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cannabigerol

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cannabigerol Basic information

Product Name:
cannabigerol
Synonyms:
  • cannabigerol
  • Cannabigerol (exempt preparation)
  • Cannabigerol solution
  • 2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentylbenzene-1,3-diol
  • Cannabigerol (CRM)
  • 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-pentylresorcinol
  • 2-[(E)-3,7-Dimethyl-2,6-octadienyl]-5-pentyl-1,3-benzenediol
  • 1,3-Benzenediol, 2-[(2E)-3,7-diMethyl-2,6-octadien-1-yl]-5-pentyl-
CAS:
25654-31-3
MF:
C21H32O2
MW:
316.48
Mol File:
25654-31-3.mol
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cannabigerol Chemical Properties

Melting point:
49-50 °C
Boiling point:
470.4±40.0 °C(Predicted)
Density 
0.987±0.06 g/cm3(Predicted)
Flash point:
9℃
storage temp. 
-20°C
solubility 
Soluble to 100 mM in ethanol and to 100 mM in DMSO
form 
White to off-white powder.
pka
9.71±0.40(Predicted)
InChI
InChI=1S/C21H32O2/c1-5-6-7-11-18-14-20(22)19(21(23)15-18)13-12-17(4)10-8-9-16(2)3/h9,12,14-15,22-23H,5-8,10-11,13H2,1-4H3/b17-12+
InChIKey
QXACEHWTBCFNSA-SFQUDFHCSA-N
SMILES
C1(O)=CC(CCCCC)=CC(O)=C1C/C=C(\C)/CC/C=C(/C)\C
LogP
7.470 (est)
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Safety Information

RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
1
HS Code 
9999999999
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cannabigerol Usage And Synthesis

Description

Cannabigerol (CRM) (Item No. 20164) is a certified reference material categorized as a phytocannabinoid. This product is intended for research and forensic applications.

Uses

Cannabigerol is a partial agonist of CB2 and CB1 receptors (Ki values are 337 and 440 nM respectively). Cannabigerol also exhibits α2-adrenoceptor agonist activity (EC50 = 0.2 nM in mouse brain membra nes).

Definition

ChEBI: A natural product found in Cannabis sativa and Helichrysum species.

benefits

Cannabigerol (CBG) works to fight inflammation, pain, nausea and works to slow the proliferation of cancer cells. Research has shown it also significantly reduces intraocular eye pressure caused by glaucoma. Strains high in CBG will be beneficial treating conditions such as inflammatory bowel disease, Crohn's disease, and cancer.

General Description

A non-psychoactive cannabinoid found in Cannabis, Cannabigerol (CBG) reportedly has efficacy for medical conditions such as glaucoma and inflammatory bowel disease. This Certified Spiking Solution? is suitable for cannabigerol testing methods by HPLC, GC/MS or LC-MS/MS for forensic analysis, clinical toxicology, urine drug testing, and Cannabis potency or impurity profiling testing applications. Cerilliant solution Certified Reference Materials (CRMs) of cannabinoids are supplied in a convenient, quantitative, US DEA-exempt solution format and with TK#s for Canadian customers.

Mechanism of action

Cannabigerol shares a similar mechanism of action with the cannabinoid cannabidiol, since it binds itself weakly to CB1R and CB2R and, in addition to blocking CB1R, antagonizes 5-HT1A receptor, activates alpha (2) adrenoceptors, and is a modulator of endocannabinoid signaling. CBG acts as a strong α2-adrenoceptor agonist (EC50?=?0.2?nM), while it is only a moderate 5-HT1AR competitive antagonist, and at high concentrations (10?μM), it antagonizes [35S] guanosine 5′-O-[gamma-thio]triphosphate (GTPγS) binding in mouse brain membranes stimulated with AEA or CP-55940[1].

target

TRPV | 5-HT Receptor | ROS | NOS | PPAR | IGF-1R | Antifection

storage

Store at -20°C

References

[1] Fabrizio Calapai. “Pharmacological Aspects and Biological Effects of Cannabigerol and Its Synthetic Derivatives.” Evidence-based Complementary and Alternative Medicine (2022): 3336516.

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