(1R,2R,5S)-2,5-dihydroxycyclopent-3-en-1-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate

• ChemBase ID: 5885
• Molecular Formular: C18H18O6
• Molecular Mass: 330.33192
• Monoisotopic Mass: 330.1103383
• SMILES: c1c2c(ccc(c2C(=O)O[C@H]2[C@@H](C=C[C@@H]2O)O)O)c(cc1OC)C
• Canonical SMILES: COc1cc(C)c2c(c1)c(C(=O)O[C@@H]1[C@@H](O)C=C[C@H]1O)c(cc2)O
• InChI: InChI=1S/C18H18O6/c1-9-7-10(23-2)8-12-11(9)3-4-13(19)16(12)18(22)24-17-14(20)5-6-15(17)21/h3-8,14-15,17,19-21H,1-2H3/t14-,15+,17+
• InChIKey: XILHLKXLRFUQFI-QLPKVWCKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5S)-2,5-dihydroxycyclopent-3-en-1-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate
• IUPAC Traditional name: (1R,2R,5S)-2,5-dihydroxycyclopent-3-en-1-yl 2-hydroxy-7-methoxy-5-methylnaphthalene-1-carboxylate
• Synonyms: 2-HYDROXY-7-METHOXY-5-METHYL-NAPHTHALENE-1-CARBOXYLIC ACID MESO-2,5-DIHYDROXY-CYCLOPENT-3-ENYL ESTER

Database IDs

• PubChem SID: 160969312; 99444732
• PubChem CID: 446415

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.503171
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.8231294
• LogD (pH = 7.4): 2.8197885
• Log P: 2.8231723
• Molar Refractivity: 87.9636 cm^3
• Polarizability: 34.782658 Å^3
• Polar Surface Area: 96.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.0
• LOG S: -2.99
• Solubility (Water): 3.37e-01 g/l

DETAILS

DrugBank - DB08261

Drug information: experimental