bis(cyclohexanamine); {[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid

• ChemBase ID: 133394
• Molecular Formular: C17H37N2O7P
• Molecular Mass: 412.458641
• Monoisotopic Mass: 412.23383816
• SMILES: C1CCC(CC1)N.C1CCC(CC1)N.C1[C@@H]([C@H](O[C@@H]1OP(=O)(O)O)CO)O
• Canonical SMILES: NC1CCCCC1.NC1CCCCC1.OC[C@H]1O[C@@H](C[C@@H]1O)OP(=O)(O)O
• InChI: InChI=1S/2C6H13N.C5H11O7P/c2*7-6-4-2-1-3-5-6;6-2-4-3(7)1-5(11-4)12-13(8,9)10/h2*6H,1-5,7H2;3-7H,1-2H2,(H2,8,9,10)/t;;3-,4+,5+/m..0/s1
• InChIKey: GVYUZZDUVZHJAM-CGKAESPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(cyclohexanamine); {[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}phosphonic acid
• IUPAC Traditional name: bis(cyclohexylamine) 2-deoxy-α-D-ribose 1-phosphate
• Synonyms: 2-Deoxy-α-D-ribose 1-phosphate bis(cyclohexylammonium) salt

Database IDs

• CAS Number: 102783-28-8
• Beilstein Number: 3785872
• PubChem SID: 162227671
• PubChem CID: 71308661

CALCULATED PROPERTIES

• Acid pKa: 1.3651984
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.9425201
• LogD (pH = 7.4): -4.9025383
• Log P: -1.5251323
• Molar Refractivity: 39.3231 cm^3
• Polarizability: 16.539658 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%

DETAILS

Sigma Aldrich - D6539

Preparation Note
Enzymatically prepared
Application
2-Deoxyribose 1-phosphate is used to study processes such as angiogenesis in tumor cells at the level of thymidine phosphorylase activity. 2-Deoxy-α-D-ribose 1-phosphate (dR-1-P) is used in the organic synthesis of 2’-deoxynucleosides such as cladribine.