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SML3627

Sigma-Aldrich

JWH-133

≥98% (HPLC)

Synonym(s):

(6AR,10aR)-6,6,9-Trimethyl-3-(2-methylpentan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromene, (6aR,10aR)-3-(1,1-Dimethylbutyl)-6a,7,10,10a-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran, 3-(1’,1’-dimethylbutyl)-1-deoxy-Δ8-THC

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About This Item

Empirical Formula (Hill Notation):
C22H32O
CAS Number:
259869-55-1
Molecular Weight:
312.49
MDL number:
MFCD06795847
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

SMILES string

[H][C@@]1(CC(C)=CC2)[C@@]2(C(C)(OC3=C1C=CC(C(C)(CCC)C)=C3)C)[H]

Biochem/physiol Actions

JWH-133 is a potent and selective CB2 cannabinoid receptor agonist that suppresses inflammation in experimental colitis and pancreatitis in mice. JWH-133 appears to prevent neuroinflammation, Aβ accumulation, and impairment of cognitive function in transgenic AD models.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Murat Çakır et al.
Life sciences, 217, 25-33 (2018-12-01)
Cannabinoid system has various physiological roles such as neurogenesis, synaptic plasticity and emotional state regulation in the body. The presence of cannabinoid type 2 receptor (CB2), a member of the cannabinoid system, was detected in different regions of the brain.
Ester Aso et al.
Journal of Alzheimer's disease : JAD, 51(2), 489-500 (2016-02-19)
The endogenous cannabinoid system represents a promising therapeutic target to modify neurodegenerative pathways linked to Alzheimer's disease (AD). The aim of the present study was to evaluate the specific contribution of CB2 receptor to the progression of AD-like pathology and
J W Huffman et al.
Bioorganic & medicinal chemistry, 7(12), 2905-2914 (2000-02-05)
The synthesis and pharmacology of 15 1-deoxy-delta8-THC analogues, several of which have high affinity for the CB2 receptor, are described. The deoxy cannabinoids include 1-deoxy-11-hydroxy-delta8-THC (5), 1-deoxy-delta8-THC (6), 1-deoxy-3-butyl-delta8-THC (7), 1-deoxy-3-hexyl-delta8-THC (8) and a series of 3-(1',1'-dimethylalkyl)-1-deoxy-delta8-THC analogues (2, n

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