Structure via PubChem · Public domain (PubChem)
folinic acid
Sign in to saveAlso known as leucovorin, citrovorum factor, 5-formyltetrahydrofolate, Leucovorinum, Acide folinique, 5-Formyl-5,6,7,8-tetrahydrofolic acid, 10-Formyl-7,8-dihydrofolic acid
group of stereoisomers
Key facts
- Pronunciation
- Leucovorin / ˌ lj uː k oʊ ˈ v ɔː r ɪ n /
- Other names
- Leucovorin, citrovorum factor, 5-formyltetrahydrofolate
- Ahfs drugs com
- Monograph
- Medlineplus
- a608038
- License data
- United States</span>"}]]}'>US DailyMed : Leucovorin calcium
- Pregnancy category
- Australia</span>"}]]}'>AU : A
- Routes of administration
- By mouth , intramuscular , intravenous
- Atc code
- V03AF03 ( WHO )
- Legal status
- United States</span>"}]]}'>US : ℞-only
- Bioavailability
- Dose dependent
- Protein binding
- ~15%
- Elimination half life
- 6.2 hours
- Excretion
- Kidney
- Cas number
- 1492-18-8
- Drugbank
- DB00650
- Unii
- RPR1R4C0P4
- Chembl
- ChEMBL1679
- Comptox dashboard u s environmental prot
- DTXSID0048216
via Wikipedia infobox
Chemical data
- Formula
- C20H23N7O7
- Molecular weight
- 473.4 g/mol
- IUPAC name
- (2S)-2-[[4-[(2-amino-5-formyl-4-oxo-1,6,7,8-tetrahydropteridin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
- SMILES
- C1C(N(C2=C(N1)NC(=NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
- InChIKey
- VVIAGPKUTFNRDU-ABLWVSNPSA-N
- XLogP
- -1.2
- Polar surface area
- 216 Ų
- H-bond donors
- 7
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1952
- Admin. routes
- oral, parenteral
- Indications
- gastric carcinoma, hepatocellular carcinoma, adenocarcinoma, colorectal adenocarcinoma
via ChEMBL · EBI
Research
16,314 papers- Efficacy of oral folinic acid supplementation in children with autism spectrum disorder: a randomized double-blind, placebo-controlled trial.European journal of pediatrics · 2024
- Folinic acid improves verbal communication in children with autism and language impairment: a randomized double-blind placebo-controlled trial.Molecular psychiatry · 2018
- Folinic acid improves the score of Autism in the EFFET placebo-controlled randomized trial.Biochimie · 2020
- Leucovorin (folinic acid) rescue for high-dose methotrexate: A review.Journal of clinical pharmacy and therapeutics · 2022
- Folic Acid, Folinic Acid, 5 Methyl TetraHydroFolate Supplementation for Mutations That Affect Epigenesis through the Folate and One-Carbon Cycles.Biomolecules · 2022
via PubMed
Wikidata facts
- Mass
- 473.1658960759999
Show 3 more facts
- isomeric SMILES
- C1C(N(C2=C(N1)NC(=NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
- chemical formula
- C₂₀H₂₃N₇O₇
- canonical SMILES
- C1C(N(C2=C(N1)NC(=NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)NC(CCC(=O)O)C(=O)O
via Wikidata · CC0
~11 min read
Encyclopedic overview
Folinic acid, also known as leucovorin, is a medication used to decrease the toxic effects of methotrexate and pyrimethamine. It is also used in combination with 5-fluorouracil to treat colorectal cancer and pancreatic cancer, and may be used to treat folate deficiency, anemia, and methanol poisoning. It is taken by mouth, injection into a muscle, or injection into a vein.
Side effects may include trouble sleeping, allergic reactions, or fever. Use in pregnancy or breastfeeding is generally regarded as safe. When used for anemia it is recommended that pernicious anemia as a cause be ruled out first. Folinic acid is a form of folic acid that does not require activation by dihydrofolate reductase to be useful to the body.
Excerpted from Wikipedia’s “folinic acid” article, available under the CC BY-SA 4.0 licence.