(1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-ol

• ChemBase ID: 137247
• Molecular Formular: C21H36O2
• Molecular Mass: 320.50934
• Monoisotopic Mass: 320.27153039
• SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2CC[C@@H]2[C@@]1(CC[C@H](C2)O)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](O)C)C)C
• InChI: InChI=1S/C21H36O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-19,22-23H,4-12H2,1-3H3/t13-,14-,15+,16-,17+,18-,19-,20-,21+/m0/s1
• InChIKey: YWYQTGBBEZQBGO-CGVINKDUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-ol
• IUPAC Traditional name: (1S,2S,5R,7S,10R,11S,14S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-ol
• Synonyms: 3α,20α-Dihydroxy-5α-pregnane; Allopregnane-3α,20α-diol; 5α-Pregnane-3α,20α-diol; (3α,5α,20S)-Pregnane-3,20-diol; Allopregnanediol; 5α-Pregnane-3α,20α-diol; 3α,20α-二羟基-5α-孕烷; 別孕二醇; 5α-孕烷-3α,20α-二醇

Database IDs

• CAS Number: 566-58-5
• MDL Number: MFCD00003679
• PubChem SID: 162231512
• PubChem CID: 164674

CALCULATED PROPERTIES

• Acid pKa: 18.296396
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.779437
• LogD (pH = 7.4): 3.779437
• Log P: 3.779437
• Molar Refractivity: 93.9348 cm^3
• Polarizability: 37.734753 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethanol. Methanol
• Apperance: White Solid
• Melting Point: 231-234°C

Safety Information

• Storage Condition: Refrigerator
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C21H36O2

DETAILS

Toronto Research Chemicals - P705125

Progesterone metabolite.

REFERENCES

• Beall, et al.: Biochem. J., 31, 35 (1937)
• Okuda, A., et al.: J. Biol. Chem., 259, 7519 (1937)
• Russell, D., et al.: Biochemistry, 31, 4737 (1937)
• Kondo, K., et al.: Eur. J. Biochem., 219, 357 (1937)
• Westerbacka, J., et al.: J. Clin. Endocrinol. Metab.,