Canniprene | CAS:70677-47-3 | Manufacturer ChemFaces

Canniprene

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Description:

Canniprene has anti-inflammatory activity, it can potently inhibit the production of inflammatory eicosanoids via the 5-lipoxygenase pathway (IC50=0.4uM) and also can affect the generation of prostaglandins via the cyclooxygenase/microsomal prostaglandin E2 synthase pathway (IC50 =10 uM).

Targets:

PGE | COX

In vitro:

J Nat Prod. 2017 Mar 24;80(3):731-734.

The Bibenzyl Canniprene Inhibits the Production of Pro-Inflammatory Eicosanoids and Selectively Accumulates in Some Cannabis sativa Strains.[Pubmed: 28165233 ]

Canniprene (1), an isoprenylated bibenzyl unique to Cannabis sativa, can be vaporized and therefore potentially inhaled from marijuana.
METHODS AND RESULTS:
Canniprene (1) potently inhibited the production of inflammatory eicosanoids via the 5-lipoxygenase pathway (IC50 0.4 μM) and also affected the generation of prostaglandins via the cyclooxygenase/microsomal prostaglandin E2 synthase pathway (IC50 10 μM), while the related spiranoid bibenzyls cannabispiranol (2) and cannabispirenone (3) were almost inactive in these bioassays. The concentration of Canniprene (1) was investigated in the leaves of 160 strains of C. sativa, showing wide variations, from traces to >0.2%, but no correlation was found between its accumulation and a specific phytocannabinoid profile.

Canniprene Description

Source:	The herbs of Dendrobium densiflorum.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Bull Narc. 1982 Apr-Jun;34(2):51-6.

Constituents of Cannabis sativa L. XXII: isolation of spiro-indan and dihydrostilbene compounds from a Panamanian variant grown in Mississippi, United States of America.[Pubmed: 6924596]

METHODS AND RESULTS:
Three spiro-compounds, namely cannabispiran, dehydrocannabispiran and beta-cannabispiranol, and 2 dihydrostilbenes [3-(2-(3-hydroxy-4-methoxyphenyl)ethyl)-5-methoxyphenol and Canniprene] were isolated from a polar fraction of a Panamanian variant of Cannabis sativa L. grown in Mississippi, United States of America. The plant material was extracted with 95% ethanol and the dried ethanol extract was then partitioned between chloroform and water. The chloroform fraction was fractionated between hexane and 3N sodium hydroxide solution. Acidification of the basic fraction followed by extraction with ether afforded a polar acidic fraction from which the above-mentioned compounds were isolated through repeated chromatography.
CONCLUSIONS:
The structures of the above compounds were determined by spectral means as well as by comparison with reference samples. The isolation of two dihydrostilbenes and three spiro-indan compounds from a single variant provides good support that the dihydrostilbenes are the natural precursors to the spiro-indan compounds.

Product Name	Canniprene
Price:
CAS No.:	70677-47-3
Catalog No.:	CFN97198
Molecular Formula:	C₂₁H₂₆O₄
Molecular Weight:	342.4 g/mol
Purity:	>=98%
Type of Compound:	Phenols
Physical Desc.:	Powder
Source:	The herbs of Dendrobium densiflorum.
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF Manual
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Phenols Compound Library PGE Inhibitor Library COX Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.9206 mL	14.6028 mL	29.2056 mL	58.4112 mL	73.014 mL
5 mM	0.5841 mL	2.9206 mL	5.8411 mL	11.6822 mL	14.6028 mL
10 mM	0.2921 mL	1.4603 mL	2.9206 mL	5.8411 mL	7.3014 mL
50 mM	0.0584 mL	0.2921 mL	0.5841 mL	1.1682 mL	1.4603 mL
100 mM	0.0292 mL	0.146 mL	0.2921 mL	0.5841 mL	0.7301 mL

CFN96102	Moracin O	123702-97-6	326.4	C₁₉H₁₈O₅
CFN92414	Mulberrofuran H	89199-99-5	442.5	C₂₇H₂₂O₆
CFN97198	Canniprene	70677-47-3	342.4	C₂₁H₂₆O₄
CFN90824	4'-Prenyloxyresveratrol	69065-16-3	312.4	C₁₉H₂₀O₄
CFN92323	Chlorophorin	537-41-7	380.5	C₂₄H₂₈O₄
CFN92772	Mulberrofuran A	68978-04-1	392.5	C₂₅H₂₈O₄
CFN97178	Moracin C	69120-06-5	310.4	C₁₉H₁₈O₄
CFN97507	5-(6-Hydroxybenzofuran-2-yl)-2-(3-methylbut-1-enyl)benzene-1,3-diol	936006-11-0	310.4	C₁₉H₁₈O₄
CFN97179	Moracin D	69120-07-6	308.3	C₁₉H₁₆O₄
CFN92326	Moracin T	1146113-27-0	340.4	C₂₀H₂₀O₅