FOLITIXORIN

Investigational

Details

Stereochemistry	EPIMERIC
Molecular Formula	C20H23N7O6
Molecular Weight	457.4399
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC2=C(N3CN(CC3CN2)C4=CC=C(C=C4)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C(=O)N1

InChI

InChIKey=QYNUQALWYRSVHF-ABLWVSNPSA-N

InChI=1S/C20H23N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,12-13H,5-9H2,(H,23,30)(H,28,29)(H,32,33)(H4,21,22,24,25,31)/t12?,13-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C20H23N7O6
Molecular Weight	457.4399
Charge	0
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	1 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800014320 | https://www.pharmacodia.com/yaodu/html/v1/chemicals/67da624214ee8e89992ce70459e669a3.html

Folitixorin, a thymidylate synthase inhibitor is a substrate used by the enzyme methylenetetrahydrofolate reductase (MTHFR) to generate 5-methyltetrahydrofolate. Folitixorin was studied in clinical trials for the treatment of breast cancer, metastatic colorectal cancer and for the treatment of advanced pancreatic cancer. Folitixorin had been granted orphan drug status for the treatment of pancreatic cancer in both the U.S. and EU. However, further development of this drug was discontinued.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Thymidylate synthase 33 Target ID: CHEMBL1952 Sources: https://www.pharmacodia.com/yaodu/html/v1/chemicals/0338bf13624f52beaca91ec4a23c860c.html\|https://adisinsight.springer.com/drugs/800014320	Inhibitor 8504

PubMed

Title	Date	PubMed
Renal failure after high-dose methotrexate in a child homozygous for MTHFR C677T polymorphism.	2008-01	17387702
Methylenetetrahydrofolate reductase gene polymorphisms: genomic predictors of clinical response to fluoropyrimidine-based chemotherapy?	2006-06	16187112
A candidate genetic risk factor for vascular disease: a common mutation in methylenetetrahydrofolate reductase.	1995-05	7647779

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:18:41 GMT 2025` Edited by `admin` on `Mon Mar 31 18:18:41 GMT 2025`
Record UNII	0SXY5ET48B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FOLITIXORIN

Official Name

English

5,10-METHYLENETETRAHYDROFOLIC ACID

Preferred Name

English

N5,N10-METHYLENETETRAHYDROFOLIC ACID

Common Name

English

5,10-METHYLENETETRAHYDROFOLIC ACID [DSC]

Common Name

English

5,10-METHYLENE-5,6,7,8-TETRAHYDROFOLIC ACID

Common Name

English

L-GLUTAMIC ACID, N-(4-(3-AMINO-1,2,5,6,6A,7-HEXAHYDRO-1-OXOIMIDAZO(1,5-F)PTERIDIN-8(9H)-YL)BENZOYL)-

Common Name

English

5,10-METHYLENE-(6RS)-TETRAHYDROFOLIC ACID

Common Name

English

folitixorin [INN]

Common Name

English

Folitixorin [WHO-DD]

Common Name

English

FOLIC ACID, TETRAHYDRO-N5,N10-METHYLENE-

Common Name

English

N5,N10-METHYLENETETRAHYDROPTEROYLGLUTAMIC ACID

Common Name

English

N5,N10-METHYLENE-5,6,7,8-TETRAHYDROFOLIC ACID

Common Name

English

5,10-METHYLENETETRAFOLATE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2078