(4S)-4-[(1'S,2'S,5'R,7'R,10'R,11'S,14'R,15'R,16'S)-5',16'-dihydroxy-2',15'-dimethylspiro[diaziridine-2,9'-tetracyclo[8.7.0.02,7.011,15]heptadecane]-14'-yl]pentanoic acid

• ChemBase ID: 167807
• Molecular Formular: C24H40N2O4
• Molecular Mass: 420.5854
• Monoisotopic Mass: 420.29880777
• SMILES: C1C[C@H](C[C@@H]2[C@]1([C@@H]1[C@@H](C3(C2)NN3)[C@H]2[C@]([C@H](C1)O)([C@H](CC2)[C@H](CCC(=O)O)C)C)C)O
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)CC1([C@@H]3[C@@H]2C[C@H](O)[C@]2([C@H]3CC[C@@H]2[C@H](CCC(=O)O)C)C)NN1)C
• InChI: InChI=1S/C24H40N2O4/c1-13(4-7-20(29)30)16-5-6-17-21-18(11-19(28)23(16,17)3)22(2)9-8-15(27)10-14(22)12-24(21)25-26-24/h13-19,21,25-28H,4-12H2,1-3H3,(H,29,30)/t13-,14-,15+,16+,17-,18-,19-,21-,22-,23+/m0/s1
• InChIKey: OCQCAIZRAFUGBU-CSGWRKSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-[(1'S,2'S,5'R,7'R,10'R,11'S,14'R,15'R,16'S)-5',16'-dihydroxy-2',15'-dimethylspiro[diaziridine-2,9'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-14'-yl]pentanoic acid
• IUPAC Traditional name: (4S)-4-[(1'S,2'S,5'R,7'R,10'R,11'S,14'R,15'R,16'S)-5',16'-dihydroxy-2',15'-dimethylspiro[diaziridine-2,9'-tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecane]-14'-yl]pentanoic acid
• Synonyms: (3α,5β,12α)-3,12-Dihydroxy-spiro[cholane-7,3'-diaziridin]-24-oic Acid; (3α,5β,12α)-7-Hydrazi-3,12-dihydroxy-cholan-24-oic Acid; 3α,12-α-Dihydroxy-7-diazirdinecholanic Acid

Database IDs

• CAS Number: 86933-63-3
• PubChem SID: 162261940
• PubChem CID: 71316241

CALCULATED PROPERTIES

• Acid pKa: 4.451818
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 1.3080945
• LogD (pH = 7.4): -0.4536948
• Log P: 2.400474
• Molar Refractivity: 135.1228 cm^3
• Polarizability: 45.904232 Å^3
• Polar Surface Area: 121.64 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Brown Solid
• Melting Point: 100°C