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

• ChemBase ID: 73211
• Molecular Formular: C20H21CaN7O7
• Molecular Mass: 511.50144
• Monoisotopic Mass: 511.11283703
• SMILES: c1c(ccc(c1)NC[C@@H]1N(c2c(NC1)[nH]c(nc2=O)N)C=O)C(=O)N[C@@H](CCC(=O)[O-])C(=O)[O-].[Ca+2]
• Canonical SMILES: O=CN1[C@@H](CNc2ccc(cc2)C(=O)N[C@H](C(=O)[O-])CCC(=O)[O-])CNc2c1c(=O)nc([nH]2)N.[Ca+2]
• InChI: InChI=1S/C20H23N7O7.Ca/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);/q;+2/p-2/t12-,13-;/m0./s1
• InChIKey: KVUAALJSMIVURS-QNTKWALQSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: calcium (2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioate
• IUPAC Traditional name: calcium(2+) (2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioate
• Synonyms: Calcium Folinate; Calcium levofolinate

Database IDs

• CAS Number: 80433-71-2
• PubChem SID: 162038131
• PubChem CID: 9892583

CALCULATED PROPERTIES

• Acid pKa: 3.0870106
• H Acceptors: 12
• H Donor: 5
• LogD (pH = 5.5): -6.242469
• LogD (pH = 7.4): -8.894597
• Log P: -3.8975205
• Molar Refractivity: 148.1362 cm^3
• Polarizability: 43.079628 Å^3
• Polar Surface Area: 221.21 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2588

Research Area: Cancer
Biological Activity:
Calcium levofolinate (Calcium Folinate) is a calcium salt of folinic acid that is an adjuvant used in cancer chemotherapy. Calcium levofolinate (Calcium Folinate) is also used in synergistic combination with the chemotherapy agent 5-fluorouracil. Folinic acid is a 5-formyl derivative of tetrahydrofolic acid. Folinic acid is readily converted to other reduced folic acid derivatives (e.g., tetrahydrofolate), and, thus, has vitamin activity that is equivalent to that of folic acid. However, since it does not require the action of dihydrofolate reductase for its conversion, its function as a vitamin is unaffected by inhibition of this enzyme by drugs such as methotrexate. [1]

REFERENCES

• http://en.wikipedia.org/wiki/Folinic_acid