(1R,2R,4R,5R,7S,10R,11S,14S,15S,16S,18S,19S)-15-(3-hydroxyprop-1-yn-1-yl)-10,14-dimethylhexacyclo[9.8.0.02,4.05,10.014,19.016,18]nonadecane-5,7,15-triol

• ChemBase ID: 171219
• Molecular Formular: C24H34O4
• Molecular Mass: 386.52436
• Monoisotopic Mass: 386.24570957
• SMILES: C1C[C@@H](C[C@@]2([C@]1([C@@H]1[C@@H]([C@@H]3[C@H]2C3)[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]2[C@H]2C[C@H]2[C@]2([C@]1(C)CC[C@@H](C2)O)O
• InChI: InChI=1S/C24H34O4/c1-21-7-4-13(26)12-24(21,28)17-10-14(17)19-16(21)5-8-22(2)20(19)15-11-18(15)23(22,27)6-3-9-25/h13-20,25-28H,4-5,7-12H2,1-2H3/t13-,14-,15+,16-,17+,18-,19+,20-,21+,22-,23-,24+/m0/s1
• InChIKey: AEKIUMMMGNCKSL-FQKVVJEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,4R,5R,7S,10R,11S,14S,15S,16S,18S,19S)-15-(3-hydroxyprop-1-yn-1-yl)-10,14-dimethylhexacyclo[9.8.0.0^2,^4.0^5,^1^0.0^1^4,^1^9.0^1^6,^1^8]nonadecane-5,7,15-triol
• IUPAC Traditional name: (1R,2R,4R,5R,7S,10R,11S,14S,15S,16S,18S,19S)-15-(3-hydroxyprop-1-yn-1-yl)-10,14-dimethylhexacyclo[9.8.0.0^2,^4.0^5,^1^0.0^1^4,^1^9.0^1^6,^1^8]nonadecane-5,7,15-triol
• Synonyms: (3S,5R,6R,7R,8R,9S,10R,13S,14S,15S,16S,17S)-octadecahydro-17-(3-hydroxy-1-propynyl)-10,13-dimethyl-5H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-3,5,17-triol; 17-(3-Hydroxy-1-propynyl)-6β,7β:15β,16β-dimethyleneandrostane-3β,5β,17β-triol

Database IDs

• CAS Number: 82543-17-7
• PubChem SID: 164227129
• PubChem CID: 13075981

CALCULATED PROPERTIES

• Acid pKa: 12.607613
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 1.1665684
• LogD (pH = 7.4): 1.1665658
• Log P: 1.1665685
• Molar Refractivity: 106.095 cm^3
• Polarizability: 41.95095 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - H952585

Intermediate for the preparation of Drospirenone.