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58-05-9

Basic Information
CAS No.: 58-05-9
Name: Folinic acid
Article Data: 18
Molecular Structure:
Molecular Structure of 58-05-9 (Folinic acid)
Formula: C20H23N7O7
Molecular Weight: 473.445
Synonyms: Glutamicacid, N-[p-[[(2-amino-5-formyl-5,6,7,8-tetrahydro-4-hydroxy-6-pteridinyl)methyl]amino]benzoyl]-,L- (8CI);L-Glutamic acid,N-[4-[[(2-amino-5-formyl-1,4,5,6,7,8-hexahydro-4-oxo-6-pteridinyl)methyl]amino]benzoyl]-(9CI);(6R,S)-5-Formyltetrahydrofolate;5-Formyl-5,6,7,8-tetrahydrofolic acid;5-Formyltetrahydrofolic acid;5-Formyltetrahydropteroylglutamic acid;CF;Folinic acid;Folinic acid-SF;Leucal;Leucoverin;Leucovorin;Levoleucovorin;N5-Formyl-5,6,7,8-tetrahydrofolic acid;N5-Formyltetrahydrofolic acid;Welcovorin;l-Leucovorin;
EINECS: 200-361-6
Density: 1.68 g/cm3
Melting Point: 245ºC (decomp)
Boiling Point: 573.92°C (rough estimate)
Solubility: >1350g/L(25 oC)
Appearance: Crystals from water with 3 mol of water of crystallization.
PSA: 219.84000
LogP: 1.15290
Synthetic route
6035-45-6

Leucovorin Calcium

58-05-9

folinic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 6 - 10℃; for 4h; pH=2.8 - 3.2;n/a
With acetic acid In water at 2 - 12℃; pH=2.5 - 3.5;
58-05-9

folinic acid

disodium leucovorin

Conditions
ConditionsYield
With sodium hydroxide In water pH=8.0;
58-05-9

folinic acid

10016-20-3

alpha cyclodextrin

59-30-3

folate

Conditions
ConditionsYield
In water
58-05-9

folinic acid

442634-22-2, 807328-63-8

N5,N10-methenyl-tetrahydrofolic acid

Conditions
ConditionsYield
With 1,4-bis(2-hydroxyethyl)piperazine; 5,10-methenyltetrahydrofolate synthetase; MgATP; 2-hydroxyethanethiol at 25℃; pH=6; Kinetics; Reagent/catalyst;
With hydrogenchloride In water at 20℃; for 4h; pH=1.9;
58-05-9

folinic acid

N10-formyltetrahydrofolate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 4 h / 20 °C / pH 1.9
2: 0.5 h / 30 °C / pH 7.5 / aq. buffer
View Scheme
58-05-9

folinic acid

tetrahydrofolic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / water / 4 h / 20 °C / pH 1.9
2: 0.5 h / 30 °C / pH 7.5 / aq. buffer
3: recombinant formyltransferase Rft; recombinant monooxygenase Rmo; oxygen; NADPH; flavin adenine dinucleotide / 4 h / 30 °C / pH 7.5 / aq. buffer; Enzymatic reaction
View Scheme
58-05-9

folinic acid

Folitixorin

Conditions
ConditionsYield
With hydrogenchloride; 2-hydroxyethanethiol In water at 20℃; for 4h; pH=1.9;
Raw Materials
6035-45-6
Downstream Products
59-30-3
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    Specifications CAS No.: 58-05-9 Other Names: LEUCOVORIN,Folinic Acid MF: C20H23N7O7 EINECS No.: 200-361-6 Place of Origin: Finland Type: Blood System Agents, Vitamins, Amino Acids and Coenzymes, Auxiliaries and Other Medicinal Chemicals

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    Folinic acid

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  • Folinic acid cas  58-05-9

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Specification

The Leucovorin, with the CAS registry number 58-05-9, is also known as Folinic acid . It belongs to the product category of Pharmaceutical Raw Materials. Its EINECS registry number is 200-361-6. This chemical's molecular formula is C20H23N7O7 and molecular weight is 473.44. What's more, its IUPAC name is 2-[[4-[(2-Amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid and systematic name is called N-(4-{[(2-Amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid. This chemical's classification codes are Growth Substances; Micronutrients; Vitamin B Complex and Vitamins. In addition, it is generally administered as calcium or sodium folinate and is an adjuvant used in cancer chemotherapy involving the drug methotrexate. It is also used in synergistic combination with the chemotherapy agent 5-Fluorouracil.

Physical properties about Leucovorin are: (1) ACD/LogP: -3.19; (2) # of Rule of 5 Violations: 2; (3) ACD/LogD (pH 5.5): -6.09; (4) ACD/LogD (pH 7.4): -7.81; (5) ACD/BCF (pH 5.5): 1; (6) ACD/BCF (pH 7.4): 1; (7) ACD/KOC (pH 5.5): 1; (8) ACD/KOC (pH 7.4): 1; (9) #H bond acceptors: 14; (10) #H bond donors: 8; (11) #Freely Rotating Bonds: 9; (12) Polar Surface Area: 135.61 Å2; (13) Index of Refraction: 1.748; (14) Molar Refractivity: 114.17 cm3; (15) Molar Volume: 280.7 cm3; (16) Polarizability: 45.26×10-24cm3; (17) Surface Tension: 80.9 dyne/cm; (18) Density: 1.68 g/cm3.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)[C@@H](NC(=O)c1ccc(cc1)NCC3N(/C2=C(/N/C(=N\C2=O)N)NC3)C=O)CCC(=O)O
(2) InChI: InChI=1/C20H23N7O7/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)/t12?,13-/m0/s1
(3) InChIKey: VVIAGPKUTFNRDU-ABLWVSNPBN