Arachidonylcyclopropylamide (ACPA)A cannabinoid CB1 receptor agonist

Arachidonylcyclopropylamide (ACPA) (CAS 229021-64-1)

Arachidonylcyclopropylamide (ACPA) | CAS 229021-64-1 is rated 5.0 out of 5 by 1.
  • y_2019, m_10, d_17, h_11
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200795, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 78ms
  • REVIEWS, PRODUCT
5
1
4
0
3
0
2
0
1
0
Synonym: (5Z,8Z,11Z,14Z)-N-Cyclopropylicosa-5,8,11,14-tetraenamide
Application: A cannabinoid CB1 receptor agonist
CAS Number: 229021-64-1
Purity: >98%
Molecular Weight: 343.55
Molecular Formula: C23H37NO
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Arachidonylcyclopropylamide (ACPA) is an analog of N-arachidonylethanolamine and a selective agonist of the CB1 (cannabinoid receptor1) (Ki = 2.2 nM). The compound has displayed marked selectivity for the CB1 receptor over the CB2 receptor by 325 fold. ACPA is described to inhibit forskolin-induced accumulation of cAMP in hamster ovary cells, and to increase cerebellar membrane binding of [35S]GTPγS. APCA is also described to produce a dose-dependent increase in microglial BV-2 cell migration. Agonism of the CB1 receptor by ACPA shows effects on GABAergic inhibitory neurotransmission, demonstrating an inhibition of GABAergic synaptic transmission onto superficial and deep medial entorhinal neurons.


References

1. Hillard, C.J., et al. 1999. J. Pharmacol. Exp. Ther. 289: 1427-1433. PMID: 10336536
2. Franklin, A., et al. 2003. Eur. J. Pharmacol. 474: 195-198. PMID: 12921861
3. Shafaroodi, H., et al. 2004. Neuropharmacology. 47: 390-400. PMID: 15275828
4. Morgan, N.H., et al. 2008. Neural Plast. 2008: 808564. PMID: 19079598
5. Pertwee, R.G. 1999. Curr. Med. Chem. 6: 635-664. PMID: 10469884

Physical State :
Liquid
Solubility :
Soluble in DMSO (25 mg/mL), ethanol (25 mg/mL), DMF (~10 mg/mL), and a 1:1 solution of ethanol:PBS (pH 7.2) (1 mg/mL). Insoluble in water.
Storage :
Desiccate at -20° C
Boiling Point :
502.39° C at 760 mmHg (Predicted)
Density :
0.94 g/mL (Predicted)
Refractive Index :
n20D 1.51 (Predicted)
Ki Data :
the cannabinoid CB1 receptor: Ki= 2.2 nM; the cannbinoid CB2 receptor: Ki= 0.7 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
MDL Number :
MFCD02683582
SMILES :
C(CCCC(N(C1CC1)[H])=O)=CCC=CCC=CCC=CCCCCC

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Arachidonylcyclopropylamide (ACPA)  Product Citations

See how others have used Arachidonylcyclopropylamide (ACPA). Click on the entry to view the PubMed entry .

Citations 1 to 6 of 6 total

PMID: # 19506935  Huerta, M. et al. 2009. J. Membr. Biol. 229: 91-99.

PMID: # 18322861  Jafari, MR. et al. 2008. Int. J. Neurosci. 118: 531-543.

PMID: # 18797248  Zarrindast, MR. et al. 2008. Behav Pharmacol. 19: 716-723.

PMID: # 17595216  Herling, AW. et al. 2007. Am. J. Physiol. Endocrinol. Metab. 293: E826-E832.

PMID: # 11828716  Hayase, T. et al. 2001. Nihon Arukoru Yakubutsu Igakkai Zasshi. 36: 596-608.

PMID: # 10336536  Hillard, CJ. et al. 1999. J. Pharmacol. Exp. Ther. 289: 1427-1433.

Citations 1 to 6 of 6 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 60ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Huerta et al Huerta et al. (PubMed ID 19806935) used Arachidonylcyclopropylamide (ACPA), a cannabinoid CB1 receptor agonist, to corroborate that cannabinoids reduce tension evoked by caffeine in flog slow muscle fibers. -SCBT Publication Review
Date published: 2015-03-07
  • y_2019, m_10, d_17, h_11
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200795, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 104ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.