(2R,3R,4R,5R)-2,3,4,5-tetrahydroxyhexanedioic acid

• ChemBase ID: 80929
• Molecular Formular: C6H10O8
• Molecular Mass: 210.1388
• Monoisotopic Mass: 210.03756728
• SMILES: OC(=O)[C@@H]([C@@H]([C@H]([C@H](C(=O)O)O)O)O)O
• Canonical SMILES: O[C@@H]([C@H](C(=O)O)O)[C@H]([C@H](C(=O)O)O)O
• InChI: InChI=1S/C6H10O8/c7-1(3(9)5(11)12)2(8)4(10)6(13)14/h1-4,7-10H,(H,11,12)(H,13,14)/t1-,2-,3-,4-/m1/s1
• InChIKey: DSLZVSRJTYRBFB-ZNIBRBMXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5R)-2,3,4,5-tetrahydroxyhexanedioic acid
• IUPAC Traditional name: L-mannaric acid
• Synonyms: D-Galactaric acid; Mucic acid; (2S,3R,4S,5R)-2,3,4,5-Tetrahydroxyhexane-1,6-dioic acid; (2S,3R,4S,5R)-2,3,4,5-Tetrahydroxyadipic acid

Database IDs

• CAS Number: 526-99-8
• MDL Number: MFCD00004239
• PubChem SID: 162068048
• PubChem CID: 11988274

CALCULATED PROPERTIES

• Acid pKa: 2.8286042
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -7.6667438
• LogD (pH = 7.4): -9.969251
• Log P: -3.0894697
• Molar Refractivity: 38.1384 cm^3
• Polarizability: 15.89008 Å^3
• Polar Surface Area: 155.52 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 210-230(dec.)°C

Safety Information

• Storage Warning: Irritant