=CCOC21

SELFIES: [C][=C][/C][=C][\C][=Branch1][C][=O][C][Branch1][C][O][=C][C][=C][C][O][C][Ring1][=Branch1][Ring1][O]

InChI: InChI=1S/C11H10O3/c1-2-4-7-9(12)10(13)8-5-3-6-14-11(7)8/h2-5,11,13H,1,6H2/b7-4+

Molecular Properties:
- Polar Surface Area: 46.5 Ų
- LogP: 1.0