(1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexane-1-carboxylic acid

• ChemBase ID: 4216
• Molecular Formular: C16H22O6
• Molecular Mass: 310.34228
• Monoisotopic Mass: 310.14163842
• SMILES: O=C(O)[C@]1(O)C[C@@H]([C@@H](O)[C@H](O)C1)CCCOc1ccccc1
• Canonical SMILES: O[C@@H]1C[C@@](O)(C[C@@H]([C@H]1O)CCCOc1ccccc1)C(=O)O
• InChI: InChI=1S/C16H22O6/c17-13-10-16(21,15(19)20)9-11(14(13)18)5-4-8-22-12-6-2-1-3-7-12/h1-3,6-7,11,13-14,17-18,21H,4-5,8-10H2,(H,19,20)/t11-,13+,14+,16-/m0/s1
• InChIKey: SCUFESRLGCQXRX-DCDXPUDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1S,3R,4R,5S)-1,3,4-trihydroxy-5-(3-phenoxypropyl)cyclohexane-1-carboxylic acid
• Synonyms: 1,3,4-TRIHYDROXY-5-(3-PHENOXYPROPYL)-CYCLOHEXANE-1-CARBOXYLIC A CID

Database IDs

• PubChem SID: 46504969; 160967648
• PubChem CID: 6102758

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.508883
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.379142
• LogD (pH = 7.4): -2.768723
• Log P: 0.6039909
• Molar Refractivity: 78.2495 cm^3
• Polarizability: 31.136227 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.35
• LOG S: -1.88
• Solubility (Water): 4.11e+00 g/l

DETAILS

DrugBank - DB04656

Drug information: experimental