2-oxo-2-[(2S,10S,11S,13R,15S)-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),3,6-trien-14-yl]ethyl acetate

• ChemBase ID: 159412
• Molecular Formular: C24H30O4
• Molecular Mass: 382.4926
• Monoisotopic Mass: 382.21440944
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1C2=CC[C@]2([C@H]1C[C@H](C2C(=O)COC(=O)C)C)C)C
• Canonical SMILES: CC(=O)OCC(=O)C1[C@H](C)C[C@@H]2[C@]1(C)CC=C1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C24H30O4/c1-14-11-20-18-6-5-16-12-17(26)7-9-23(16,3)19(18)8-10-24(20,4)22(14)21(27)13-28-15(2)25/h7-9,12,14,18,20,22H,5-6,10-11,13H2,1-4H3/t14-,18-,20+,22?,23+,24+/m1/s1
• InChIKey: SZOCJNYVWVFBFU-UWDGVYLJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2-[(2S,10S,11S,13R,15S)-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6-trien-14-yl]ethyl acetate
• IUPAC Traditional name: 2-oxo-2-[(2S,10S,11S,13R,15S)-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6-trien-14-yl]ethyl acetate
• Synonyms: 21-Acetoxy-16α-methylpregna-1,4,9-(11)-triene-3,20-dione; (16α)-21-(Acetyloxy)-16-methyl-pregna-1,4,9(11)-triene-3,20-dione

Database IDs

• CAS Number: 4258-83-7
• PubChem SID: 162253547
• PubChem CID: 71312968

CALCULATED PROPERTIES

• Acid pKa: 17.122784
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.6517448
• LogD (pH = 7.4): 3.6517448
• Log P: 3.6517448
• Molar Refractivity: 110.0509 cm^3
• Polarizability: 42.202415 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - A187425

Used in the preparation of amino steroids useful in the treatment of neurological disorders.