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(+)-cis-2-Aminomethylcyclopropane carboxylic acid

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Not to be confused withCyclic adenosine monophosphate.

(+)-*cis*-2-Aminomethylcyclopropane carboxylic acid
Names
Stereo, skeletal formula of (+)-cis-2-aminomethylcyclopropane carboxylic acid
C=black, H=white, O=red, N=blue
Preferred IUPAC name (1S,2R)-2-(Aminomethyl)cyclopropane-1-carboxylic acid^[1]
Identifiers
CAS Number	36489-13-1^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL230115^Y
ChemSpider	1236854^Y
PubChem CID	1502041
InChI 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
SMILES NC[C@@H]1C[C@@H]1C(O)=O
Properties
Chemical formula	C₅H₉NO₂
Molar mass	115.132 g·mol⁻¹
Density	1.275 g/mL
Boiling point	256.9 °C (494.4 °F; 530.0 K)
logP	−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 theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

(+)-cis-2-Aminomethylcyclopropane carboxylic acid ((+)-CAMP) is anagonist for theGABAA-rho receptor.^[2]^[3]

References

^"AC1LT400 - Compound Summary".PubChem Compound. USA: National Center for Biotechnology Information. 11 July 2005. Identification and Related Records. Retrieved7 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.

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GABA receptor modulators

GABA_ATooltip γ-Aminobutyric acid A receptor

Positive modulators (abridged; seehere for a full list):α-EMTBL
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
Sulfonylalkanes (e.g.,sulfonmethane (sulfonal))
Topiramate
Valerian constituents (e.g.,valerenic acid)
Volatiles/gases (e.g.,chloral hydrate,chloroform,diethyl ether,paraldehyde,sevoflurane)

GABA_A-ρTooltip γ-Aminobutyric acid A-rho receptor

Negative modulators:5α-Dihydroprogesterone
Bilobalide
Loreclezole
Picrotoxin (picrotin,picrotoxinin)
Pregnanolone
ROD-188
THDOC
Zinc

GABA_BTooltip γ-Aminobutyric acid B receptor

Negative modulators:Compound 14

See also: Receptor/signaling modulators; GABA_A receptor positive modulators; GABA metabolism/transport modulators

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