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Record Information
Version2.0
Created at2024-09-10 18:58:14 UTC
Updated at2024-09-10 18:58:14 UTC
NP-MRD IDNP0334575
Secondary Accession NumbersNone
Natural Product Identification
Common NameFolinic acid
DescriptionFolinic acid is also known as folinate. Folinic acid was first documented in 2024 (PMID: 39264626). Based on a literature review a small amount of articles have been published on Folinic acid (PMID: 39247241) (PMID: 39243316) (PMID: 39236564).
Structure
Thumb
Synonyms
ValueSource
FolinateGenerator
Chemical FormulaC20H23N7O7
Average Mass473.4460 Da
Monoisotopic Mass473.16590 Da
IUPAC Name(2S)-2-{[4-({[(6S)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)phenyl]formamido}pentanedioic acid
Traditional Namelevoleucovorin
CAS Registry NumberNot Available
SMILES
NC1=NC(=O)C2=C(NC[C@H](CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)N2C=O)N1
InChI Identifier
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-/s2
InChI KeyVVIAGPKUTFNRDU-NVHKGDCHNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tetrahydrofolic acids. These are heterocyclic compounds based on the 5,6,7,8-tetrahydropteroic acid skeleton conjugated with at least one L-glutamic acid unit.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassPterins and derivatives
Direct ParentTetrahydrofolic acids
Alternative Parents
Substituents
  • Tetrahydrofolic acid
  • Glutamic acid or derivatives
  • N-acyl-alpha amino acid or derivatives
  • N-acyl-alpha-amino acid
  • Hippuric acid
  • Hippuric acid or derivatives
  • Alpha-amino acid or derivatives
  • Aminobenzamide
  • Aminobenzoic acid or derivatives
  • Benzamide
  • Benzoic acid or derivatives
  • Benzoyl
  • Aniline or substituted anilines
  • Phenylalkylamine
  • Aminopyrimidine
  • Secondary aliphatic/aromatic amine
  • Pyrimidone
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Pyrimidine
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous amide
  • Tertiary carboxylic acid amide
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Amino acid
  • Carboxamide group
  • Secondary amine
  • Carboxylic acid
  • Carboxylic acid derivative
  • Azacycle
  • Organooxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Amine
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary amine
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-3.8ChemAxon
pKa (Strongest Acidic)3.21ChemAxon
pKa (Strongest Basic)4.66ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count7ChemAxon
Polar Surface Area215.55 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity126.46 m³·mol⁻¹ChemAxon
Polarizability46.34 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkFolinic acid
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Diefenhardt M, Martin D, Hofheinz RD, Ghadimi M, Fokas E, Rodel C, Fleischmann M: Persistent Lymph Node Metastases After Neoadjuvant Chemoradiotherapy for Rectal Cancer. JAMA Netw Open. 2024 Sep 3;7(9):e2432927. doi: 10.1001/jamanetworkopen.2024.32927. [PubMed:39264626 ]
  2. Senturk M, Altundag O: Oxaliplatin-Induced Immune Thrombocytopenia in a Patient with Pancreatic Cancer. Eur J Case Rep Intern Med. 2024 Aug 21;11(9):004782. doi: 10.12890/2024_004782. eCollection 2024. [PubMed:39247241 ]
  3. Panda PK, Sharawat IK, Saha S, Gupta D, Palayullakandi A, Meena K: Efficacy of oral folinic acid supplementation in children with autism spectrum disorder: a randomized double-blind, placebo-controlled trial. Eur J Pediatr. 2024 Sep 7. doi: 10.1007/s00431-024-05762-6. [PubMed:39243316 ]
  4. Almutair M, Thabet F, Hundallah K, Tabarki B: CIC variants and folinic acid-responsive seizures. Mol Genet Metab. 2024 Aug 30;143(1-2):108574. doi: 10.1016/j.ymgme.2024.108574. [PubMed:39236564 ]