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Details

Stereochemistry RACEMIC
Molecular Formula C5H8O5
Molecular Weight 148.114
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CITRAMALIC ACID

SMILES

CC(O)(CC(O)=O)C(O)=O

InChI

InChIKey=XFTRTWQBIOMVPK-UHFFFAOYSA-N
InChI=1S/C5H8O5/c1-5(10,4(8)9)2-3(6)7/h10H,2H2,1H3,(H,6,7)(H,8,9)

HIDE SMILES / InChI

Molecular Formula C5H8O5
Molecular Weight 148.114
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Significance of two distinct types of tryptophan synthase beta chain in Bacteria, Archaea and higher plants.
2002
A bicyclic autotrophic CO2 fixation pathway in Chloroflexus aurantiacus.
2002 Jun 7
Inhibition of acetate and propionate assimilation by itaconate via propionyl-CoA carboxylase in isocitrate lyase-negative purple bacterium Rhodospirillum rubrum.
2002 Oct 29
[The mechanism of acetate assimilation in purple nonsulfur bacteria lacking the glyoxylate pathway: enzymes of the citramalate cycle in Rhodobacter sphaeroides].
2005 May-Jun
[The mechanism of acetate assimilation in purple nonsulfur bacteria lacking the glyoxylate pathway: acetate assimilation in Rhodobacter sphaeroides cells].
2005 May-Jun
A comprehensive survey on isoleucine biosynthesis pathways in seven epidemic Leptospira interrogans reference strains of China.
2007 Apr
The complete genome sequence and analysis of the epsilonproteobacterium Arcobacter butzleri.
2007 Dec 26
MAM3 catalyzes the formation of all aliphatic glucosinolate chain lengths in Arabidopsis.
2007 May
Metabolism of halophilic archaea.
2008 Mar
Molecular basis of the substrate specificity and the catalytic mechanism of citramalate synthase from Leptospira interrogans.
2008 Oct 1
Applications of genome-scale metabolic reconstructions.
2009
Metabolic responses to salt stress of barley (Hordeum vulgare L.) cultivars, Sahara and Clipper, which differ in salinity tolerance.
2009
Metabolic characterization of loci affecting sensory attributes in tomato allows an assessment of the influence of the levels of primary metabolites and volatile organic contents.
2009
A versatile chiral selector for determination of enantiomeric composition of fluorescent and nonfluorescent chiral molecules using steady-state fluorescence spectroscopy.
2009 Feb
[Enzymes of the citramalate cycle in Rhodospirillum rubrum].
2009 Jan-Feb
Features of structural organization and expression regulation of malate dehydrogenase isoforms from Rhodobacter sphaeroides strain 2R.
2009 Jul
Dimethyl carbonate as potential reactant in non-catalytic biodiesel production by supercritical method.
2009 Mar
Carbohydrate metabolism and carbon fixation in Roseobacter denitrificans OCh114.
2009 Oct 1
Bridging the gap between fluxomics and industrial biotechnology.
2010
Synthetic biology guides biofuel production.
2010
1-methylmalate from camu-camu (Myrciaria dubia) suppressed D-galactosamine-induced liver injury in rats.
2010
Metabolic flux analysis of the mixotrophic metabolisms in the green sulfur bacterium Chlorobaculum tepidum.
2010 Dec 10
Alternative isoleucine synthesis pathway in cyanobacterial species.
2010 Feb
Mild reductions in mitochondrial NAD-dependent isocitrate dehydrogenase activity result in altered nitrate assimilation and pigmentation but do not impact growth.
2010 Jan
The path to next generation biofuels: successes and challenges in the era of synthetic biology.
2010 Jan 20
Metabolic response of Geobacter sulfurreducens towards electron donor/acceptor variation.
2010 Nov 22
A systems biology approach uncovers cellular strategies used by Methylobacterium extorquens AM1 during the switch from multi- to single-carbon growth.
2010 Nov 24
Carbon flow of heliobacteria is related more to clostridia than to the green sulfur bacteria.
2010 Nov 5
Mild reductions in cytosolic NADP-dependent isocitrate dehydrogenase activity result in lower amino acid contents and pigmentation without impacting growth.
2010 Oct
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 08:32:35 GMT 2023
Edited
by admin
on Sat Dec 16 08:32:35 GMT 2023
Record UNII
FGC721P65H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CITRAMALIC ACID
MI  
Systematic Name English
CITRAMALIC ACID [MI]
Common Name English
(±)-CITRAMALIC ACID
Systematic Name English
NSC-80648
Code English
(±)-.ALPHA.-METHYLMALIC ACID
Common Name English
2-HYDROXY-2-METHYLBUTANEDIOIC ACID
Systematic Name English
(±)-2-METHYLMALIC ACID
Systematic Name English
CITRAMALIC ACID, (±)-
Common Name English
DL-CITRAMALIC ACID
Common Name English
BUTANEDIOIC ACID, 2-HYDROXY-2-METHYL-
Systematic Name English
2-DEOXY-3-C-METHYLTETRARIC ACID
Common Name English
Code System Code Type Description
FDA UNII
FGC721P65H
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID40862265
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY
PUBCHEM
1081
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
209-901-5
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY
CAS
597-44-4
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY
MERCK INDEX
m3592
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY Merck Index
NSC
80648
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY
CHEBI
15584
Created by admin on Sat Dec 16 08:32:35 GMT 2023 , Edited by admin on Sat Dec 16 08:32:35 GMT 2023
PRIMARY