(1S,2R,10R,11S,14R,15S)-14-(2H3)acetyl-14-hydroxy-2,15-dimethyl(4,4,6,8,8-2H5)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 171157
• Molecular Formular: C21H30O3
• Molecular Mass: 330.4611
• Monoisotopic Mass: 330.21949482
• SMILES: [C@@]12(C(=CC(=O)CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(C(=O)C)O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C(=O)C)C)C
• InChI: InChI=1S/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1
• InChIKey: DBPWSSGDRRHUNT-CEGNMAFCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-(^2H₃)acetyl-14-hydroxy-2,15-dimethyl(4,4,6,8,8-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-14-(^2H₃)acetyl-14-hydroxy-2,15-dimethyl(4,4,6,8,8-^2H₅)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: 17-Hydroxy-pregn-4-ene-3,20-dione-d8; 4-Pregnen-17α-ol-3,20-dione-d8; 17α-Hydroxy Progesterone-d8

Database IDs

• PubChem SID: 164227067
• PubChem CID: 59476914

CALCULATED PROPERTIES

• Acid pKa: 12.699646
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.4011793
• LogD (pH = 7.4): 3.4011772
• Log P: 3.4011793
• Molar Refractivity: 94.1053 cm^3
• Polarizability: 37.013763 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 216-218°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H952332

Labelled 17α-Hydroxyprogesterone (H952330). 17α-Hydroxy Progesterone is a metabolite of Progesterone. It was isolated from adrenal glands.

REFERENCES

• Pfiffner, N., et al.: J. Biol. Chem., 132, 459 (1940)
• Florey, K., et al.: Anal. Profiles Drug Subs.,4, 209 (1940)