Virodhamine trifluoroacetate

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MedKoo CAT#: 562627

CAS#: 1415264-56-0

Description: Virodhamine trifluoroacetate is an endogenous cannabinoid receptor mixed agonist/antagonist. It acts by being a full agonist at GPR55 and CB2 and partial agonist/antagonist at CB1.


Price and Availability

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Pricing updated 2020-08-11. Prices are subject to change without notice.

Virodhamine trifluoroacetate is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 562627
Name: Virodhamine trifluoroacetate
CAS#: 1415264-56-0
Chemical Formula: C24H38F3NO4
Exact Mass: 461.2753
Molecular Weight: 461.56
Elemental Analysis: C, 62.45; H, 8.30; F, 12.35; N, 3.03; O, 13.86


Synonym: Virodhamine trifluoroacetate; Virodhamine trifluoroacetate salt; Virodhamine-trifluoroacetate;

IUPAC/Chemical Name: O-(2-Aminoethyl)-5Z,8Z,11Z,14Z-eicosatetraenoate trifluoroacetate

InChi Key: APQWCQIPZHJFAU-XVSDJDOKSA-N

InChi Code: InChI=1S/C22H37NO2.C2HF3O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(24)25-21-20-23;3-2(4,5)1(6)7/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21,23H2,1H3;(H,6,7)/b7-6-,10-9-,13-12-,16-15-;

SMILES Code: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(OCCN)=O.O=C(O)C(F)(F)F


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

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10: Sharir H, Console-Bram L, Mundy C, Popoff SN, Kapur A, Abood ME. The endocannabinoids anandamide and virodhamine modulate the activity of the candidate cannabinoid receptor GPR55. J Neuroimmune Pharmacol. 2012 Dec;7(4):856-65. doi: 10.1007/s11481-012-9351-6. Epub 2012 Mar 28. PubMed PMID: 22454039; PubMed Central PMCID: PMC3669693.

11: Günther J, Schulte K, Wenzel D, Malinowska B, Schlicker E. Prostaglandins of the E series inhibit monoamine release via EP3 receptors: proof with the competitive EP3 receptor antagonist L-826,266. Naunyn Schmiedebergs Arch Pharmacol. 2010 Jan;381(1):21-31. doi: 10.1007/s00210-009-0478-9. Epub 2009 Dec 10. PubMed PMID: 20012265.

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16: Gkoumassi E, Dekkers BG, Dröge MJ, Elzinga CR, Hasenbosch RE, Meurs H, Nelemans SA, Schmidt M, Zaagsma J. (Endo)cannabinoids mediate different Ca2+ entry mechanisms in human bronchial epithelial cells. Naunyn Schmiedebergs Arch Pharmacol. 2009 Jul;380(1):67-77. doi: 10.1007/s00210-009-0406-z. Epub 2009 Mar 3. PubMed PMID: 19255745.

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20: Kozłowska H, Baranowska M, Schlicker E, Kozłowski M, Laudañski J, Malinowska B. Virodhamine relaxes the human pulmonary artery through the endothelial cannabinoid receptor and indirectly through a COX product. Br J Pharmacol. 2008 Dec;155(7):1034-42. doi: 10.1038/bjp.2008.371. Epub 2008 Sep 22. PubMed PMID: 18806815; PubMed Central PMCID: PMC2597267.