(5R,6S,7S,8S)-5,6,7,8-tetrahydroxy-1,3-dioxa-2-calcacyclononane-4,9-dione tetrahydrate

• ChemBase ID: 132072
• Molecular Formular: C6H16CaO12
• Molecular Mass: 320.26204
• Monoisotopic Mass: 320.02676693
• SMILES: [C@@H]1([C@@H]([C@@H](C(=O)O[Ca]OC(=O)[C@@H]1O)O)O)O.O.O.O.O
• Canonical SMILES: O[C@H]1[C@H](O)[C@@H](O)C(=O)O[Ca]OC(=O)[C@H]1O.O.O.O.O
• InChI: InChI=1S/C6H10O8.Ca.4H2O/c7-1(3(9)5(11)12)2(8)4(10)6(13)14;;;;;/h1-4,7-10H,(H,11,12)(H,13,14);;4*1H2/q;+2;;;;/p-2/t1-,2-,3-,4+;;;;;/m0...../s1
• InChIKey: ZQWFSIZRQANUDA-WQMSYZFBSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (5R,6S,7S,8S)-5,6,7,8-tetrahydroxy-1,3-dioxa-2-calcacyclononane-4,9-dione tetrahydrate
• IUPAC Traditional name: (5R,6S,7S,8S)-5,6,7,8-tetrahydroxy-1,3-dioxa-2-calcacyclononane-4,9-dione tetrahydrate
• Synonyms: Calcium D-saccharate tetrahydrate; D-Glucaric acid calcium salt; D-Saccharic acid calcium salt; Calcium D-glucarate; Calcium D-saccharate tetrahydrate; D-Saccharic acid calcium salt tetrahydrate

Database IDs

• CAS Number: 5793-89-5
• EC Number: 227-334-1
• MDL Number: MFCD00150704
• Beilstein Number: 3821334
• PubChem SID: 24852730; 24899425; 162226349
• PubChem CID: 16211545

CALCULATED PROPERTIES

• Acid pKa: 11.38257
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.4574006
• LogD (pH = 7.4): -3.4574451
• Log P: -3.4574
• Molar Refractivity: 36.2832 cm^3
• Polarizability: 18.384533 Å^3
• Polar Surface Area: 133.52 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +20.5±2°, c = 6% in 5 M HCl

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98.5-102% (KT)
• Empirical Formula (Hill Notation): C6H8CaO8 · 4H2O

DETAILS

Sigma Aldrich - 21236

Application
D-Saccharate (D-glucaric acid) is used to study its potential chemopreventive properties and anti-oxidative properties at the level of peroxynitrite-induced damages.
Biochem/physiol Actions
Calcium glucarate is a constituent of many fruits (apples, citrus fruits) and cruciferous vegetables. Inhibits β-glucuronidase, a phase II enzyme that is elevated in some hormone-dependent cancers of the breast, prostate, and colon.

Sigma Aldrich - S0125

Application
D-Saccharate (D-glucaric acid) is used to study its potential chemopreventive properties and anti-oxidative properties at the level of peroxynitrite-induced damages.
Biochem/physiol Actions
Calcium glucarate is a constituent of many fruits (apples, citrus fruits) and cruciferous vegetables. Inhibits β-glucuronidase, a phase II enzyme that is elevated in some hormone-dependent cancers of the breast, prostate, and colon.