<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2740</id>
  <title>T3D2698</title>
  <common-name>Folic acid</common-name>
  <description>Folic acid is a member of the vitamin B family that stimulates the hematopoietic system. It is present in the liver and kidney and is found in mushrooms, spinach, yeast, green leaves, and grasses (poaceae). Folic acid, being biochemically inactive, is converted to tetrahydrofolic acid and methyltetrahydrofolate by dihydrofolate reductase. These folic acid congeners are transported across cells by receptor-mediated endocytosis where they are needed to maintain normal erythropoiesis, synthesize purine and thymidylate nucleic acids, interconvert amino acids, methylated tRNA, and generate and use formate. Folic acid is used in the treatment and prevention of folate deficiencies and megaloblastic anemia.</description>
  <cas>59-30-3</cas>
  <pubchem-id>6037</pubchem-id>
  <chemical-formula>C19H19N7O6</chemical-formula>
  <weight>441.139680</weight>
  <appearance>White powder.</appearance>
  <melting-point>250 dec°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>1.6 mg/L (at 25°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Intravenous, Oral</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Folic acid, as it is biochemically inactive, is converted to tetrahydrofolic acid and methyltetrahydrofolate by dihydrofolate reductase. These folic acid congeners are transported across cells by receptor-mediated endocytosis where they are needed to maintain normal erythropoiesis, synthesize purine and thymidylate nucleic acids, interconvert amino acids, methylate tRNA, and generate and use formate. Using vitamin B12 as a cofactor, folic acid can normalize high homocysteine levels by remethylation of homocysteine to methionine via methionine synthetase.</mechanism-of-toxicity>
  <metabolism>HepaticRoute of Elimination: Folic Acid is metabolized in the liver to 7, 8-dihydrofolic acid and eventually to 5,6,7,8-tetrahydrofolic acid with the aid of reduced diphosphopyridine nucleotide (DPNH) and folate reductases. A majority of the metabolic products appeared in the urine after 6 hours; excretion was generally complete within 24 hours. Folic Acid is also excreted in the milk of lactating mothers.</metabolism>
  <toxicity>LD50: 85 mg/kg (Intraperitoneal, Mouse) (A308)LD50: 120 mg/kg (Intravenous, Guinea pig) (A308)LD50: 239 mg/kg (Intravenous Mouse) (A308)LD50: 500 mg/kg (Intravenous, Rat) (A308)LD50: 410 mg/kg (Intravenous, Rabbit) (A308)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>For treatment of folic acid deficiency, megaloblastic anemia and in anemias of nutritional supplements, pregnancy, infancy, or childhood.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms></symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-07-21T20:26:10Z</created-at>
  <updated-at type="dateTime">2026-03-27T01:22:50Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Folic_Acid</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C00504</kegg-compound-id>
  <omim-id>136610
136630
229050
229100
236200
236250
309548
601634
601775
603174
608866</omim-id>
  <chebi-id>27470</chebi-id>
  <biocyc-id>FOLATE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Folic Acid</stitch-id>
  <drugbank-id>DB00158</drugbank-id>
  <pdb-id>FOL</pdb-id>
  <actor-id>2649</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>NC1=NC(=O)C2=NC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=CN=C2N1</moldb-smiles>
  <moldb-formula>C19H19N7O6</moldb-formula>
  <moldb-inchi>InChI=1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1</moldb-inchi>
  <moldb-inchikey>OVBPIULPVIDEAO-LBPRGKRZSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">441.3975</moldb-average-mass>
  <moldb-mono-mass type="decimal">441.139681375</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-2.5</logp>
  <hmdb-id>HMDB00121</hmdb-id>
  <chembl-id>CHEMBL1622</chembl-id>
  <chemspider-id>5815</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Carroll G. Temple, Jr., Robert D. Elliott, Jerry D. Rose, John A. Montgomery, &amp;#8220;Preparation of tetrahydrofolic acid from folic acid.&amp;#8221; U.S. Patent US4206307, issued April, 1956.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002130</chemdb-id>
  <dsstox-id>DTXSID0022519</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00007261</susdat-id>
  <iupac>(2S)-2-[(4-{[(2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid</iupac>
</compound>
