ACPD

For other uses, see ACPD (disambiguation).

ACPD

Stereo, skeletal formula of ACPD ((1S,3S)-1-amino,-1,3-dicarboxylic acid)
Names
Preferred IUPAC name 1-Aminocyclopentane-1,3-dicarboxylic acid [1]
Identifiers
CAS Number	39026-63-6  N 56827-69-1 (1R,3S) Y 111900-32-4 (1S,3R) Y
3D model (JSmol)	Interactive image
Abbreviations	ACPD
ChEMBL	ChEMBL168278  N
ChemSpider	1270  N 201559 (1R,3R) Y 66220 (1R,3S) Y 94574 (1S,3R) Y 5036967 (1S,3S) N
MeSH	1-amino-1,3-dicarboxycyclopentane
PubChem CID	1310 44381972  (1S) 231345  (1R,3R) 73537  (1R,3S) 104766  (1S,3R) 6604704  (1S,3S)
RTECS number	GY4060000 (1S,3R)
CompTox Dashboard (EPA)	DTXSID701272273
InChI InChI=1S/C7H11NO4/c8-7(6(11)12)2-1-4(3-7)5(9)10/h4H,1-3,8H2,(H,9,10)(H,11,12) N Key: YFYNOWXBIBKGHB-UHFFFAOYSA-N N
SMILES NC1(CCC(C1)C(O)=O)C(O)=O
Properties
Chemical formula	C7H11NO4
Molar mass	173.168 g·mol−1
Appearance	White crystals
Solubility in water	20 g dm−3
Solubility in ethanol	240 mg dm−3
log P	−0.709
Acidity (pKa)	2.112
Basicity (pKb)	11.885
Isoelectric point	2.84
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H312, H315, H319, H332, H335
Precautionary statements	P261, P280, P305+P351+P338
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N  verify  (what is  YN ?) Infobox references

1-Amino-1,3-dicarboxycyclopentane (ACPD) is a chemical compound that binds to the metabotropic glutamate receptor (mGluR), ^[2] acting as a mGluR agonist. ACPD is a rigid analogue of the neurotransmitter glutamate and does not activate ionotropic glutamate receptors. ^[3] However, it has been reported to be an agonist of the glycine site of the NMDA receptor.^{[ citation needed ]} ACPD can induce convulsions in neonatal rats. ^[4]

References

1. "1-amino-1,3-dicarboxycyclopentane - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 15 October 2011.
2. Schoepp DD, True RA (September 1992). "1S,3R-ACPD-sensitive (metabotropic) [³H]glutamate receptor binding in membranes". Neurosci. Lett. 145 (1): 100–4. doi:10.1016/0304-3940(92)90213-Q. PMID   1461560. S2CID   34921347.
3. Manzoni O, Fagni L, Pin JP, Rassendren F, Poulat F, Sladeczek F, Bockaert J (July 1990). "(trans)-1-amino-cyclopentyl-1,3-dicarboxylate stimulates quisqualate phosphoinositide-coupled receptors but not ionotropic glutamate receptors in striatal neurons and Xenopus oocytes". Mol. Pharmacol. 38 (1): 1–6. PMID   2164627.
4. McDonald JW, Fix AS, Tizzano JP, Schoepp DD (October 1993). "Seizures and brain injury in neonatal rats induced by 1S,3R-ACPD, a metabotropic glutamate receptor agonist". J. Neurosci. 13 (10): 4445–55. doi:10.1523/JNEUROSCI.13-10-04445.1993. PMC   6576384 . PMID   8410197.