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
Structural characterization of the enzyme-substrate, enzyme-intermediate, and enzyme-product complexes of thiamin phosphate synthase.	2001 Aug 28	11513589
Mechanistic studies on thiamin phosphate synthase: evidence for a dissociative mechanism.	2001 Aug 28	11513588
Chromatographic study of photolysis of aqueous cyanocobalamin solution in presence of vitamins B and C.	2004 Jan	16414582
Biosynthesis of the thiamin pyrimidine: the reconstitution of a remarkable rearrangement reaction.	2004 Sep 7	15326535
Thi20, a remarkable enzyme from Saccharomyces cerevisiae with dual thiamin biosynthetic and degradation activities.	2005 Aug	15967475
Structural characterization of the regulatory proteins TenA and TenI from Bacillus subtilis and identification of TenA as a thiaminase II.	2005 Feb 22	15709744
A connection between iron-sulfur cluster metabolism and the biosynthesis of 4-amino-5-hydroxymethyl-2-methylpyrimidine pyrophosphate in Salmonella enterica.	2006 Aug	16849799
Recent progress in understanding thiamin biosynthesis and its genetic regulation in Saccharomyces cerevisiae.	2006 Aug	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 Jan	16497163
A new thiamin salvage pathway.	2007 Aug	17618314
Patterns and implications of gene gain and loss in the evolution of Prochlorococcus.	2007 Dec	18159947
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 Dec 1	17696876
The genes and enzymes involved in the biosynthesis of thiamin and thiamin diphosphate in yeasts.	2008	18161008
Involvement of thiaminase II encoded by the THI20 gene in thiamin salvage of Saccharomyces cerevisiae.	2008 Mar	18028398
ThiC is an [Fe-S] cluster protein that requires AdoMet to generate the 4-amino-5-hydroxymethyl-2-methylpyrimidine moiety in thiamin synthesis.	2008 Sep 2	18686975
Reaction of AdoMet with ThiC generates a backbone free radical.	2009 Jan 20	19113839
The ADP-dependent sugar kinase family: kinetic and evolutionary aspects.	2009 Jul	19548321
E-zyme: predicting potential EC numbers from the chemical transformation pattern of substrate-product pairs.	2009 Jun 15	19477985
The vitamin B1 metabolism of Staphylococcus aureus is controlled at enzymatic and transcriptional levels.	2009 Nov 3	19888457
Mechanistic and functional versatility of radical SAM enzymes.	2010 Jul 14	21152342
HMP binding protein ThiY and HMP-P synthase THI5 are structural homologues.	2010 Oct 19	20873853
The genome of a pathogenic rhodococcus: cooptive virulence underpinned by key gene acquisitions.	2010 Sep 30	20941392

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:47:28 GMT 2023` Edited by `admin` on `Fri Dec 15 19:47:28 GMT 2023`
Record UNII	G62V17J09J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TOXOPYRIMIDINE

Common Name

English

NSC-28247

Code

English

4-AMINO-2-METHYL-5-PYRIMIDINEMETHANOL

Systematic Name

English

PYRAMINE

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