Molecule ID: 134716623

IUPAC Name: (3E,5R,6S,9R,14S)-5-hydroxy-9-[(6S)-3-[(3E,5R,6S,9R,14S)-5-hydroxy-6,14-dimethyl-2,8,11-trioxo-1,7-dioxacyclotetradec-3-en-9-yl]-6-methyl-2,4-dioxooxan-3-yl]-6,14-dimethyl-1,7-dioxacyclotetradec-3-ene-2,8,11-trione

Description: The molecule is a macrodiolide consisting of two (3E,5R,6S,9R,14S)-5-hydroxy-6,14-dimethyl-2,8,11-trioxo-1,7-dioxacyclotetradec-3-en-9-yl attached to position 1 of (6S)-6-methyldihydro-2H-pyran-2,4(3H)-dione. Isolated from a culture of Acaulium sp. H-JQSF associated with the isopod Armadillidium vulgare. It has a role as an osteogenesis regulator and a bone density conservation agent. It is a macrodiolide, a triketone, a secondary alcohol and a cyclic ketone.

SMILES: C[C@@H]1OC(=O)[C@@H](C2([C@H]3CC(=O)CC[C@H](C)OC(=O)/C=C/[C@@H](O)[C@H](C)OC3=O)C(=O)C[C@H](C)OC2=O)CC(=O)CC[C@H](C)OC(=O)/C=C/[C@H]1O

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

InChI: InChI=1S/C34H44O15/c1-17-6-8-22(35)15-24(31(42)48-20(4)26(37)10-12-29(40)45-17)34(28(39)14-19(3)47-33(34)44)25-16-23(36)9-7-18(2)46-30(41)13-11-27(38)21(5)49-32(25)43/h10-13,17-21,24-27,37-38H,6-9,14-16H2,1-5H3/b12-10+,13-11+/t17-,18-,19-,20-,21-,24-,25-,26+,27+/m0/s1

Molecular Properties:
- Polar Surface Area: 223.0 Ų
- LogP: 0.3