(1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-yl pentanoate

• ChemBase ID: 119206
• Molecular Formular: C23H32O3
• Molecular Mass: 356.49838
• Monoisotopic Mass: 356.23514488
• SMILES: [C@@]12([C@H]([C@H]3[C@@H](c4c(CC3)cc(cc4)O)CC2)CC[C@@H]1OC(=O)CCCC)C
• Canonical SMILES: CCCCC(=O)O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C23H32O3/c1-3-4-5-22(25)26-21-11-10-20-19-8-6-15-14-16(24)7-9-17(15)18(19)12-13-23(20,21)2/h7,9,14,18-21,24H,3-6,8,10-13H2,1-2H3/t18-,19-,20+,21+,23+/m1/s1
• InChIKey: RSEPBGGWRJCQGY-RBRWEJTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-yl pentanoate; (1S,10R,11S,14S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl pentanoate
• IUPAC Traditional name: estradiol valerate
• Synonyms: (8R,9S,13S,14S,17S)-3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl pentanoate; 17β-Estradiol-17-valerate pentanoate d'estra-1,3,5(10)-triène-3-ol-17β-yle; Estradiol valerate; (17β)-Estra-1,3,5(10)-triene-3,17-diol 17-Pentanoate; Estradiol Valerate; 3-Hydroxy-17β-valeroyloxyestra-1,3,5(10)-triene; Atladiol; Climaval; Deladiol; Delestrogen; Delestrogen 4x; Estradiol 17β-Valerate; Estradiol Valerianate; Estraval; Femogex; Gynokadin; NSC 17590; Neofollin; Nuvelle; Progynova; Valergen; Estradiol 17-Valerate

Database IDs

• CAS Number: 979-32-8
• PubChem SID: 162102872
• PubChem CID: 13791
• Chemspider ID: 13194
• Wikipedia Title: Estradiol_valerate

CALCULATED PROPERTIES

• Acid pKa: 10.327061
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.7762933
• LogD (pH = 7.4): 5.7757893
• Log P: 5.7763
• Molar Refractivity: 102.8851 cm^3
• Polarizability: 40.661385 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: Estrogen/progestogen Receptor
• Admin Routes: Oral, IM
• Legal Status: Rx-only

Product Information

• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - E888860

Estradiol (E888000) derivative. An estrogen.

REFERENCES

• Salole, E.G., et al.: Anal. Profiles Drug Subs., 15, 283 (1986)
• Lievertz, R.W., et al.: Am. J. Obstet. Gynecol., 156, 1289 (1986)