(1R,2S,3R,6S)-6-amino-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol

• ChemBase ID: 1880
• Molecular Formular: C7H13NO4
• Molecular Mass: 175.18242
• Monoisotopic Mass: 175.0844579
• SMILES: N[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@@H]1O
• Canonical SMILES: OCC1=C[C@H](N)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C7H13NO4/c8-4-1-3(2-9)5(10)7(12)6(4)11/h1,4-7,9-12H,2,8H2/t4-,5+,6+,7-/m0/s1
• InChIKey: XPHOBMULWMGEBA-WNJXEPBRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3R,6S)-6-amino-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol
• IUPAC Traditional name: (1R,2S,3R,6S)-6-amino-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol
• Synonyms: 6-Amino-4-Hydroxymethyl-Cyclohex-4-Ene-1,2,3-Triol

Database IDs

• CAS Number: 38231-86-6
• PubChem SID: 160965335; 46504853
• PubChem CID: 10749764

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.832338
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -5.7419662
• LogD (pH = 7.4): -4.090651
• Log P: -3.1384158
• Molar Refractivity: 41.8828 cm^3
• Polarizability: 16.75509 Å^3
• Polar Surface Area: 106.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.34
• LOG S: 0.29
• Solubility (Water): 3.42e+02 g/l

DETAILS

DrugBank - DB02120

Drug information: experimental