DIHYDROFOLIC ACID

First approved in 2023

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 Search

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

Molecular Formula	C19H21N7O6
Molecular Weight	443.4133
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Developing a dynamic pharmacophore model for HIV-1 integrase.	2000 Jun 1	10841789
Preliminary application of liquid chromatography-electrospray-ionization mass spectrometry to the detection of 5-methyltetrahydrofolic acid monoglutamate in human plasma.	2001 Dec 25	11767307
Molecular action of methotrexate in inflammatory diseases.	2002	12106498
Role of water in the catalytic cycle of E. coli dihydrofolate reductase.	2002 Jun	12021443
Folate requirements of the 2-keto-L-gulonic acid-producing strain Ketogulonigenium vulgare LMP P-20356 in L-sorbose/CSL medium.	2004 Aug	15293031
Over-expression, purification, and characterization of recombinant human arylamine N-acetyltransferase 1.	2005 Feb	16003948
The antifolate activity of tea catechins.	2005 Mar 15	15781612
Protein motions during catalysis by dihydrofolate reductases.	2006 Aug 29	16873119
A functional 19-base pair deletion polymorphism of dihydrofolate reductase (DHFR) and risk of breast cancer in multivitamin users.	2007 Apr	17413111
Adenosine in inflammatory joint diseases.	2007 Mar	18404428
Novel triazine JPC-2067-B inhibits Toxoplasma gondii in vitro and in vivo.	2008 Mar 5	18320016
Regulation of translation in haloarchaea: 5'- and 3'-UTRs are essential and have to functionally interact in vivo.	2009	19214227
Voltammetric determination of sulfamethoxazole at a multiwalled carbon nanotube modified glassy carbon sensor and its application studies.	2009 Jul	20355213
QM/MM study of thymidylate synthase: enzymatic motions and the temperature dependence of the rate limiting step.	2009 Mar 12	19182971
(E)-N'-(4-Bromo-benzyl-idene)-p-toluene-sulfonohydrazide.	2009 Mar 25	21582542
Management of Pneumocystis Jirovecii pneumonia in HIV infected patients: current options, challenges and future directions.	2010	22096390
Antimicrobial evaluation of novel substituted pyrimidinopyrazoles and pyrimidinotriazoles.	2010 Apr	22247851
Characterisation of the bifunctional dihydrofolate synthase-folylpolyglutamate synthase from Plasmodium falciparum; a potential novel target for antimalarial antifolate inhibition.	2010 Jul	20350571
Cobalamin deficiency, hyperhomocysteinemia, and dementia.	2010 May 6	20505848
A cardiac-specific robotized cellular assay identified families of human ligands as inducers of PGC-1α expression and mitochondrial biogenesis.	2012	23056435

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 01:35:08 GMT 2023` Edited by `admin` on `Sat Dec 16 01:35:08 GMT 2023`
Record UNII	KXP0KNM559
Record Status	`Validated (UNII)`
Record Version

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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

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