{[(2R,3S)-2,3,4-trihydroxybutanoyl]oxy}calcio (2R,3S)-2,3,4-trihydroxybutanoate

• ChemBase ID: 148188
• Molecular Formular: C8H14CaO10
• Molecular Mass: 310.26876
• Monoisotopic Mass: 310.02128763
• SMILES: C([C@@H]([C@H](C(=O)O[Ca]OC(=O)[C@@H]([C@H](CO)O)O)O)O)O
• Canonical SMILES: OC[C@@H]([C@H](C(=O)O[Ca]OC(=O)[C@@H]([C@H](CO)O)O)O)O
• InChI: InChI=1S/2C4H8O5.Ca/c2*5-1-2(6)3(7)4(8)9;/h2*2-3,5-7H,1H2,(H,8,9);/q;;+2/p-2/t2*2-,3+;/m00./s1
• InChIKey: ZJXGOFZGZFVRHK-BALCVSAKSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S)-2,3,4-trihydroxybutanoyl]oxy}calcio (2R,3S)-2,3,4-trihydroxybutanoate
• IUPAC Traditional name: {[(2R,3S)-2,3,4-trihydroxybutanoyl]oxy}calcio (2R,3S)-2,3,4-trihydroxybutanoate
• Synonyms: (2R,3S)-2,3,4-Trihydroxybutyric acid hemicalcium salt; L-Threonic acid calcium salt; L-Threonic acid hemicalcium salt; (2R,3S)-2,3,4-三羟基丁酸 半钙盐; L-苏阿糖酸 钙盐; L-苏糖酸 半钙盐

Database IDs

• CAS Number: 70753-61-6
• MDL Number: MFCD00077882
• Beilstein Number: 5166008
• PubChem SID: 24863757; 162242365
• PubChem CID: 11162669

CALCULATED PROPERTIES

• Acid pKa: 11.411217
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -4.7658005
• LogD (pH = 7.4): -4.7658424
• Log P: -4.7658
• Molar Refractivity: 50.8368 cm^3
• Polarizability: 24.077173 Å^3
• Polar Surface Area: 173.98 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)
• Optical Rotation: [α]20/D +16°, c = 1 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: >97%
• Empirical Formula (Hill Notation): C8H14CaO10

DETAILS

Sigma Aldrich - 380644

Packaging
5 g in glass bottle
Application
Reactant involved in:
• Synthesis of cyclic hydroxamates and substituted oxazinanones1
• Oxidative degradation to yield oxalate complexes2