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

• ChemBase ID: 5944
• Molecular Formular: C15H29NO4
• Molecular Mass: 287.39506
• Monoisotopic Mass: 287.20965841
• SMILES: [C@H]1(NCCCCCCCC)[C@H](O)[C@@H](O)[C@H](O)C(=C1)CO
• Canonical SMILES: CCCCCCCCN[C@@H]1C=C(CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C15H29NO4/c1-2-3-4-5-6-7-8-16-12-9-11(10-17)13(18)15(20)14(12)19/h9,12-20H,2-8,10H2,1H3/t12-,13-,14+,15+/m1/s1
• InChIKey: UPZUHYMBTUUPML-KBXIAJHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,6R)-4-(hydroxymethyl)-6-(octylamino)cyclohex-4-ene-1,2,3-triol
• IUPAC Traditional name: (1S,2S,3R,6R)-4-(hydroxymethyl)-6-(octylamino)cyclohex-4-ene-1,2,3-triol
• Synonyms: (1S,2S,3R,6R)-4-(hydroxymethyl)-6-(octylamino)cyclohex-4-ene-1,2,3-triol

Database IDs

• PubChem SID: 160969369; 99444792
• PubChem CID: 9817381

CALCULATED PROPERTIES

JChem

• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -2.385329
• LogD (pH = 7.4): -0.70227444
• Log P: 0.39633828
• Molar Refractivity: 78.935 cm^3
• Polarizability: 31.401974 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 12.830468

ALOGPS 2.1

• Log P: 0.95
• LOG S: -1.4
• Solubility (Water): 1.13e+01 g/l

DETAILS

DrugBank - DB08321

Drug information: experimental