(1S,2R,10R,11S,14R,15S)-14-acetyl-15-methyl-13-methylidene-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl acetate

• ChemBase ID: 128579
• Molecular Formular: C23H30O4
• Molecular Mass: 370.4819
• Monoisotopic Mass: 370.21440944
• SMILES: O=C1C=C2[C@@H]([C@H]3CC[C@@]4([C@](OC(=O)C)(C(=C)C[C@H]4[C@@H]3CC2)C(=O)C)C)CC1
• Canonical SMILES: CC(=O)O[C@]1(C(=O)C)C(=C)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
• InChI: InChI=1S/C23H30O4/c1-13-11-21-20-7-5-16-12-17(26)6-8-18(16)19(20)9-10-22(21,4)23(13,14(2)24)27-15(3)25/h12,18-21H,1,5-11H2,2-4H3/t18-,19+,20+,21-,22-,23-/m0/s1
• InChIKey: CKFBRGLGTWAVLG-GOMYTPFNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-acetyl-15-methyl-13-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-14-acetyl-15-methyl-13-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl acetate
• Synonyms: Nestoron (ST-1435); Nestorone; 醋酸烯诺孕酮

Database IDs

• CAS Number: 7759-35-5
• PubChem SID: 162222886
• PubChem CID: 108059
• Chemspider ID: 97161
• Wikipedia Title: Nestorone

CALCULATED PROPERTIES

• LogD (pH = 5.5): 3.6375382
• LogD (pH = 7.4): 3.6375382
• Log P: 3.6375382
• Molar Refractivity: 102.9538 cm^3
• Polarizability: 40.604465 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 17.531017
• H Acceptors: 3
• H Donor: 0

PROPERTIES

Pharmacology Properties

• Admin Routes: Subcutaneous implant, vaginal ring, transdermal patch
• Bioavailability: 10% (oral)
• Half Life: 1-2 hours (oral)
• Legal Status: Rx-only