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Tetrahydrofolic acid information


Tetrahydrofolic acid
Skeletal formula of tetrahydrofolic acid
Space-filling model of the tetrahydrofolic acid molecule
Names
IUPAC name
N-[4-({[(6Ξ)-2-Amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoyl]-L-glutamic acid
Systematic IUPAC name
(2S)-2-[4-({[(6Ξ)-2-Amino-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzamido]pentanedioic acid
Identifiers
CAS Number
  • 135-16-0 checkY
3D model (JSmol)
  • Interactive image
3DMet
  • B04806
Beilstein Reference
101189
ChEBI
  • CHEBI:20506 checkY
ChemSpider
  • 82572 checkY
DrugBank
  • DB00116 checkY
IUPHAR/BPS
  • 4675
KEGG
  • C00101 checkY
MeSH 5,6,7,8-tetrahydrofolic+acid
PubChem CID
  • 91443
UNII
  • 43ZWB253H4 checkY
InChI
  • InChI=1S/C19H23N7O6/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/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11?,12-/m0/s1 checkY
    Key: MSTNYGQPCMXVAQ-KIYNQFGBSA-N checkY
  • InChI=1/C19H23N7O6/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/h1-4,11-12,21,23H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t11?,12-/m0/s1
    Key: MSTNYGQPCMXVAQ-KIYNQFGBBC
SMILES
  • O=C(O)[C@@H](NC(=O)c1ccc(cc1)NCC3N/C2=C(/N/C(=N\C2=O)N)NC3)CCC(=O)O
Properties
Chemical formula
C19H23N7O6
Molar mass 445.43 g/mol
Melting point 250 °C (482 °F; 523 K)
Solubility in water
0.27 g/L
Acidity (pKa) 3.51
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tetrahydrofolic acid (THFA), or tetrahydrofolate, is a folic acid derivative.

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Tetrahydrofolic acid

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L. D.; Osborn, M. J.; Hatefi, Y. (August 1, 1957). "Hydroxymethyl Tetrahydrofolic Dehydrogenase". Journal of Biological Chemistry. 227 (2): 637–647....

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