(2S)-2-amino-2-(4-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}phenyl)acetic acid

• ChemBase ID: 2400
• Molecular Formular: C20H29NO13
• Molecular Mass: 491.44316
• Monoisotopic Mass: 491.16388999
• SMILES: N[C@H](C(=O)O)c1ccc(O[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@H]2O[C@H]2O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)cc1
• Canonical SMILES: OC[C@@H]1O[C@H](Oc2ccc(cc2)[C@@H](C(=O)O)N)[C@@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H29NO13/c21-11(18(29)30)7-1-3-8(4-2-7)31-20-17(15(27)13(25)10(6-23)33-20)34-19-16(28)14(26)12(24)9(5-22)32-19/h1-4,9-17,19-20,22-28H,5-6,21H2,(H,29,30)/t9-,10-,11-,12-,13-,14+,15+,16-,17+,19+,20-/m0/s1
• InChIKey: PHPOPZGUOBMSPZ-WCPLMUQYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-2-(4-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}phenyl)acetic acid
• IUPAC Traditional name: (S)-amino(4-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}phenyl)acetic acid
• Synonyms: (4-Hydroxymaltosephenyl)Glycine

Database IDs

• PubChem SID: 160965851; 46508540
• PubChem CID: 46936451

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.3798765
• H Acceptors: 14
• H Donor: 9
• LogD (pH = 5.5): -5.8160424
• LogD (pH = 7.4): -5.830861
• Log P: -5.8159695
• Molar Refractivity: 106.8999 cm^3
• Polarizability: 44.233772 Å^3
• Polar Surface Area: 241.85 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.49
• LOG S: -1.19
• Solubility (Water): 3.17e+01 g/l

DETAILS

DrugBank - DB02675

Drug information: experimental