(1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-hydroxyprop-1-yn-1-yl)-7,11-dimethylpentacyclo[8.8.0.02,7.03,5.011,16]octadec-17-ene-6,14,16-triol

• ChemBase ID: 179140
• Molecular Formular: C23H32O4
• Molecular Mass: 372.49778
• Monoisotopic Mass: 372.2300595
• SMILES: C1[C@@H](C[C@@]2([C@](C1)([C@@H]1[C@@H](C=C2)[C@H]2[C@](CC1)([C@]([C@@H]1[C@H]2C1)(O)C#CCO)C)C)O)O
• Canonical SMILES: OCC#C[C@]1(O)[C@H]2C[C@H]2[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=C[C@]2([C@]1(C)CC[C@@H](C2)O)O
• InChI: InChI=1S/C23H32O4/c1-20-8-4-14(25)13-22(20,26)10-5-15-17(20)6-9-21(2)19(15)16-12-18(16)23(21,27)7-3-11-24/h5,10,14-19,24-27H,4,6,8-9,11-13H2,1-2H3/t14-,15+,16+,17-,18-,19+,20+,21-,22-,23-/m0/s1
• InChIKey: XOJNHZIWRNMDER-ZLWSQXOLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-hydroxyprop-1-yn-1-yl)-7,11-dimethylpentacyclo[8.8.0.0^2,^7.0^3,^5.0^1^1,^1^6]octadec-17-ene-6,14,16-triol
• IUPAC Traditional name: (1R,2S,3S,5S,6S,7S,10S,11R,14S,16R)-6-(3-hydroxyprop-1-yn-1-yl)-7,11-dimethylpentacyclo[8.8.0.0^2,^7.0^3,^5.0^1^1,^1^6]octadec-17-ene-6,14,16-triol
• Synonyms: (3β,5β,15α,16α,17β)-15,16-Dihydro-17-(3-hydroxy-1-propynyl)-3'H-cycloprop[15,16]androsta-6,15-diene-3,5,17-triol; 3β,5β,17β-Trihydroxy-17α-(3-hydroxy-1-propynyl)-15β,16β-methylene-5β-androst-6-en-17-one

Database IDs

• CAS Number: 108674-97-1
• PubChem SID: 164235050
• PubChem CID: 13831946

CALCULATED PROPERTIES

• Acid pKa: 12.599229
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.2168568
• LogD (pH = 7.4): 1.2168542
• Log P: 1.216857
• Molar Refractivity: 104.4406 cm^3
• Polarizability: 40.5924 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - T795190

Used in the preparation of Drospirenone (D453200).