U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21N7O6
Molecular Weight 443.4133
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIHYDROFOLIC ACID

SMILES

NC1=NC(=O)C2=C(NCC(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)=N2)N1

InChI

InChIKey=OZRNSSUDZOLUSN-LBPRGKRZSA-N
InChI=1S/C19H21N7O6/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/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Developing a dynamic pharmacophore model for HIV-1 integrase.
2000 Jun 1
Preliminary application of liquid chromatography-electrospray-ionization mass spectrometry to the detection of 5-methyltetrahydrofolic acid monoglutamate in human plasma.
2001 Dec 25
Molecular action of methotrexate in inflammatory diseases.
2002
Role of water in the catalytic cycle of E. coli dihydrofolate reductase.
2002 Jun
Hydride transfer during catalysis by dihydrofolate reductase from Thermotoga maritima.
2003 Sep 1
Sodium-dependent methotrexate carrier-1 is expressed in rat kidney: cloning and functional characterization.
2004 Mar
Microscale synthesis of isotopically labeled R-[6-xH]N5,N10-methylene-5,6,7,8-tetrahydrofolate as a cofactor for thymidylate synthase.
2004 May 1
Methotrexate enhances the anti-inflammatory effect of CF101 via up-regulation of the A3 adenosine receptor expression.
2006
Experimental characterization of Cis-acting elements important for translation and transcription in halophilic archaea.
2007 Dec
catena-Poly[bis-(sulfamethoxazolium) [[trichloridocadmate(II)]-μ-chlorido] monohydrate].
2007 Dec 21
Role of airway lactoperoxidase in scavenging of hydrogen peroxide damage in asthma.
2007 Jul
Adenosine in inflammatory joint diseases.
2007 Mar
Metabolism of halophilic archaea.
2008 Mar
(E)-N'-(3,3-Diphenyl-allyl-idene)-p-toluene-sulfonohydrazide.
2009 Apr 18
A mapping of drug space from the viewpoint of small molecule metabolism.
2009 Aug
Antimicrobial evaluation of novel substituted pyrimidinopyrazoles and pyrimidinotriazoles.
2010 Apr
Characterisation of the bifunctional dihydrofolate synthase-folylpolyglutamate synthase from Plasmodium falciparum; a potential novel target for antimalarial antifolate inhibition.
2010 Jul
Cobalamin deficiency, hyperhomocysteinemia, and dementia.
2010 May 6
[Photobiochemistry of folates: a photochemical reduction of folic acid].
2010 May-Jun
A cardiac-specific robotized cellular assay identified families of human ligands as inducers of PGC-1α expression and mitochondrial biogenesis.
2012
Patents
Name Type Language
DIHYDROFOLIC ACID
Common Name English
NSC-165989
Code English
7,8-DIHYDROFOLIC ACID [DSC]
Common Name English
(2S)-2-((4-(((2-AMINO-4-OXO-1,4,7,8-TETRAHYDROPTERIDIN-6-YL)METHYL)AMINO)BENZOYL)AMINO)PENTANEDIOIC ACID
Systematic Name English
CALCIUM FOLINATE IMPURITY G [EP IMPURITY]
Common Name English
7,8-DIHYDROFOLIC ACID
DSC  
Common Name English
L-GLUTAMIC ACID, N-(4-(((2-AMINO-3,4,7,8-TETRAHYDRO-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)-
Systematic Name English
7,8-DIHYDRO-L-FOLIC ACID
Common Name English
Code System Code Type Description
PUBCHEM
135398604
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
CHEBI
23743
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
DRUG BANK
DB02015
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
EPA CompTox
DTXSID401027140
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
NSC
165989
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
CHEBI
15633
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
FDA UNII
KXP0KNM559
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
CAS
4033-27-6
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
RXCUI
2267573
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
DAILYMED
KXP0KNM559
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY
WIKIPEDIA
Dihydrofolic acid
Created by admin on Sat Dec 16 01:35:08 GMT 2023 , Edited by admin on Sat Dec 16 01:35:08 GMT 2023
PRIMARY