(1R,2R,3S,6R)-6-{[(2R,3S,4S,5R,6S)-4,5-dihydroxy-6-methoxy-2-methyloxan-3-yl]amino}-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol

• ChemBase ID: 125585
• Molecular Formular: C14H25NO8
• Molecular Mass: 335.3502
• Monoisotopic Mass: 335.15801677
• SMILES: O[C@@H]1[C@@H](O)[C@H](N[C@@H]2C=C(CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O[C@@H]1OC)C
• Canonical SMILES: CO[C@H]1O[C@H](C)[C@H]([C@@H]([C@H]1O)O)N[C@@H]1C=C(CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C14H25NO8/c1-5-8(11(19)13(21)14(22-2)23-5)15-7-3-6(4-16)9(17)12(20)10(7)18/h3,5,7-21H,4H2,1-2H3/t5-,7-,8-,9+,10-,11+,12-,13-,14+/m1/s1
• InChIKey: KFHKERRGDZTZQJ-HHHVGSORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,6R)-6-{[(2R,3S,4S,5R,6S)-4,5-dihydroxy-6-methoxy-2-methyloxan-3-yl]amino}-4-(hydroxymethyl)cyclohex-4-ene-1,2,3-triol
• IUPAC Traditional name: acarviosin
• Synonyms: Acarviosin

Database IDs

• CAS Number: 80943-41-5
• PubChem SID: 162219935
• PubChem CID: 3083346
• Chemspider ID: 2340579
• Wikipedia Title: Acarviosin

CALCULATED PROPERTIES

• Acid pKa: 12.2364
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -4.9655914
• LogD (pH = 7.4): -3.584448
• Log P: -3.4297612
• Molar Refractivity: 77.527 cm^3
• Polarizability: 31.666378 Å^3
• Polar Surface Area: 151.87 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Density: 1.488 g/mL