(2R)-2,3-bis(phosphonooxy)propanoic acid; pentakis(cyclohexanamine)

• ChemBase ID: 132496
• Molecular Formular: C33H73N5O10P2
• Molecular Mass: 761.907742
• Monoisotopic Mass: 761.48326682
• SMILES: C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C1CCC(CC1)N.C([C@H](C(=O)O)OP(=O)(O)O)OP(=O)(O)O
• Canonical SMILES: OC(=O)[C@H](OP(=O)(O)O)COP(=O)(O)O.NC1CCCCC1.NC1CCCCC1.NC1CCCCC1.NC1CCCCC1.NC1CCCCC1
• InChI: InChI=1S/5C6H13N.C3H8O10P2/c5*7-6-4-2-1-3-5-6;4-3(5)2(13-15(9,10)11)1-12-14(6,7)8/h5*6H,1-5,7H2;2H,1H2,(H,4,5)(H2,6,7,8)(H2,9,10,11)/t;;;;;2-/m.....1/s1
• InChIKey: WMBJYTVZNODJKS-SPUYNGLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,3-bis(phosphonooxy)propanoic acid; pentakis(cyclohexanamine)
• IUPAC Traditional name: pentakis(cyclohexylamine) diphosphoglycerate
• Synonyms: 2,3-Diphospho-D-glyceric acid penta(cyclohexylammonium) salt; D-甘油酸-2,3-二磷酸 五环己胺盐; 2,3-二磷酸-D-甘油酸 五环己铵盐

Database IDs

• CAS Number: 62868-79-5
• MDL Number: MFCD00070075
• PubChem SID: 162226773; 24894255
• PubChem CID: 9875428

CALCULATED PROPERTIES

• Acid pKa: 0.4809322
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -8.739837
• LogD (pH = 7.4): -12.565099
• Log P: -1.7658715
• Molar Refractivity: 42.1293 cm^3
• Polarizability: 17.66306 Å^3
• Polar Surface Area: 170.82 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

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: ≥97.0% (TLC)
• Impurities: 3-phosphoglyceric acid, essentially free

DETAILS

Sigma Aldrich - D9134

Application
D-Glycerate 2,3-diphosphate, cofactor of both phosphoglyceric acid mutase and hemoglobin, may be used as a reference compound in analysis of blood cell (erythrocyte) glycolysic cycle metabolites.