sodium 4-{2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanoate

• ChemBase ID: 132337
• Molecular Formular: C26H33NaO8
• Molecular Mass: 496.52519
• Monoisotopic Mass: 496.2073123
• SMILES: C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(C[C@@H]([C@@H]2[C@@]2(C1=CC(=O)C=C2)C)O)C)(C(=O)COC(=O)CCC(=O)[O-])O.[Na+]
• Canonical SMILES: [O-]C(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)C.[Na+]
• InChI: InChI=1S/C26H34O8.Na/c1-14-10-16-17-7-9-26(33,20(29)13-34-22(32)5-4-21(30)31)25(17,3)12-19(28)23(16)24(2)8-6-15(27)11-18(14)24;/h6,8,11,14,16-17,19,23,28,33H,4-5,7,9-10,12-13H2,1-3H3,(H,30,31);/q;+1/p-1/t14-,16-,17-,19-,23+,24-,25-,26-;/m0./s1
• InChIKey: FQISKWAFAHGMGT-SGJOWKDISA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 4-{2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanoate
• IUPAC Traditional name: sodium 4-{2-[(1S,2R,8S,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,8,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethoxy}-4-oxobutanoate
• Synonyms: 6α-Methyl-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 21-hemisuccinate; 6α-Methylprednisolone 21-hemisuccinate sodium salt

Database IDs

• CAS Number: 2375-03-3
• EC Number: 219-156-8
• MDL Number: MFCD00152612
• PubChem SID: 24896873; 162226614
• PubChem CID: 23680530

CALCULATED PROPERTIES

• Acid pKa: 3.6580515
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.013328462
• LogD (pH = 7.4): -1.495895
• Log P: 1.8259972
• Molar Refractivity: 133.9238 cm^3
• Polarizability: 47.864357 Å^3
• Polar Surface Area: 141.03 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: lyophilized powder

Safety Information

• RTECS: TU4154060
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 61-40
• Safety Statements: 53-22-36/37/39-45
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H351-H360
• GHS Precautionary statements: P201-P281-P308 + P313
• Personal Protective Equipment: 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

DETAILS

Sigma Aldrich - M3781

Biochem/physiol Actions
Glucocorticoid with slightly longer half-life than that of prednisolone.
Physical form
Lyophilized containing ~5% phosphate buffer salts.