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folitixorin

Structure via PubChem · Public domain (PubChem)

EntityQ192838· pop 16· linked from 70 articles

folitixorin

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Also known as 5,10-Methylenetetrahydrofolate

5,10-Methylenetetrahydrofolate (N5,N10-Methylenetetrahydrofolate; 5,10-CH2-THF) is cofactor in several biochemical reactions. It exists in nature as the diastereoisomer [6R]-5,10-methylene-THF.

In the Vinony graph

Within Vinony's link graph, folitixorin is referenced by 70 other articles, and connects out to levomefolic acid, cofactor and folinic acid.

It is catalogued under topics including Coenzymes and Folates.

Its subject is documented across 15 Wikipedia language editions.

Chemical data

Formula
C20H23N7O6
Molecular weight
457.4 g/mol
IUPAC name
(2S)-2-[[4-(3-amino-1-oxo-4,5,6,6a,7,9-hexahydroimidazo[1,5-f]pteridin-8-yl)benzoyl]amino]pentanedioic acid
SMILES
C1C2CN(CN2C3=C(N1)NC(=NC3=O)N)C4=CC=C(C=C4)C(=O)N[C@@H](CCC(=O)O)C(=O)O
InChIKey
QYNUQALWYRSVHF-ABLWVSNPSA-N
XLogP
-0.5
Polar surface area
190 Ų
H-bond donors
6
H-bond acceptors
9
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 3
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Has part
carbon
Mass
457.171
Show 4 more facts
canonical SMILES
C1C2CN(CN2C3=C(N1)NC(=NC3=O)N)C4=CC=C(C=C4)C(=O)NC(CCC(=O)O)C(=O)O
chemical formula
C₂₀H₂₃N₇O₆
isomeric SMILES
C1C2CN(CN2C3=C(N1)NC(=NC3=O)N)C4=CC=C(C=C4)C(=O)N[C@@H](CCC(=O)O)C(=O)O
Commons category
5,10-Methylenetetrahydrofolate
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

6 sections
Contents
  • Selected functions
  • Formaldehyde equivalent
  • Pyrimidine biosynthesis
  • Biomodulator
  • See also
  • References

5,10-Methylenetetrahydrofolate (N5,N10-Methylenetetrahydrofolate; 5,10-CH2-THF) is cofactor in several biochemical reactions. It exists in nature as the diastereoisomer [6R]-5,10-methylene-THF.

As an intermediate in one-carbon metabolism, 5,10-CH2-THF converts to 5-methyltetrahydrofolate, 5-formyltetrahydrofolate, and methenyltetrahydrofolate. It is substrate for the enzyme methylenetetrahydrofolate reductase (MTHFR), which gives 5-methyltetrahydrofolate. It is mainly produced by the reaction of tetrahydrofolate with serine, catalyzed by the enzyme serine hydroxymethyltransferase.

Excerpted from Wikipedia’s “folitixorin” article, available under the CC BY-SA 4.0 licence.

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