2-[(1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadec-6-en-14-yl]-2-oxoethyl acetate

• ChemBase ID: 105922
• Molecular Formular: C23H32O5
• Molecular Mass: 388.49718
• Monoisotopic Mass: 388.22497412
• SMILES: O=C(OCC(=O)[C@H]1CC[C@H]2[C@H]3[C@H]([C@@H](O)C[C@]12C)[C@@]1(C(=CC(=O)CC1)CC3)C)C
• Canonical SMILES: CC(=O)OCC(=O)[C@H]1CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C23H32O5/c1-13(24)28-12-20(27)18-7-6-17-16-5-4-14-10-15(25)8-9-22(14,2)21(16)19(26)11-23(17,18)3/h10,16-19,21,26H,4-9,11-12H2,1-3H3/t16-,17-,18+,19-,21+,22-,23-/m0/s1
• InChIKey: WKQCPUMQBMFPLC-ZWFCQKKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadec-6-en-14-yl]-2-oxoethyl acetate; 2-[(1S,2R,10S,11S,14S,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: cort A
• Synonyms: CORTICOSTERONE-21-ACETATE; 11β,21-Dihydroxy-4-pregnene-3,20-dione 21-acetate; 4-Pregnene-11β,21-diol-3,20-dione 21-acetate; Corticosterone 21-acetate; Cort A; NSC 81764; SKF 5654; (11β)-21-(Acetyloxy)-11-hydroxy-pregn-4-ene-3,20-dione; Corticosterone 21-Acetate; 皮质甾酮-21-乙酸酯; 皮质酮-21-乙酸酯; 21-乙酸肾上腺酮

Database IDs

• CAS Number: 1173-26-8
• EC Number: 214-635-8
• MDL Number: MFCD00010482
• Beilstein Number: 3225312
• PubChem SID: 162092850; 24869862
• PubChem CID: 255846

CALCULATED PROPERTIES

• Acid pKa: 17.18112
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4637172
• LogD (pH = 7.4): 2.463717
• Log P: 2.463717
• Molar Refractivity: 105.1515 cm^3
• Polarizability: 41.483852 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Powder

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light, Avoid excess heat
• RTECS: GM7820000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 98%
• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C23H32O5

DETAILS

MP Biomedicals - 02195113

Crystalline

Sigma Aldrich - 46149

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - C695710

Corticosterone (C695700) derivative. An intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.

REFERENCES

• Schmidt, M., et al.: Endocrinol., 150, 2709 (2009)
• Bailey, M., et al.: J. Immunol., 182, 7888 (2009)
• Brunton, P., et al.: J. Neurosci., 29, 6449 (2009)
• Pruett, S., et al.: Toxicol. Sci., 109, 265 (2009)