L-759,633
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MedKoo CAT#: 532085

CAS#: 174627-50-0

Description: L-759,633 is high affinity, selective CB2 receptor agonist (Ki values are 6.4 and 1043 nM for CB2 and CB1 receptors respectively). L-759,633 potently inhibits forskolin-stimulated cAMP production via CB2 receptors expressed in CHO cells (EC50 = 8.1 nM).


Chemical Structure

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L-759,633
CAS# 174627-50-0

Theoretical Analysis

MedKoo Cat#: 532085
Name: L-759,633
CAS#: 174627-50-0
Chemical Formula: C26H40O2
Exact Mass: 384.30
Molecular Weight: 384.604
Elemental Analysis: C, 81.20; H, 10.48; O, 8.32

Price and Availability

Size Price Availability Quantity
5mg USD 330 2 Weeks
10mg USD 585 2 Weeks
25mg USD 985 2 Weeks
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Synonym: L-759,633; L 759,633; L759633.

IUPAC/Chemical Name: (6aR,10aR)-1-methoxy-6,6,9-trimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene

InChi Key: SUFMHSFGODDLKI-NHCUHLMSSA-N

InChi Code: InChI=1S/C26H40O2/c1-8-9-10-11-14-25(3,4)19-16-22(27-7)24-20-15-18(2)12-13-21(20)26(5,6)28-23(24)17-19/h12,16-17,20-21H,8-11,13-15H2,1-7H3/t20-,21-/m1/s1

SMILES Code: CC(C1=CC2=C(C(OC)=C1)[C@@](CC(C)=CC3)([H])[C@]3([H])C(C)(C)O2)(C)CCCCCC

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

More Info:

Product Data:
Biological target: High affinity, selective CB2 agonist.
In vitro activity: In CB2-transfected cells, L759633 and L759656 were potent inhibitors of forskolin-stimulated cyclic AMP production, with EC50 values of 8.1 and 3.1 nM respectively and CB1/CB2 EC50 ratios of > 1000 and > 3000 respectively. Reference: Br J Pharmacol. 1999 Feb;126(3):665-72. https://pubmed.ncbi.nlm.nih.gov/10188977/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Ethanol 20.0 52.00
PBS (pH 7.2) 0.3 0.65

Preparing Stock Solutions

The following data is based on the product molecular weight 384.60 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Ross RA, Brockie HC, Stevenson LA, Murphy VL, Templeton F, Makriyannis A, Pertwee RG. Agonist-inverse agonist characterization at CB1 and CB2 cannabinoid receptors of L759633, L759656, and AM630. Br J Pharmacol. 1999 Feb;126(3):665-72. doi: 10.1038/sj.bjp.0702351. PMID: 10188977; PMCID: PMC1565857.
In vitro protocol: 1. Ross RA, Brockie HC, Stevenson LA, Murphy VL, Templeton F, Makriyannis A, Pertwee RG. Agonist-inverse agonist characterization at CB1 and CB2 cannabinoid receptors of L759633, L759656, and AM630. Br J Pharmacol. 1999 Feb;126(3):665-72. doi: 10.1038/sj.bjp.0702351. PMID: 10188977; PMCID: PMC1565857.
In vivo protocol: TBD

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1: Taylor L, Christou I, Kapellos TS, Buchan A, Brodermann MH, Gianella-Borradori M, Russell A, Iqbal AJ, Greaves DR. Primary Macrophage Chemotaxis Induced by Cannabinoid Receptor 2 Agonists Occurs Independently of the CB2 Receptor. Sci Rep. 2015 Jun 2;5:10682. doi: 10.1038/srep10682. PubMed PMID: 26033291; PubMed Central PMCID: PMC4451551.