disodium (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.0?,?.0??,??]heptadeca-3,6-dien-5-one

• ChemBase ID: 104888
• Molecular Formular: C22H28FNa2O8P
• Molecular Mass: 516.4046242
• Monoisotopic Mass: 516.13012127
• SMILES: [Na+].[Na+].[O-]P(=O)([O-])OCC(=O)[C@]1(O)[C@]2(C[C@H](O)[C@]3(F)[C@@]4(C(=CC(=O)C=C4)CC[C@H]3[C@@H]2C[C@H]1C)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(F)[C@@H](O)C[C@]2([C@H]1C[C@H]([C@]2(O)C(=O)COP(=O)([O-])[O-])C)C)C.[Na+].[Na+]
• InChI: InChI=1S/C22H30FO8P.2Na/c1-12-8-16-15-5-4-13-9-14(24)6-7-19(13,2)21(15,23)17(25)10-20(16,3)22(12,27)18(26)11-31-32(28,29)30;;/h6-7,9,12,15-17,25,27H,4-5,8,10-11H2,1-3H3,(H2,28,29,30);;/q;2*+1/p-2/t12-,15+,16+,17+,19+,20+,21+,22+;;/m1../s1
• InChIKey: PLCQGRYPOISRTQ-FCJDYXGNSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.0?,?.0??,??]heptadeca-3,6-dien-5-one; disodium (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: disodium (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.0?,?.0??,??]heptadeca-3,6-dien-5-one; disodium (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• Synonyms: DEXAMETHASONE 21-PHOSPHATE DISODIUM SALT; Dexamethasone 21-phosphate disodium salt; disodium (1R,2S,10S,11S,13R,14R,15S,17S)-1-fluoro-14,17-dihydroxy-2,13,15-trimethyl-14-[2-(phosphonatooxy)acetyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-dien-5-one

Database IDs

• CAS Number: 2392-39-4
• EC Number: 219-243-0
• MDL Number: MFCD00079105
• Beilstein Number: 6473066
• PubChem SID: 162093071; 24893369
• PubChem CID: 16961

CALCULATED PROPERTIES

• Acid pKa: 1.175686
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.8912381
• LogD (pH = 7.4): -2.0118082
• Log P: 1.5580037
• Molar Refractivity: 111.1224 cm^3
• Polarizability: 43.829224 Å^3
• Polar Surface Area: 147.02 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Do you have solubility information on this product that you would like to share?; H2O: soluble50 mg/mL, clear, faintly yellow
• Apperance: white to off-white
• Melting Point: 233°C (decomposes)
• Hydrophobicity(logP): 1.074

Safety Information

• Storage Condition: 2-8°C
• RTECS: TU4056000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63-22-40
• Safety Statements: 36/37/39
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H351-H361
• GHS Precautionary statements: P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); ≥98%; 95%
• Salt Data: 2 Na+
• Impurities: ≤1% ethanol; ≤12% water; ≤6% ethanol
• Empirical Formula (Hill Notation): C22H28FNa2O8P
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02157565

Disodium Salt

Sigma Aldrich - D1159

Application
Do you have application information on this product that you would like to share?
Biochem/physiol Actions
An anti-inflammatory glucocorticoid, a pro-drug that is converted to dexamethasone in vivo; stimulates glutamine uptake in the cerebral cortex