methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[2-amino-6-imino-4-(piperidin-1-yl)-1,6-dihydropyrimidin-1-yl]oxy}oxane-2-carboxylate

• ChemBase ID: 174644
• Molecular Formular: C22H31N5O10
• Molecular Mass: 525.50904
• Monoisotopic Mass: 525.20709222
• SMILES: C1CCN(CC1)c1cc(=N)n(c(n1)N)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](On2c(=N)cc(nc2N)N2CCCCC2)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C22H31N5O10/c1-11(28)33-16-17(34-12(2)29)19(35-13(3)30)21(36-18(16)20(31)32-4)37-27-14(23)10-15(25-22(27)24)26-8-6-5-7-9-26/h10,16-19,21,23H,5-9H2,1-4H3,(H2,24,25)/t16-,17-,18-,19+,21-/m0/s1
• InChIKey: BWEKUKSOBRNNBJ-HZKQSDJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[2-amino-6-imino-4-(piperidin-1-yl)-1,6-dihydropyrimidin-1-yl]oxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{[2-amino-6-imino-4-(piperidin-1-yl)pyrimidin-1-yl]oxy}oxane-2-carboxylate
• Synonyms: Minoxidil 2,3,4-Tri-O-acetyl-β-D-glucuronic Acid Methyl Ester

Database IDs

• PubChem SID: 164230554
• PubChem CID: 71750748

CALCULATED PROPERTIES

• H Acceptors: 11
• H Donor: 2
• LogD (pH = 5.5): -2.1548054
• LogD (pH = 7.4): -0.89468986
• Log P: 0.14235549
• Molar Refractivity: 141.7678 cm^3
• Polarizability: 48.506416 Å^3
• Polar Surface Area: 192.37 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Foam

DETAILS

Toronto Research Chemicals - M345130

A protected metabolite of Minoxidil.