(3S,4R,5R)-3,4,5,6-tetrahydroxy-1-{[2-(5-hydroxy-1H-indol-3-yl)ethyl]amino}hexan-2-one

• ChemBase ID: 126920
• Molecular Formular: C16H22N2O6
• Molecular Mass: 338.35568
• Monoisotopic Mass: 338.14778643
• SMILES: c1cc2c(cc1O)c(c[nH]2)CCNCC(=O)[C@H]([C@@H]([C@@H](CO)O)O)O
• Canonical SMILES: OC[C@H]([C@H]([C@@H](C(=O)CNCCc1c[nH]c2c1cc(O)cc2)O)O)O
• InChI: InChI=1S/C16H22N2O6/c19-8-14(22)16(24)15(23)13(21)7-17-4-3-9-6-18-12-2-1-10(20)5-11(9)12/h1-2,5-6,14-20,22-24H,3-4,7-8H2/t14-,15-,16-/m1/s1
• InChIKey: CKNYSJONUIBYCK-BZUAXINKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R,5R)-3,4,5,6-tetrahydroxy-1-{[2-(5-hydroxy-1H-indol-3-yl)ethyl]amino}hexan-2-one
• IUPAC Traditional name: desoxyfructo-serotonin
• Synonyms: Deoxyfructo-serotonin; Desoxyfructosylserotonin; 1-Desoxy-(5-hydroxytryptamino)-D-fructose; Desoxyfructo-serotonin

Database IDs

• CAS Number: 57003-86-8
• PubChem SID: 162221246
• PubChem CID: 21120559
• MeSH Name: Desoxyfructo-serotonin
• Wikipedia Title: Desoxyfructo-serotonin

CALCULATED PROPERTIES

• Acid pKa: 7.788991
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -3.3862107
• LogD (pH = 7.4): -1.6792752
• Log P: -1.278146
• Molar Refractivity: 86.4289 cm^3
• Polarizability: 34.897903 Å^3
• Polar Surface Area: 146.04 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false