TOXOPYRIMIDINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H9N3O
Molecular Weight	139.1552
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=NC=C(CO)C(N)=N1

InChI

InChIKey=VUTBELPREDJDDH-UHFFFAOYSA-N

InChI=1S/C6H9N3O/c1-4-8-2-5(3-10)6(7)9-4/h2,10H,3H2,1H3,(H2,7,8,9)

HIDE SMILES / InChI

Molecular Formula	C6H9N3O
Molecular Weight	139.1552
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
HMP binding protein ThiY and HMP-P synthase THI5 are structural homologues.	2010-10-19	20873853
The genome of a pathogenic rhodococcus: cooptive virulence underpinned by key gene acquisitions.	2010-09-30	20941392
Mechanistic and functional versatility of radical SAM enzymes.	2010-07-14	21152342
The vitamin B1 metabolism of Staphylococcus aureus is controlled at enzymatic and transcriptional levels.	2009-11-03	19888457
The ADP-dependent sugar kinase family: kinetic and evolutionary aspects.	2009-07	19548321
E-zyme: predicting potential EC numbers from the chemical transformation pattern of substrate-product pairs.	2009-06-15	19477985
Reaction of AdoMet with ThiC generates a backbone free radical.	2009-01-20	19113839
ThiC is an [Fe-S] cluster protein that requires AdoMet to generate the 4-amino-5-hydroxymethyl-2-methylpyrimidine moiety in thiamin synthesis.	2008-09-02	18686975
Involvement of thiaminase II encoded by the THI20 gene in thiamin salvage of Saccharomyces cerevisiae.	2008-03	18028398
The genes and enzymes involved in the biosynthesis of thiamin and thiamin diphosphate in yeasts.	2008	18161008
Molecular characterization of the thi3 gene involved in thiamine biosynthesis in Zea mays: cDNA sequence and enzymatic and structural properties of the recombinant bifunctional protein with 4-amino-5-hydroxymethyl-2-methylpyrimidine (phosphate) kinase and thiamine monophosphate synthase activities.	2007-12-01	17696876
Patterns and implications of gene gain and loss in the evolution of Prochlorococcus.	2007-12	18159947
A new thiamin salvage pathway.	2007-08	17618314
A connection between iron-sulfur cluster metabolism and the biosynthesis of 4-amino-5-hydroxymethyl-2-methylpyrimidine pyrophosphate in Salmonella enterica.	2006-08	16849799
Recent progress in understanding thiamin biosynthesis and its genetic regulation in Saccharomyces cerevisiae.	2006-08	16826377
Vitamin B1 de novo synthesis in the human malaria parasite Plasmodium falciparum depends on external provision of 4-amino-5-hydroxymethyl-2-methylpyrimidine.	2006-01	16497163
Thi20, a remarkable enzyme from Saccharomyces cerevisiae with dual thiamin biosynthetic and degradation activities.	2005-08	15967475
Structural characterization of the regulatory proteins TenA and TenI from Bacillus subtilis and identification of TenA as a thiaminase II.	2005-02-22	15709744
Biosynthesis of the thiamin pyrimidine: the reconstitution of a remarkable rearrangement reaction.	2004-09-07	15326535
Chromatographic study of photolysis of aqueous cyanocobalamin solution in presence of vitamins B and C.	2004-01	16414582
Crystal structure of 4-amino-5-hydroxymethyl-2-methylpyrimidine phosphate kinase from Salmonella typhimurium at 2.3 A resolution.	2002-02	11839308
Structural characterization of the enzyme-substrate, enzyme-intermediate, and enzyme-product complexes of thiamin phosphate synthase.	2001-08-28	11513589
Mechanistic studies on thiamin phosphate synthase: evidence for a dissociative mechanism.	2001-08-28	11513588

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:57:02 GMT 2025` Edited by `admin` on `Mon Mar 31 19:57:02 GMT 2025`
Record UNII	G62V17J09J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PYRAMINE

Preferred Name

English

TOXOPYRIMIDINE

Common Name

English

NSC-28247

Code

English

4-AMINO-2-METHYL-5-PYRIMIDINEMETHANOL

Systematic Name

English

PYRAMINE [VAN]

Common Name

English

5-PYRIMIDINEMETHANOL, 4-AMINO-2-METHYL-

Systematic Name

English

TOXOPYRIMIDINE [MI]

Common Name

English

Code System Code Type Description

CAS

73-67-6