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

• ChemBase ID: 108727
• Molecular Formular: C23H32O6
• Molecular Mass: 404.49658
• Monoisotopic Mass: 404.21988874
• SMILES: O=C(OCC(=O)[C@@]1(O)CC[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@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C23H32O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h10,16-18,20,26,28H,4-9,11-12H2,1-3H3/t16-,17-,18-,20+,21-,22-,23-/m0/s1
• InChIKey: ALEXXDVDDISNDU-JZYPGELDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadec-6-en-14-yl]-2-oxoethyl acetate; 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-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: β-hc; 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl acetate
• Synonyms: HYDROCORTISONE ACETATE; Hydrocortisone acetate salt; Hydrocortisone acetate; 21-Acetoxy-11β,17-dihydroxypregn-4-ene-3,20-dione; Cortisol Acetate; Abbocort; Bambicort; Colifoam; Lanacort; NSC 741; Pabracort; Sigmacort; Velopural; Wycort; Hydrocortisone 21-Acetate; Hydrocortisoni acetas; 11β,17α,21-Trihydroxy-4-pregnene-3,20-dione 21-acetate; 17-α-Hydroxycorticosterone acetate; 17-Hydroxycorticosterone 21-acetate; 21-Acetoxy-4-pregnene-11β,17α-diol-3,20-dione; 4-Pregnene-11β,17α,21-triol-3,20-dione 21-acetate; 2-((8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate; Hydrocortisone 21-acetate; 醋酸氢化可的松; 氢化可的松 乙酸盐; 氢化可的松乙酸酯; 11β,17α,21-三羟基-4-孕烯-3,20-二酮 21-乙酸酯; 17-α-羟基皮质甾酮乙酸酯; 17-羟基皮质甾酮 21-乙酸酯; 21-乙酰氧基-4-孕烯-11β,17α-二醇-3,20-二酮; 4-孕烯-11β,17α,21-三醇-3,20-二酮 21-乙酸酯; 醋酸氢化可的松

Database IDs

• CAS Number: 50-03-3
• EC Number: 200-004-4
• MDL Number: MFCD00037714
• Beilstein Number: 2066841
• PubChem SID: 24895547; 24870046; 24895620; 162095518; 24878508
• PubChem CID: 5744

CALCULATED PROPERTIES

• Acid pKa: 12.61023
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7162918
• LogD (pH = 7.4): 1.7162892
• Log P: 1.7162919
• Molar Refractivity: 106.5515 cm^3
• Polarizability: 42.130913 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dioxane; DMSO
• Apperance: White to Off-White Solid
• Melting Point: 216-218°C; 223 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +165±2°, c = 1% in dioxane

Safety Information

• Storage Condition: Refrigerator
• RTECS: GM8960000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 63
• Safety Statements: 36/37
• GHS Pictograms: GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: 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

Pharmacology Properties

• Gene Information: human ... SERPINA6(866)
• Mechanism of Action: ACTH secretion inhibitor; Calcium mobilizer; Gluconeogenesis-promoter; Glycogen deposition inhibitor; Phosphorus mobilizer

Product Information

• Purity: ≥97.0% (HPLC); ≥98% (HPLC); 97%
• Grade: Ph Eur; purum; VETRANAL™, analytical standard
• Packaging: vial of 250 mg
• Suitability: meets USP testing specifications
• Biological Source: Adrenocortical steroid
• Application(s): Local antiinflammatory and antiallergic agent
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Empirical Formula (Hill Notation): C23H32O6

DETAILS

MP Biomedicals - 05208521

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H5760

包装
Supplied in amber screw-cap vials

Sigma Aldrich - H3035

Application
Hydrocortisone acetate salt is used as a stabilized form of the glucocorticoid in studies on stress and homeostasis.

Sigma Aldrich - 46329

Biochem/physiol Actions
Hydrocortisone 21-acetate was shown to elevate the number of circulating leukocytes in a rat model of hypertension following adrenalectomy by reducing leukocyte-endothelial cell adhesion. 1
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 54102

Application
Hydrocortisone 21-acetate is used as a stabilized form of the glucocorticoid in studies on stress and homeostasis.

Toronto Research Chemicals - H714620

Glucocorticoid.

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