{[(2S,3S)-4-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1,3-dihydroxybutan-2-yl]oxy}-$l^{4}-sulfanetris(olate)

• ChemBase ID: 2225
• Molecular Formular: C9H18NO9S---
• Molecular Mass: 316.30552
• Monoisotopic Mass: 316.07022716
• SMILES: OC[C@H](OS([O-])([O-])[O-])[C@@H](O)CN1C[C@@H](O)[C@H](O)[C@H]1CO
• Canonical SMILES: OC[C@@H]([C@H](CN1C[C@H]([C@@H]([C@H]1CO)O)O)O)OS([O-])([O-])[O-]
• InChI: InChI=1S/C9H21NO9S/c11-3-5-9(15)7(14)2-10(5)1-6(13)8(4-12)19-20(16,17)18/h5-9,11-18H,1-4H2/p-3/t5-,6+,7-,8+,9-/m1/s1
• InChIKey: YWOSRVQDYDWMAB-QKCLAQEOSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2S,3S)-4-[(2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1,3-dihydroxybutan-2-yl]oxy}-$l^{4}-sulfanetris(olate)
• IUPAC Traditional name: @ghavamiol
• Synonyms: Ghavamiol

Database IDs

• PubChem SID: 160965678; 46507384
• PubChem CID: 46936405

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.141821
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -5.4275
• LogD (pH = 7.4): -4.0778227
• Log P: -3.938117
• Molar Refractivity: 62.994 cm^3
• Polarizability: 27.110214 Å^3
• Polar Surface Area: 182.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.93
• LOG S: -0.61
• Solubility (Water): 8.94e+01 g/l

DETAILS

DrugBank - DB02492

Drug information: experimental