(1S,2R,3R,4S)-5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol

• ChemBase ID: 2795
• Molecular Formular: C7H12O5
• Molecular Mass: 176.16718
• Monoisotopic Mass: 176.06847348
• SMILES: OCC1=C[C@H](O)[C@@H](O)[C@H](O)[C@H]1O
• Canonical SMILES: OCC1=C[C@H](O)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C7H12O5/c8-2-3-1-4(9)6(11)7(12)5(3)10/h1,4-12H,2H2/t4-,5-,6+,7+/m0/s1
• InChIKey: PJPGMULJEYSZBS-VWDOSNQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4S)-5-(hydroxymethyl)cyclohex-5-ene-1,2,3,4-tetrol
• IUPAC Traditional name: @5-hydroxymethyl-chonduritol
• Synonyms: 5-Hydroxymethyl-Chonduritol

Database IDs

• PubChem SID: 46505091; 160966243
• PubChem CID: 46936574

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.652884
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -3.031534
• LogD (pH = 7.4): -3.0315363
• Log P: -3.031534
• Molar Refractivity: 40.2253 cm^3
• Polarizability: 15.922993 Å^3
• Polar Surface Area: 101.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.32
• LOG S: 0.37
• Solubility (Water): 4.12e+02 g/l

DETAILS

DrugBank - DB03092

Drug information: experimental