(1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-5'-hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.02,4.05,10.014,19.016,18]nonadecane-15,2'-oxolan]-5-en-7-one

• ChemBase ID: 170494
• Molecular Formular: C24H32O3
• Molecular Mass: 368.50908
• Monoisotopic Mass: 368.23514488
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H]([C@@H]3[C@H]2C3)[C@H]2[C@](CC1)([C@@]1([C@@H]3[C@H]2C3)CCC(O1)O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)[C@@H]1C[C@@H]1[C@@H]1[C@@H]2CC[C@]2([C@H]1[C@@H]1C[C@@H]1[C@]12CCC(O1)O)C)C
• InChI: InChI=1S/C24H32O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h9,13-16,18-21,26H,3-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,19?,20-,21+,22-,23+,24+/m1/s1
• InChIKey: OZHJDAVVZBEUJC-FLBZTRTBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-5'-hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0^2,^4.0^5,^1^0.0^1^4,^1^9.0^1^6,^1^8]nonadecane-15,2'-oxolan]-5-en-7-one
• IUPAC Traditional name: (1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-5'-hydroxy-10,14-dimethylspiro[hexacyclo[9.8.0.0^2,^4.0^5,^1^0.0^1^4,^1^9.0^1^6,^1^8]nonadecane-15,2'-oxolan]-5-en-7-one
• Synonyms: (2'S,6R,7R,8R,9S,10R,13S,14S,15S,16S)-1,4',5',6,7,8,9,10,11,12,13,14,15,16,20,21-Hexadecahydro-5'-hydroxy-10,13-dimethyl-spiro[17H-dicyclopropa[6,7:15,16]cyclopenta[a]phenanthrene-17,2'(3'H)-furan]-3(2H)-one; Drospirenone Lactol Impurity; 5'-Hydroxy Drospirenone

Database IDs

• CAS Number: 863329-71-9
• PubChem SID: 164226404
• PubChem CID: 71748996

CALCULATED PROPERTIES

• Acid pKa: 12.454884
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1546316
• LogD (pH = 7.4): 3.1546278
• Log P: 3.1546316
• Molar Refractivity: 103.0629 cm^3
• Polarizability: 40.972973 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941650

5’-Hydroxy Drospirenone is an impurity of Drospirenone (D689500).