# ACPD

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For other uses, see [ACPD (disambiguation)](/source/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

Chemical compound

**1-Amino-1,3-dicarboxycyclopentane** (**ACPD**) is a chemical compound that binds to the [metabotropic glutamate receptor](/source/Metabotropic_glutamate_receptor) (mGluR),[2] acting as a mGluR [agonist](/source/Agonist). ACPD is a rigid analogue of the [neurotransmitter](/source/Neurotransmitter) [glutamate](/source/Glutamate) and does not activate [ionotropic glutamate receptors](/source/Ionotropic_glutamate_receptor).[3] However, it has been reported to be an [agonist](/source/Agonist) of the [glycine site](/source/Glycine_site) of the [NMDA receptor](/source/NMDA_receptor).[*[citation needed](https://en.wikipedia.org/wiki/Wikipedia:Citation_needed)*] ACPD can induce [convulsions](/source/Convulsion) in [neonatal](/source/Neonatal) [rats](/source/Rat).[4]

## References

1. **[^](#cite_ref-1)** ["1-amino-1,3-dicarboxycyclopentane - Compound Summary"](https://pubchem.ncbi.nlm.nih.gov/compound/1310). *PubChem Compound*. USA: National Center for Biotechnology Information. 25 March 2005. Identification and Related Records. Retrieved 15 October 2011.

1. **[^](#cite_ref-pmid1461560_2-0)** Schoepp DD, True RA (September 1992). "1S,3R-ACPD-sensitive (metabotropic) [3H]glutamate receptor binding in membranes". *Neurosci. Lett*. **145** (1): 100–4. [doi](/source/Doi_(identifier)):[10.1016/0304-3940(92)90213-Q](https://doi.org/10.1016%2F0304-3940%2892%2990213-Q). [PMID](/source/PMID_(identifier)) [1461560](https://pubmed.ncbi.nlm.nih.gov/1461560). [S2CID](/source/S2CID_(identifier)) [34921347](https://api.semanticscholar.org/CorpusID:34921347).

1. **[^](#cite_ref-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"](http://molpharm.aspetjournals.org/cgi/pmidlookup?view=long&pmid=2164627). *Mol. Pharmacol*. **38** (1): 1–6. [PMID](/source/PMID_(identifier)) [2164627](https://pubmed.ncbi.nlm.nih.gov/2164627).

1. **[^](#cite_ref-pmid8410197_4-0)** 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"](https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6576384). *J. Neurosci*. **13** (10): 4445–55. [doi](/source/Doi_(identifier)):[10.1523/JNEUROSCI.13-10-04445.1993](https://doi.org/10.1523%2FJNEUROSCI.13-10-04445.1993). [PMC](/source/PMC_(identifier)) [6576384](https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6576384). [PMID](/source/PMID_(identifier)) [8410197](https://pubmed.ncbi.nlm.nih.gov/8410197).

Glutamate receptor modulators v t e Ionotropic glutamate receptor modulators AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor Agonists: Main site agonists: 5-Fluorowillardiine Acromelic acid (acromelate) AMPA BOAA Domoic acid Glutamate Ibotenic acid Proline Quisqualic acid Willardiine; Positive allosteric modulators: Aniracetam Cyclothiazide CX-516 CX-546 CX-614 Farampator (CX-691, ORG-24448) CX-717 CX-1739 CX-1942 Diazoxide Hydrochlorothiazide (HCTZ) IDRA-21 LY-392098 LY-395153 LY-404187 LY-451646 LY-503430 Mibampator (LY-451395) Nooglutyl ORG-26576 Oxiracetam PEPA Pesampator (BIIB-104, PF-04958242) Piracetam Pramiracetam S-18986 Tulrampator (S-47445, CX-1632) Antagonists: ACEA-1011 ATPO Becampanel Caroverine CNQX Dasolampanel DNQX Fanapanel (MPQX) GAMS Kaitocephalin Kynurenic acid Kynurenine Licostinel (ACEA-1021) NBQX PNQX Selurampanel Tezampanel Theanine Topiramate YM90K Zonampanel; Negative allosteric modulators: Barbiturates (e.g., pentobarbital, sodium thiopental) Cyclopropane Enflurane Ethanol (alcohol) Evans blue GYKI-52466 GYKI-53655 Halothane Irampanel Isoflurane Perampanel Pregnenolone sulfate RAP-219 Sevoflurane Talampanel; Unknown/unsorted antagonists: Minocycline KARTooltip Kainate receptor Agonists: Main site agonists: 5-Bromowillardiine 5-Iodowillardiine Acromelic acid (acromelate) AMPA ATPA Domoic acid Glutamate Ibotenic acid Kainic acid LY-339434 Proline Quisqualic acid SYM-2081; Positive allosteric modulators: Cyclothiazide Diazoxide Enflurane Halothane Isoflurane Antagonists: ACEA-1011 CNQX Dasolampanel DNQX GAMS Kaitocephalin Kynurenic acid Licostinel (ACEA-1021) LY-382884 NBQX NS102 Selurampanel Tezampanel Theanine Topiramate UBP-302; Negative allosteric modulators: Barbiturates (e.g., pentobarbital, sodium thiopental) Enflurane Ethanol (alcohol) Evans blue NS-3763 Pregnenolone sulfate NMDARTooltip N-Methyl-D-aspartate receptor Agonists: Main site agonists: AMAA Aspartate Glutamate Homocysteic acid (L-HCA) Homoquinolinic acid Ibotenic acid NMDA Proline Quinolinic acid Tetrazolylglycine Theanine; Glycine site agonists: β-Fluoro-D-alanine ACBD ACC (ACPC) ACPD AK-51 Apimostinel (NRX-1074) B6B21 CCG D-Alanine D-Cycloserine D-Serine DHPG Dimethylglycine Glycine HA-966 L-687,414 L-Alanine L-Serine Milacemide Neboglamine (nebostinel) Rapastinel (GLYX-13) Sarcosine; Polyamine site agonists: Neomycin Spermidine Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol DHEATooltip Dehydroepiandrosterone (prasterone) DHEA sulfate (prasterone sulfate) Epipregnanolone sulfate Plazinemdor Pregnenolone sulfate SAGE-201 SAGE-301 SAGE-718 Antagonists: Competitive antagonists: AP5 (APV) AP7 CGP-37849 CGP-39551 CGP-39653 CGP-40116 CGS-19755 CPP Kaitocephalin LY-233053 LY-235959 LY-274614 MDL-100453 Midafotel (d-CPPene) NPC-12626 NPC-17742 PBPD PEAQX Perzinfotel PPDA SDZ-220581 Selfotel; Glycine site antagonists: 4-Cl-KYN (AV-101) 5,7-DCKA 7-CKA ACC ACEA-1011 ACEA-1328 Apimostinel (NRX-1074) AV-101 Carisoprodol CGP-39653 CNQX D-Cycloserine DNQX Felbamate Gavestinel GV-196771 Harkoseride Kynurenic acid Kynurenine L-689560 L-701324 Licostinel (ACEA-1021) LU-73068 MDL-105519 Meprobamate MRZ 2/576 PNQX Rapastinel (GLYX-13) ZD-9379; Polyamine site antagonists: Arcaine Co 101676 Diaminopropane Diethylenetriamine Huperzine A Putrescine; Uncompetitive pore blockers (mostly dizocilpine site): 2-MDP 3-HO-PCP 3-MeO-PCE 3-MeO-PCMo 3-MeO-PCP 4-MeO-PCP 8A-PDHQ 18-MC α-Endopsychosin Alaproclate Alazocine (SKF-10047) Amantadine Aptiganel Argiotoxin-636 Arketamine ARL-12495 ARL-15896-AR ARL-16247 Budipine CNS-5161 Coronaridine Delucemine (NPS-1506) Dexoxadrol Dextrallorphan Dextromethadone Dextromethorphan Dextrorphan Dieticyclidine Diphenidine Dizocilpine Ephenidine Esketamine Etoxadrol Eticyclidine F-17475 Fluorolintane Gacyclidine Ibogaine Ibogamine Indantadol Ketamine Ketobemidone Lanicemine Levomethadone Levomethorphan Levomilnacipran Levorphanol Loperamide Memantine Methadone Methorphan Methoxetamine Methoxphenidine Milnacipran Morphanol NEFA Neramexane Nitromemantine Noribogaine Norketamine Orphenadrine PCPr PD-137889 Pethidine (meperidine) Phencyclamine Phencyclidine Propoxyphene Remacemide Rhynchophylline Rimantadine Rolicyclidine Sabeluzole Tabernanthine Tenocyclidine Tiletamine Tramadol; Ifenprodil (NR2B) site antagonists: Besonprodil Buphenine (nylidrin) CO-101244 (PD-174494) Eliprodil Haloperidol Isoxsuprine Radiprodil (RGH-896) Rislenemdaz (CERC-301, MK-0657) Ro 8-4304 Ro 25-6981 Safaprodil Traxoprodil (CP-101606); NR2A-selective antagonists: MPX-004 MPX-007 TCN-201 TCN-213; Cations: Hydrogen Magnesium Zinc; Alcohols/volatile anesthetics/related: Benzene Butane Chloroform Cyclopropane Desflurane Diethyl ether Enflurane Ethanol (alcohol) Halothane Hexanol Isoflurane Methoxyflurane Nitrous oxide Octanol Sevoflurane Toluene Trichloroethane Trichloroethanol Trichloroethylene Urethane Xenon Xylene; Unknown/unsorted antagonists: ARR-15896 BQ-869 Bumetanide Caroverine Conantokin D-αAA Dexanabinol Flufenamic acid Flupirtine FPL-12495 FR-115427 Furosemide Hodgkinsine Ipenoxazone (MLV-6976) MDL-27266 Metaphit Minocycline MPEP Niflumic acid Pentamidine Pentamidine isethionate Piretanide Psychotridine Transcrocetin (saffron) Unsorted: Allosteric modulators: AGN-241751 See also: Receptor/signaling modulators Metabotropic glutamate receptor modulators Glutamate metabolism/transport modulators v t e Metabotropic glutamate receptor modulators Group I mGluR1Tooltip Metabotropic glutamate receptor 1 Agonists: ACPD DHPG Glutamate Ibotenic acid Quisqualic acid Ro01-6128 Ro67-4853 Ro67-7476 VU-71 Theanine Antagonists: BAY 36-7620 CPCCOEt Cyclothiazide LY-367,385 LY-456,236 MCPG NPS-2390 mGluR5Tooltip Metabotropic glutamate receptor 5 Agonists: ACPD ADX-47273 CDPPB CHPG DFB DHPG Glutamate Ibotenic acid Quisqualic acid VU-1545; Positive allosteric modulators: LSN2463359 Antagonists: CTEP DMeOB LY-344,545 Mavoglurant MCPG NPS-2390 Remeglurant SIB-1757 SIB-1893; Negative allosteric modulators: AZD9272 Basimglurant Dipraglurant Fenobam GRN-529 MPEP MTEP Raseglurant Group II mGluR2Tooltip Metabotropic glutamate receptor 2 Agonists: BINA CBiPES DCG-IV Eglumetad (LY-354740) Glutamate Ibotenic acid LY-379,268 LY-487,379 LY-566,332 MGS-0028 Pomaglumetad (LY-404039) Pomaglumetad methionil (LY-2140023) Talaglumetad (LY-544344); Positive allosteric modulators: JNJ-40411813 (ADX-71149) Antagonists: APICA CECXG EGLU HYDIA LY-307,452 LY-341,495 MCPG MGS-0039 PCCG-4; Negative allosteric modulators: Decoglurant RO4491533 mGluR3Tooltip Metabotropic glutamate receptor 3 Agonists: CBiPES DCG-IV Eglumetad (LY-354740) Glutamate Ibotenic acid LY-379,268 LY-487,379 MGS-0028 Pomaglumetad (LY-404039) Pomaglumetad methionil (LY-2140023) Talaglumetad (LY-544344) Antagonists: APICA CECXG EGLU HYDIA LY-307,452 LY-341,495 MCPG MGS-0039; Negative allosteric modulators: Decoglurant RO4491533 Group III mGluR4Tooltip Metabotropic glutamate receptor 4 Agonists: Glutamate L-AP4 LSP2-9166 PHCCC VU-001,171 VU-0155,041; Positive allosteric modulators: Foliglurax MPEP Antagonists: CPPG MAP4 MPPG MSOP MTPG UBP-1112 mGluR6Tooltip Metabotropic glutamate receptor 6 Agonists: Glutamate L-AP4 Antagonists: CPPG MAP4 MPPG MSOP MTPG UBP-1112 mGluR7Tooltip Metabotropic glutamate receptor 7 Agonists: AMN082 Glutamate L-AP4 LSP2-9166 Antagonists: CPPG MAP4 MMPIP MPPG MSOP MTPG UBP-1112 XAP044; Negative allosteric modulators: ADX71743 mGluR8Tooltip Metabotropic glutamate receptor 8 Agonists: DCPG Glutamate L-AP4; Positive allosteric modulators: AZ12216052 Antagonists: CPPG MAP4 MPPG MSOP MTPG UBP-1112 See also: Receptor/signaling modulators • Ionotropic glutamate receptor modulators • Glutamate metabolism/transport modulators

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Adapted from the Wikipedia article [ACPD](https://en.wikipedia.org/wiki/ACPD) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/ACPD?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.