cannabichromene Chemical Properties

Melting point:

145°C

Boiling point:

394.13°C (rough estimate)

Density 

1.0536 (rough estimate)

refractive index 

1.5404 (estimate)

Flash point:

9℃

storage temp. 

-20°C

solubility 

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

form 

Oil

pka

9.68±0.40(Predicted)

color 

Crystals

InChI

InChI=1S/C21H30O2/c1-5-6-7-10-17-14-19(22)18-11-13-21(4,23-20(18)15-17)12-8-9-16(2)3/h9,11,13-15,22H,5-8,10,12H2,1-4H3

InChIKey

UVOLYTDXHDXWJU-UHFFFAOYSA-N

SMILES

C1(C)(CC/C=C(\C)/C)OC2=CC(CCCCC)=CC(O)=C2C=C1

LogP

8.560 (est)

Safety Information

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

1

HS Code 

9999999999

Toxicity

dni-hmn:lyms 100 mmol/L FEPRA7 36,1748,77

cannabichromene Usage And Synthesis

Description

Cannabichromene (CBC) is one of the most abundant cannabinoids found in the cannabis plant, next to CBD, THC, and CBG. It is particularly abundant in freshly harvested dry-type Cannabis material, and it is the second most abundant cannabinoid in some strains of marijuana growing in the USA. Like CBD, CBG does a poor job of binding to the endocannabinoid system's CB1 and CB2 receptors and is a non-psychoactive compound. Instead, CBC has been observed to have unique interactions with TRPV1 and TRPA1 receptors (vanilloid 1 and ankyrin 1 receptors). It has modest antinociceptive and anti‐inflammatory effects and potentiates some effects of Δ9‐tetrahydrocannabinol in vivo[1–2].

Definition

ChEBI: Cannabichromene is a 1-benzopyran.

General Description

Cannabichromene (CBC) is a non-psychoactive cannabinoid of Cannabis that reportedly exerts anti-inflammatory, antimicrobial and analgesic activity. This Certified Snap-N-Spike^? solution standard is suitable for cannabichromene testing methods by GC/MS, HPLC or LC-MS/MS for Cannabis potency testing or impurity profiling, pharmaceutical research, and forensic analysis. 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.

Biological Activity

Cannabichromene (CBC) is a selective CB2 receptor agonist displaying higher efficacy than tetrahydrocannabinol in hyperpolarizing AtT20 cells. CBC can also recruit CB2 receptor regulatory mechanisms. CBC may contribute to the potential therapeutic effectiveness of some cannabis preparations, potentially through CB2 receptor‐mediated modulation of inflammation[2].

Safety Profile

Poison by intravenous and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. Whenheated to decomposition it emits acrid smoke and irritating fumes

target

NOS | COX | ERK | ATPase

References

[1] Angelo A Izzo. “Inhibitory effect of cannabichromene, a major non-psychotropic cannabinoid extracted from Cannabis sativa, on inflammation-induced hypermotility in mice.” British Journal of Pharmacology 166 4 (2012): 1444–1460.
[2] Michael Udoh. “Cannabichromene is a cannabinoid CB2 receptor agonist.” British Journal of Pharmacology 176 23 (2019): 4537–4547.

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