(2R,3S,4S)-5-[(3,4-dimethylphenyl)amino]pentane-1,2,3,4-tetrol

• ChemBase ID: 165907
• Molecular Formular: C13H21NO4
• Molecular Mass: 255.31014
• Monoisotopic Mass: 255.14705816
• SMILES: c1(c(ccc(c1)NC[C@H](O)[C@H](O)[C@H](O)CO)C)C
• Canonical SMILES: OC[C@H]([C@H]([C@H](CNc1ccc(c(c1)C)C)O)O)O
• InChI: InChI=1S/C13H21NO4/c1-8-3-4-10(5-9(8)2)14-6-11(16)13(18)12(17)7-15/h3-5,11-18H,6-7H2,1-2H3/t11-,12+,13-/m0/s1
• InChIKey: ZPFOXBJGVIUHDO-XQQFMLRXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S)-5-[(3,4-dimethylphenyl)amino]pentane-1,2,3,4-tetrol
• IUPAC Traditional name: (2R,3S,4S)-5-[(3,4-dimethylphenyl)amino]pentane-1,2,3,4-tetrol
• Synonyms: 1-Deoxy-1-(3,4-xylidino)-D-ribitol; 3,4-Dimethylphenyl-N-D-ribitylamine; NSC 122032; NSC 19654; 1-Deoxy-1-[(3,4-dimethylphenyl)amino]-D-ribitol

Database IDs

• CAS Number: 3051-94-3
• PubChem SID: 162260040
• PubChem CID: 6541435

CALCULATED PROPERTIES

• Acid pKa: 12.856777
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.16463275
• LogD (pH = 7.4): -0.108999364
• Log P: -0.10824011
• Molar Refractivity: 70.514 cm^3
• Polarizability: 26.710218 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Tan Solid
• Melting Point: 138-140°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D232840

Riboflavin intermediate.

REFERENCES

• Chu, C., et al.: J. Med. Chem., 20, 312 (1977)