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Details

Stereochemistry ACHIRAL
Molecular Formula C6H11NO2.ClH.H2O
Molecular Weight 183.633
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYCLOLEUCINE HYDROCHLORIDE MONOHYDRATE

SMILES

O.Cl.NC1(CCCC1)C(O)=O

InChI

InChIKey=REDNUMWNGCRGNH-UHFFFAOYSA-N
InChI=1S/C6H11NO2.ClH.H2O/c7-6(5(8)9)3-1-2-4-6;;/h1-4,7H2,(H,8,9);1H;1H2

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C6H11NO2
Molecular Weight 129.157
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
S-adenosylmethionine and its metabolite induce apoptosis in HepG2 cells: Role of protein phosphatase 1 and Bcl-x(S).
2004-07
NMDA receptor antagonism blocks the cardiovascular responses to microinjection of trans-ACPD into the NTS of awake rats.
2004-05
NMDA receptors in nucleus tractus solitarii are linked to soluble guanylate cyclase.
2004-04
Two helical conformations from a single foldamer backbone: "split personality" in short alpha/beta-peptides.
2004-01-16
Expression and functional properties of group I metabotropic glutamate receptors in bovine chromaffin cells.
2004-01-15
Glutamate-mediated cytosolic calcium oscillations regulate a pulsatile prostaglandin release from cultured rat astrocytes.
2003-12-01
Glutamate causes a loss in human cerebral endothelial barrier integrity through activation of NMDA receptor.
2003-12
Assessment of treatment response by autoradiography with (14)C-aminocyclopentane carboxylic acid, (67)Ga-DTPA, and (18)F-FDG in a herpes simplex virus thymidine kinase/ganciclovir brain tumor model.
2003-11
Structure of glutamate analogs that activate the ON bipolar cell metabotropic glutamate receptor in vertebrate retina.
2003-10-23
Alpha-cycloPNA: 1-aminocylopentane-1-carboxylic acid-derived peptide nucleic acid.
2003-10-21
Nicotine recruits a local glutamatergic circuit to excite septohippocampal GABAergic neurons.
2003-09
Hydroxyl radicals release in rat striatum involves metabotropic glutamate receptors.
2003-08-30
Characterization of S-adenosylmethionine synthetase in Cryptosporidium parvum (Apicomplexa).
2003-08-29
Functional synaptic contacts by intranuclear axon collaterals of thalamic relay neurons.
2003-08-20
Cooperativity between activation of metabotropic glutamate receptors and NMDA receptors in the induction of LTP in hippocampal CA1 neurons.
2003-08
Endogenous zinc as a retinal neuromodulator: evidence from the skate (Raja erinacea).
2003-07-17
Accommodation of alpha-substituted residues in the beta-peptide 12-helix: expanding the range of substitution patterns available to a foldamer scaffold.
2003-07-16
Expression of group I metabotropic glutamate receptors in rat hippocampal cells in culture and their characterization by intracellular calcium ion dynamics.
2003-07
Enhancement of low-voltage-activated calcium currents by group II metabotropic glutamate receptors in rat retinal ganglion cells.
2003-07
Characterisation of methionine adenosyltransferase from Mycobacterium smegmatis and M. tuberculosis.
2003-06-16
Peptide backbone folding induced by the C(alpha)-tetrasubstituted cyclic alpha-amino acids 4-amino-1,2-dithiolane-4-carboxylic acid (Adt) and 1-aminocyclopentane-1-carboxylic acid (Ac5c). A joint computational and experimental study.
2003-06-07
Synaptically activated Ca2+ waves in layer 2/3 and layer 5 rat neocortical pyramidal neurons.
2003-06-01
The role of ionotropic receptors of glutaminic acid in cardiovascular system. A. The influence of ionotropic receptor NMDA agonist - 1R,3R-ACPD and antagonist - DL-AP7 on the systemic pressure in rats.
2003-06
S-adenosylmethionine (AdoMet) modulates endotoxin stimulated interleukin-10 production in monocytes.
2003-06
Metabotropic glutamate receptors (mGluRs) are involved in early phase of memory formation: possible role of modulation of glutamate release.
2003-05-14
Glutamate receptors regulate Na/K-ATPase in cerebellum neurons.
2003-04
Carbon monoxide mediates vasodilator effects of glutamate in isolated pressurized cerebral arterioles of newborn pigs.
2003-04
Translation of clock rhythmicity into neural firing in suprachiasmatic nucleus requires mGluR-PLCbeta4 signaling.
2003-04
Activation of Ih is necessary for patterning of mGluR and mAChR induced network activity in the hippocampal CA3 region.
2003-03
The use of enantiomerically pure ketene dithioacetal bis(sulfoxides) in highly diastereoselective intramolecular nitrone cycloadditions. Application in the total synthesis of the beta-amino acid (-)-cispentacin and the first asymmetric synthesis of cis-(3R,4R)-4-amino-pyrrolidine-3-carboxylic acid.
2003-02-21
Antagonism of glutamatergic metabotropic receptors in the NTS of awake rats does not affect the gain of the baroreflex.
2003-01-31
Different roles of group I and group II metabotropic glutamate receptors on phencyclidine-induced dopamine release in the rat prefrontal cortex.
2003-01-23
Effects of calcium and glutamate receptor agonists on leaf consumption by lepidopteran neonates.
2003-01
Reduced activity of hippocampal group-I metabotropic glutamate receptors in learning-prone rats.
2003
Expression of angiogenic factors in hepatocellular carcinoma after transcatheter arterial chemoembolization.
2003
Effects of a selective metabotropic glutamate receptor agonist on the micturition reflex pathway in urethane-anesthetized rats.
2003
Dual modulation of gabaergic transmission by metabotropic glutamate receptors in rat ventral tegmental area.
2003
Actions of Group I and Group II metabotropic glutamate receptor ligands on 5-hydroxytryptamine release in the rat cerebral cortex in vivo: differential roles in the regulation of central serotonergic neurotransmission.
2003
A pharmacological analysis of the contractile effects of glutamate on rat and human isolated gut smooth muscle strips.
2002-12
Acamprosate inhibits the binding and neurotoxic effects of trans-ACPD, suggesting a novel site of action at metabotropic glutamate receptors.
2002-12
Cell type-selective expression of green fluorescent protein and the calcium indicating protein, yellow cameleon, in rat cortical primary cultures.
2002-11-29
Carbon monoxide and metabotropic glutamate receptors in rat nucleus tractus solitarii: participation in cardiovascular effect.
2002-11-01
Enantioselective synthesis of the excitatory amino acid (1S,3R)-1-aminocyclopentane-1,3-dicarboxylic acid.
2002-11-01
Synthesis and pharmacology of 3-hydroxy-delta2-isoxazoline-cyclopentane analogues of glutamic acid.
2002-11
A bicyclic cispentacin derivative as a novel reverse turn inducer in a GnRH mimetic.
2002-10-04
Group I metabotropic glutamate receptor-mediated enhancement of dopamine cell burst firing in rat ventral tegmental area in vitro.
2002-09-06
Spatial segregation and interaction of calcium signalling mechanisms in rat hippocampal CA1 pyramidal neurons.
2002-09-01
Activation of glutamate receptors inhibits Na/K-ATPase of cerebellum granule cells.
2002-09
Roles of ionotropic glutamate receptors in early developing neurons derived from the P19 mouse cell line.
2002-06-19
Glutamate induces different neuronal conditioned responses than ACPD when used as a locally ionophoresed unconditioned stimulus in the cat motor cortex.
2002
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:15:46 GMT 2025
Edited
by admin
on Mon Mar 31 21:15:46 GMT 2025
Record UNII
Q54GQ146M2
Record Status Validated (UNII)
Record Version
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Name Type Language
CYCLOLEUCINE HYDROCHLORIDE MONOHYDRATE
MI  
Common Name English
CYCLOLEUCINE HYDROCHLORIDE MONOHYDRATE [MI]
Preferred Name English
CYCLOPENTANECARBOXYLIC ACID, 1-AMINO-, HYDROCHLORIDE, HYDRATE (1:1:1)
Common Name English
1-AMINOCYCLOPENTANECARBOXYLIC ACID HYDROCHLORIDE MONOHYDRATE
Systematic Name English
CYCLOPENTANECARBOXYLIC ACID, 1-AMINO-, HYDROCHLORIDE, MONOHYDRATE
Common Name English
Code System Code Type Description
FDA UNII
Q54GQ146M2
Created by admin on Mon Mar 31 21:15:46 GMT 2025 , Edited by admin on Mon Mar 31 21:15:46 GMT 2025
PRIMARY
CAS
66146-62-1
Created by admin on Mon Mar 31 21:15:46 GMT 2025 , Edited by admin on Mon Mar 31 21:15:46 GMT 2025
PRIMARY
EPA CompTox
DTXSID30216334
Created by admin on Mon Mar 31 21:15:46 GMT 2025 , Edited by admin on Mon Mar 31 21:15:46 GMT 2025
PRIMARY
PUBCHEM
71369749
Created by admin on Mon Mar 31 21:15:46 GMT 2025 , Edited by admin on Mon Mar 31 21:15:46 GMT 2025
PRIMARY
MERCK INDEX
m3997
Created by admin on Mon Mar 31 21:15:46 GMT 2025 , Edited by admin on Mon Mar 31 21:15:46 GMT 2025
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE