calcium (2S)-2-{[4-({[2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydro(6,7-2H2)pteridin-6-yl](2H2)methyl}amino)phenyl]formamido}pentanedioate pentahydrate

• ChemBase ID: 172269
• Molecular Formular: C20H31CaN7O12
• Molecular Mass: 601.57784
• Monoisotopic Mass: 601.16566045
• SMILES: n1c([nH]c2c(c1=O)N(C(CN2)CNc1ccc(cc1)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-])C=O)N.[Ca+2].O.O.O.O.O
• Canonical SMILES: O=CN1C(CNc2ccc(cc2)C(=O)N[C@H](C(=O)[O-])CCC(=O)[O-])CNc2c1c(=O)nc([nH]2)N.O.O.O.O.O.[Ca+2]
• InChI: InChI=1S/C20H23N7O7.Ca.5H2O/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30;;;;;;/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32);;5*1H2/q;+2;;;;;/p-2/t12?,13-;;;;;;/m0....../s1
• InChIKey: NPPBLUASYYNAIG-ZIGBGYJWSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium (2S)-2-{[4-({[2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydro(6,7-^2H₂)pteridin-6-yl](^2H₂)methyl}amino)phenyl]formamido}pentanedioate pentahydrate
• IUPAC Traditional name: calcium (2S)-2-{[4-({[2-amino-5-formyl-4-oxo-7,8-dihydro(6,7-^2H₂)-1H-pteridin-6-yl](^2H₂)methyl}amino)phenyl]formamido}pentanedioate pentahydrate
• Synonyms: N-[4-[[(2-Amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl-d4]-L-glutamic Acid Calcium Salt Pentahydrate; Calcium Folinate-d4; Folaren-d4; Foliben-d4; Folidan-d4; Folinic Acid-d4 Calcium Salt Pentahydrate; Lederfolat-d4; Lederfolin-d4; Leucovorin-d4 Calcium Salt Pentahydrate, > 90%

Database IDs

• PubChem SID: 164228179
• PubChem CID: 71749767

CALCULATED PROPERTIES

• Acid pKa: 3.2672794
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -6.2633014
• LogD (pH = 7.4): -8.90289
• Log P: -2.846294
• Molar Refractivity: 148.1362 cm^3
• Polarizability: 43.080196 Å^3
• Polar Surface Area: 221.21 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Yellow Solid
• Melting Point: >250°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - L330402

An labelled intermediate product of the metabolism of Folic Acid. This compound is a mixture of diastereomers.

REFERENCES

• Pont, L.O., et al.: Anal. Profiles Drug Subs., 8, 315 (1979)
• Yale, R.J.D, et al.: J. Biol. Med., 61, 23 (1979)