Ompenaclid

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9N3O2
Molecular Weight	131.1332
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=N)NCCC(O)=O

InChI

InChIKey=KMXXSJLYVJEBHI-UHFFFAOYSA-N

InChI=1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Mitochondrial intermembrane inclusion bodies: the common denominator between human mitochondrial myopathies and creatine depletion, due to impairment of cellular energetics.	1997 Sep	9309701
Synthesis and biological activity of aminoguanidine and diaminoguanidine analogues of the antidiabetic/antiobesity agent 3-guanidinopropionic acid.	2001 Apr 12	11312923
AMP kinase is required for mitochondrial biogenesis in skeletal muscle in response to chronic energy deprivation.	2002 Dec 10	12444247
Dehydration modifies guanidino compound concentrations in the different zones of the rat kidney.	2002 May	11976926
Human, rat and chicken small intestinal Na+ - Cl- -creatine transporter: functional, molecular characterization and localization.	2002 Nov 15	12433955
Effects of creatine loading and depletion on rat skeletal muscle contraction.	2002 Oct	12207567
Metabolic modulation of muscle fiber properties unrelated to mechanical stimuli.	2003 Dec	15038837
A role for guanidino compounds in the brain.	2003 Feb	12701810
Anti-inflammatory activity of creatine supplementation in endothelial cells in vitro.	2003 Jun	12812994
Inhibition of the mitochondrial permeability transition by creatine kinase substrates. Requirement for microcompartmentation.	2003 May 16	12621025
The aminoguanidine carboxylate BVT.12777 activates ATP-sensitive K+ channels in the rat insulinoma cell line, CRI-G1.	2004 Aug 24	15329154
Taurine-induced long-lasting potentiation in the rat hippocampus shows a partial dissociation from total hippocampal taurine content and independence from activation of known taurine transporters.	2004 Jun	15147512
Functional characterization of sodium- and chloride-dependent taurine transport in human keratinocytes.	2004 Mar	15018993
Pseudomonas aeruginosa PAO1 genes for 3-guanidinopropionate and 4-guanidinobutyrate utilization may be derived from a common ancestor.	2005 Dec	16339950
Novel parent structures for inhibitors of the murine GABA transporters mGAT3 and mGAT4.	2005 Sep 5	16111674
Increased guanidino species in murine and human succinate semialdehyde dehydrogenase (SSADH) deficiency.	2006 Apr	16504488
Overexpression of wild-type creatine transporter (SLC6A8) restores creatine uptake in primary SLC6A8-deficient fibroblasts.	2006 Apr-Jun	16763899
Electrolysis stimulates creatine transport and transporter cell surface expression in incubated mouse skeletal muscle: potential role of ROS.	2006 Dec	16849631
Increased resistance to fatigue in creatine kinase deficient muscle is not due to improved contractile economy.	2006 Jun	16491397
Anisoin: a useful pre-chromatographic derivatization fluorogenic reagent for LC analysis of guanidino compounds.	2006 Sep 11	16460903
Arginine and glycine stimulate creatine synthesis in creatine transporter 1-deficient lymphoblasts.	2008 Apr 1	18258176
Cardiac structure and function during ageing in energetically compromised Guanidinoacetate N-methyltransferase (GAMT)-knockout mice - a one year longitudinal MRI study.	2008 Feb 6	18275592
Accumulation of methylguanidine and changes in guanidino compound levels in plasma, urine, and kidneys of furosemide-treated rats.	2008 Jun	18502263
In vivo effects of myocardial creatine depletion on left ventricular function morphology and lipid metabolism: study in a mouse model.	2008 Mar	18325464
LKB1 and AMPK and the regulation of skeletal muscle metabolism.	2008 May	18403917
Metabolic transformation of rabbit skeletal muscle cells in primary culture in response to low glucose.	2008 May	18211829
The orally active antihyperglycemic drug beta-guanidinopropionic acid is transported by the human proton-coupled amino acid transporter hPAT1.	2009 May-Jun	19358571
Impairment of PGC-1alpha expression, neuropathology and hepatic steatosis in a transgenic mouse model of Huntington's disease following chronic energy deprivation.	2010 Aug 15	20529956
Na(+)/Cl(-)/creatine transporter activity and expression in rat brain synaptosomes.	2010 Jan 13	19804817
Amino acid derivatives from Lucilia sericata excretions/secretions may contribute to the beneficial effects of maggot therapy via increased angiogenesis.	2010 Mar	19799603
Effects of creatine and β-guanidinopropionic acid and alterations in creatine transporter and creatine kinases expression in acute seizure and chronic epilepsy models.	2010 Oct 28	20979657
Could early ischemic arrhythmia triggered by purinergic activation of the transient receptor potential channels be prevented by creatine?	2010 Winter	21264067

Name

Type

Language

Ompenaclid

Official Name

English

3-Guanidinopropanoic acid

Systematic Name

English

ORISTAR GPA

Brand Name

English

AMIDINO BETA-ALANINE [INCI]

Common Name

English

RGX 202 [WHO-DD]

Common Name

English

OMPENACLID [USAN]

Common Name

English

PNU-10483

Code

English

3-(carbamimidoylamino)propanoic acid

Systematic Name

English

AMIDINO .BETA.-ALANINE

Systematic Name

English

GUANIDINOPROPIONIC ACID

Systematic Name

English

N-carbamimidoyl-β-alanine

Common Name

English

β-Alanine, N-(aminoiminomethyl)-

Systematic Name

English

RGX-202

Code

English

RGX202

Code

English

ompenaclid [INN]

Common Name

English

Classification Tree Code System Code

DSLD

1758 (Number of products:1)