(2S,3S,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pentanoic acid

• ChemBase ID: 2746
• Molecular Formular: C5H11O9P
• Molecular Mass: 246.109201
• Monoisotopic Mass: 246.01406856
• SMILES: O[C@H](COP(=O)(O)O)[C@H](O)[C@H](O)C(=O)O
• Canonical SMILES: O[C@@H]([C@@H]([C@@H](C(=O)O)O)O)COP(=O)(O)O
• InChI: InChI=1S/C5H11O9P/c6-2(1-14-15(11,12)13)3(7)4(8)5(9)10/h2-4,6-8H,1H2,(H,9,10)(H2,11,12,13)/t2-,3+,4+/m1/s1
• InChIKey: HNECGPFIYSOYHF-UZBSEBFBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pentanoic acid
• IUPAC Traditional name: @5-phosphoarabinonic acid
• Synonyms: 5-Phosphoarabinonic Acid

Database IDs

• PubChem SID: 46509004; 160966194
• PubChem CID: 46936563

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.4847407
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -7.341523
• LogD (pH = 7.4): -9.5050335
• Log P: -2.9029753
• Molar Refractivity: 43.1814 cm^3
• Polarizability: 17.970013 Å^3
• Polar Surface Area: 164.75 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.33
• LOG S: -1.09
• Solubility (Water): 2.00e+01 g/l

DETAILS

DrugBank - DB03042

Drug information: experimental