2-[(1S,2R,10R,11S,14R,15S)-14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethyl acetate

• ChemBase ID: 119290
• Molecular Formular: C23H32O5
• Molecular Mass: 388.49718
• Monoisotopic Mass: 388.22497412
• SMILES: [C@]12([C@@](C(=O)COC(=O)C)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)CC2)O)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C23H32O5/c1-14(24)28-13-20(26)23(27)11-8-19-17-5-4-15-12-16(25)6-9-21(15,2)18(17)7-10-22(19,23)3/h12,17-19,27H,4-11,13H2,1-3H3/t17-,18+,19+,21+,22+,23+/m1/s1
• InChIKey: HPAKILCZTKWIFK-JZTHCNPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10R,11S,14R,15S)-14-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: 2-[(1S,2R,10R,11S,14R,15S)-14-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
• Synonyms: 21-(Acetyloxy)-17-hydroxypregn-4-ene-3,20-dione; 11-Deoxycortisol 21-acetate; 17-Hydroxy-21-acetoxyprogesterone; 21-Acetoxy-17α-hydroxyprogesterone; Cortexolone 21-acetate; Reichstein substance S 21-acetate; 17α-Hydroxy-11-deoxycorticosterone-21-acetate; 2-((8R,9S,10R,13S,14S,17R)-17-hydroxy-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

Database IDs

• CAS Number: 640-87-9
• PubChem SID: 162107800
• PubChem CID: 101816

CALCULATED PROPERTIES

• Acid pKa: 12.616942
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.0250566
• LogD (pH = 7.4): 3.025054
• Log P: 3.0250566
• Molar Refractivity: 104.959 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: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 233-235°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H934800

An acetate substance 'S' - a synthetic steroid as carbaryl synergist.

REFERENCES

• Brown-Grant, K., et al.: J. Endocrinol., 38, 145 (1967)
• Brzezowska, E., et al.: J. Steroid Molec. Biol., 57, 357 (1967)
• Kamihira, M., et al.: Agric. Biol. Chem., 51, 407 (1967)
• Fabre, C., et al.: Biotechnol. Bioeng., 64, 392 (1967)