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(+)-cis -2-Aminomethylcyclopropane carboxylic acid
Names
Preferred IUPAC name
(1
S ,2
R )-2-(Aminomethyl)cyclopropane-1-carboxylic acid
[1]
Identifiers
3D model (JSmol )
ChEMBL
ChemSpider
InChI=1S/C5H9NO2/c6-2-3-1-4(3)5(7)8/h3-4H,1-2,6H2,(H,7,8)/t3-,4-/m0/s1
Y Key: QUFMERRXRMSAPZ-IMJSIDKUSA-N
Y
Properties
C 5 H 9 N O 2
Molar mass
115.132 g·mol−1
Density
1.275 g/mL
Boiling point
256.9 °C (494.4 °F; 530.0 K)
log P
−0.721
Acidity (pK a )
4.157
Basicity (pK b )
9.840
Isoelectric point
7.01
Related compounds
Related cycloalkanes
ACPD
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is Y N ?)
Infobox references
Chemical compound
(+)-cis -2-Aminomethylcyclopropane carboxylic acid ((+)-CAMP ) is an agonist for the GABAA-rho receptor .[2] [3]
References [ ]
^ "AC1LT400 - Compound Summary" . PubChem Compound . USA: National Center for Biotechnology Information. 11 July 2005. Identification and Related Records. Retrieved 7 October 2011 .
^ Duke, RK; Chebib, M; Balcar, VJ; Allan, RD; Mewett, KN; Johnston, GA (2000). "(+)- and (−)-cis-2-aminomethylcyclopropanecarboxylic acids show opposite pharmacology at recombinant rho(1) and rho(2) GABA(C) receptors" . Journal of Neurochemistry . 75 (6): 2602–10. doi :10.1046/j.1471-4159.2000.0752602.x . PMID 11080214 .
^ Carland, JE; Moorhouse, AJ; Barry, PH; Johnston, GA; Chebib, M (2004). "Charged residues at the 2' position of human GABAC rho 1 receptors invert ion selectivity and influence open state probability" . The Journal of Biological Chemistry . 279 (52): 54153–60. doi :10.1074/jbc.M410625200 . PMID 15485818 .
Ionotropic
GABAA
Positive modulators (abridged; see here for a full list):
Alcohols (e.g., drinking alcohol , 2M2B )
Anabolic steroids
Avermectins (e.g., ivermectin )
Barbiturates (e.g., phenobarbital )
Benzodiazepines (e.g., diazepam )
Bromide compounds (e.g., potassium bromide )
Carbamates (e.g., meprobamate )
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
Dihydroergolines (e.g., ergoloid (dihydroergotoxine) )
Etazepine
Etifoxine
Fenamates (e.g., mefenamic acid )
Flavonoids (e.g., apigenin , hispidulin )
Fluoxetine
Flupirtine
Imidazoles (e.g., etomidate )
Kava constituents (e.g., kavain )
Lanthanum
Loreclezole
Monastrol
Neuroactive steroids (e.g., allopregnanolone , cholesterol , THDOC )
Niacin
Niacinamide
Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil ), cyclopyrrolones (e.g., zopiclone ), imidazopyridines (e.g., zolpidem ), pyrazolopyrimidines (e.g., zaleplon ))
Norfluoxetine
Petrichloral
Phenols (e.g., propofol )
Phenytoin
Piperidinediones (e.g., glutethimide )
Propanidid
Pyrazolopyridines (e.g., etazolate )
Quinazolinones (e.g., methaqualone )
Retigabine (ezogabine)
ROD-188
Skullcap constituents (e.g., baicalin )
Stiripentol
(e.g., sulfonmethane (sulfonal) )
Topiramate
Valerian constituents (e.g., valerenic acid )
Volatiles /gases (e.g., chloral hydrate , chloroform , diethyl ether , paraldehyde , sevoflurane )
Negative modulators:
11-Ketoprogesterone
17-Phenylandrostenol
α5IA (LS-193,268)
Anabolic steroids
Amiloride
Anisatin
β-Lactams (e.g., penicillins , cephalosporins , carbapenems )
Basmisanil
Bemegride
Bicyclic phosphates (TBPS , TBPO , IPTBO )
BIDN
Bilobalide
Bupropion
Chlorophenylsilatrane
Cicutoxin
Cloflubicyne
Cyclothiazide
DHEA
DHEA-S
Dieldrin
DMCM
EBOB
FG-7142 (ZK-31906)
(e.g., fipronil )
Flavonoids (e.g., amentoflavone , oroxylin A )
Flumazenil
Fluoroquinolones (e.g., ciprofloxacin )
Flurothyl
Furosemide
Golexanolone
Iomazenil (123 I)
IPTBO
Isopregnanolone (sepranolone)
L-655,708
Laudanosine
Lindane
Morphine
Morphine-3-glucuronide
MRK-016
Naloxone
Naltrexone
Nicardipine
Nonsteroidal antiandrogens (e.g., apalutamide , bicalutamide , enzalutamide , flutamide , nilutamide )
Oenanthotoxin
Pentylenetetrazol (pentetrazol)
Phenylsilatrane
Picrotoxin (i.e., picrotin , picrotoxinin and dihydropicrotoxinin )
Pregnenolone sulfate
PWZ-029
Radequinil
Ro 15-4513
Sarmazenil
Suritozole
TB-21007
TBPS
Terbequinil
TETS
Thujone
Zinc
ZK-93426
GABAA -ρ
Metabotropic
See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators
Categories :
Amino acids Cyclopropanes GABAA-rho receptor agonists Amine stubs Nervous system drug stubs Hidden categories:
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