(1S,2R,5R,6R,10R,11S,13R,15S)-11,13-dihydroxy-5-[(2R)-6-hydroxy-6-methylheptan-2-yl]-6,10-dimethyl-18-phenyl-16,18,20-triazahexacyclo[13.5.2.01,9.02,6.010,15.016,20]docos-21-ene-17,19-dione

• ChemBase ID: 176928
• Molecular Formular: C35H49N3O5
• Molecular Mass: 591.78066
• Monoisotopic Mass: 591.36722168
• SMILES: C1C2[C@@]3([C@H]4[C@](C1)([C@H](CC4)[C@@H](CCCC(O)(C)C)C)C)C=C[C@@]1([C@@]2([C@H](C[C@@H](C1)O)O)C)n1n3c(=O)n(c1=O)c1ccccc1
• Canonical SMILES: O[C@H]1C[C@H](O)[C@]2([C@]3(C1)C=C[C@]1(C2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCCC(O)(C)C)C)C)n1n3c(=O)n(c1=O)c1ccccc1)C
• InChI: InChI=1S/C35H49N3O5/c1-22(10-9-16-31(2,3)43)25-13-14-26-32(25,4)17-15-27-33(5)28(40)20-24(39)21-34(33)18-19-35(26,27)38-30(42)36(29(41)37(34)38)23-11-7-6-8-12-23/h6-8,11-12,18-19,22,24-28,39-40,43H,9-10,13-17,20-21H2,1-5H3/t22-,24+,25-,26-,27?,28+,32-,33+,34-,35+/m1/s1
• InChIKey: RVRCZEWXGQLAHF-SFPINSCJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,6R,10R,11S,13R,15S)-11,13-dihydroxy-5-[(2R)-6-hydroxy-6-methylheptan-2-yl]-6,10-dimethyl-18-phenyl-16,18,20-triazahexacyclo[13.5.2.0^1,^9.0^2,^6.0^1^0,^1^5.0^1^6,^2^0]docos-21-ene-17,19-dione
• IUPAC Traditional name: (1S,2R,5R,6R,10R,11S,13R,15S)-11,13-dihydroxy-5-[(2R)-6-hydroxy-6-methylheptan-2-yl]-6,10-dimethyl-18-phenyl-16,18,20-triazahexacyclo[13.5.2.0^1,^9.0^2,^6.0^1^0,^1^5.0^1^6,^2^0]docos-21-ene-17,19-dione
• Synonyms: (4aS,6R,8S,8aR,8bR,10aR,11R,13aR,13bS)-6,7,8,8a,8b,9,10,10a,11,12,13,13a-Dodecahydro-6,8-dihydroxy-11-[(1R)-5-hydroxy-1,5-dimethylhexyl]-8a,10a-dimethyl-2-phenyl-5H-4a,13b-etheno-1H,4aH-benzo[c]cyclopenta[h][1,2,4]triazolo[1,2-a]cinnoline-1,3(2H)-dione; Pro-Calcitriol PTAD Adduct

Database IDs

• CAS Number: 137342-95-1
• PubChem SID: 164232838
• PubChem CID: 71751772

CALCULATED PROPERTIES

• Acid pKa: 14.439235
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 4.400457
• LogD (pH = 7.4): 4.400457
• Log P: 4.400457
• Molar Refractivity: 164.626 cm^3
• Polarizability: 64.522675 Å^3
• Polar Surface Area: 104.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P755250

Calcitriol (C144500) impurity. An intermediate for dihydroxyvitamin D3.

REFERENCES

• Abe, E., et al.: Cancer Res., 46, 6316 (1986)