cannabichromene

2-methyl-2-(4-methyl-3-pentenyl)-7-pentyl-2H-chromen-5-ol

CAS: 20675-51-8 C21 H30 O2 MW: 314.46850000

Identification

Namecannabichromene
IUPAC2-methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-5-ol
CAS Number20675-51-8
FDA UNIIK4497H250W
Molecular FormulaC21 H30 O2
Molecular Weight314.46850000
Nikkaji NumberJ10.941J

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 428.70 °C. @ 760.00 mm Hg (est)
Flash Point 346.00 °F. TCC ( 174.20 °C. ) (est)
logP (o/w) 8.560 (est)
Soluble in water, 0.005831 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral Toxicityintraperitoneal-mouse LD50 113 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for cannabichromene usage levels up tonot for fragrance use.
Recommendation for cannabichromene flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

2H-1- benzopyran-5-ol, 2-methyl-2- (4-methyl-3-pentenyl)-7-pentyl-, (±)- 2H-1- benzopyran-5-ol, 2-methyl-2-(4-methyl-3-penten-1-yl)-7-pentyl- 2H-1- benzopyran-5-ol, 2-methyl-2-(4-methyl-3-pentenyl)-7-pentyl- 2H-1- benzopyran-5-ol, 2-methyl-2-(4-methyl-3-pentenyl)-7-pentyl-, (±)- cannabichchromene cannabichrome (±)- cannabichromene cannabinochromene cannanbichromene 2- methyl-2-(4-methyl-3-penten-1-yl)-7-pentyl-2H-1-benzopyran-5-ol 2- methyl-2-(4-methyl-3-penten-1-yl)-7-pentyl-2H-chromen-5-ol 2- methyl-2-(4-methyl-3-pentenyl)-7-pentyl-2H-1-benzopyran-5-ol 2- methyl-2-(4-methyl-3-pentenyl)-7-pentyl-2H-chromen-5-ol 2- methyl-2-(4-methylpent-3-en-1-yl)-7-pentyl-2H-chromen-5-ol 2- methyl-2-(4-methylpent-3-enyl)-7-pentylchromen-5-ol pentyl cannabichromene PubMed: The effect of cannabichromene on adult neural stem/progenitor cells. PubMed: Analysis of cannabis seizures in NSW, Australia: cannabis potency and cannabinoid profile. PubMed: The cannabinoid TRPA1 agonist cannabichromene inhibits nitric oxide production in macrophages and ameliorates murine colitis. PubMed: Analysis of cannabinoids in laser-microdissected trichomes of medicinal Cannabis sativa using LCMS and cryogenic NMR. PubMed: Inhibitory effect of cannabichromene, a major non-psychotropic cannabinoid extracted from Cannabis sativa, on inflammation-induced hypermotility in mice. PubMed: New cannabinoid-like chromane and chromene derivatives from Rhododendron anthopogonoides. PubMed: Cannabichromene and tetrahydrocannabinol determination in mouse blood and brain by gas chromatography-mass spectrometry. PubMed: Molecular analysis of genetic fidelity in Cannabis sativa L. plants grown from synthetic (encapsulated) seeds following in vitro storage. PubMed: Taming THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects. PubMed: Cannabinoid actions at TRPV channels: effects on TRPV3 and TRPV4 and their potential relevance to gastrointestinal inflammation. PubMed: Disposition of cannabichromene, cannabidiol, and Δ⁹-tetrahydrocannabinol and its metabolites in mouse brain following marijuana inhalation determined by high-performance liquid chromatography-tandem mass spectrometry. PubMed: Effects of cannabinoids and cannabinoid-enriched Cannabis extracts on TRP channels and endocannabinoid metabolic enzymes. PubMed: Non-psychoactive cannabinoids modulate the descending pathway of antinociception in anaesthetized rats through several mechanisms of action. PubMed: Pharmacological evaluation of the natural constituent of Cannabis sativa, cannabichromene and its modulation by Δ(9)-tetrahydrocannabinol. PubMed: Antidepressant-like effect of delta9-tetrahydrocannabinol and other cannabinoids isolated from Cannabis sativa L. PubMed: Cannabinoid receptor 1 binding activity and quantitative analysis of Cannabis sativa L. smoke and vapor. PubMed: Thermal isomerization of cannabinoid analogues. PubMed: Evaluation of prevalent phytocannabinoids in the acetic acid model of visceral nociception. PubMed: Biologically active cannabinoids from high-potency Cannabis sativa. PubMed: Antibacterial cannabinoids from Cannabis sativa: a structure-activity study. PubMed: Plant-derived cannabinoids modulate the activity of transient receptor potential channels of ankyrin type-1 and melastatin type-8. PubMed: Recent advances in Cannabis sativa research: biosynthetic studies and its potential in biotechnology. PubMed: Chemical constituents of malagasy liverworts, part V: prenyl bibenzyls and clerodane diterpenoids with nitric oxide inhibitory activity from Radula appressa and Thysananthus spathulistipus. PubMed: Antitumor activity of plant cannabinoids with emphasis on the effect of cannabidiol on human breast carcinoma. PubMed: Neurophysiological and subjective profile of marijuana with varying concentrations of cannabinoids. PubMed: Flavonoid glycosides and cannabinoids from the pollen of Cannabis sativa L. PubMed: Capillary electrochromatography of cannabinoids. PubMed: Potency trends of delta9-THC and other cannabinoids in confiscated marijuana from 1980-1997. PubMed: [Quantitative analysis and pharmaco-toxicity of cannabinoids in commercially available cannabis seeds]. PubMed: [Gas chromatographic analysis of cannabinoids on tandem columns]. PubMed: Some features of Cannabis plants grown in the United Kingdom from seeds of known origin. PubMed: Comparative in vitro metabolism of the cannabinoids. PubMed: Identification of cannabichromene metabolites by mass spectrometry: identification of eight new dihydroxy metabolites in the rabbit. PubMed: In vitro metabolism of cannabichromene in seven common laboratory animals. PubMed: A method for the structural determination of cannabichromene metabolites by mass spectrometry. PubMed: Cannabinoid inhibition of adenylate cyclase: relative activity of constituents and metabolites of marihuana. PubMed: Perinatal cannabinoid exposure: effects on hepatic cytochrome P-450 and plasma protein levels in male mice. PubMed: Cannabinoids in glaucoma II: the effect of different cannabinoids on intraocular pressure of the rabbit. PubMed: Cannabinoid level in the leaves as a tool for the early discrimination of Cannabis chemiovariants. PubMed: Intraocular pressure, ocular toxicity and neurotoxicity after administration of delta 9-tetrahydrocannabinol or cannabichromene. PubMed: Allergenic properties of naturally occurring cannabinoids. PubMed: Packed column chromatography, high-resolution gas-chromatography and high pressure liquid chromatography in comparison for the analysis of cannabis constituents. PubMed: Direct antigonadal activity of cannabinoids: suppression of rat granulosa cell functions. PubMed: Effect of cannabichromene on hepatic microsomal enzyme activity in the mouse. PubMed: Two dimensional thin-layer chromatography of ganja (Cannabis sativa L.). PubMed: The physical and chemical features of Cannabis plants grown in the United Kingdom of Great Britain and Northern Ireland from seeds of known origin--Part II: second generation studies. PubMed: Neurobehavioral actions of cannabichromene and interactions with delta 9-tetrahydrocannabinol. PubMed: Synthesis and antimicrobial activities of certain cannabichromene and cannabigerol related compounds. PubMed: Intraocular pressure following systemic administration of cannabinoids. PubMed: Biological activity of cannabichromene, its homologs and isomers. PubMed: Perinatal exposure to cannabichromene and delta 9-tetrahydrocannabinol: separate and combined effects on viability of pups and on male reproductive system at maturity. PubMed: Toxicity of short-term administration of cannabinoids to rhesus monkeys. PubMed: Synergism of cannabichromene and CNS depressants in mice. PubMed: Cannabichromene and delta 9-tetrahydrocannabinol: interactions relative to lethality, hypothermia and hexobarbital hypnosis. PubMed: Anti-inflammatory activity of cannabichromene homologs. PubMed: Anti-inflammatory properties of cannabichromene. PubMed: The effect of cannabichromene on mean blood pressure, heart rate, and respiration rate responses to tetrahydrocannabinol in the anesthetized rat. PubMed: Acute and subacute inhalation toxicity of Turkish marihuana, cannabichromene, and cannabidiol in rats. PubMed: Influence of photoperiodism on cannabinoid content of Cannabis sativa L. PubMed: Mass spectrometry of cannabinoids. PubMed: Cannabinoid patterns in seedlings of Cannabis sativa L. and their use in the determination of chemical race. PubMed: Effects of cannabinoids on macromolecular synthesis and replication of cultured lymphocytes. PubMed: Identification of glucuronides as in vivo liver conjugates of seven cannabinoids and some of their hydroxy and acid metabolites. PubMed: The inhibition of DNA synthesis by cannabinoids. PubMed: High pressure liquid chromatography on cannabis. Identification of separated constituents. PubMed: Distinction of synthetic cannabidiol, cannabichromene, and cannabivarin by GLC using on-column methylation. PubMed: Constituents of Cannabis sativa L. VIII: Possible biological application of a new method to separate cannabidiol and cannabichromene. PubMed: Constituents of Cannabis sativa L. XI: Cannabidiol and cannabichromene in samples of known geographical origin. PubMed: Constituents of Cannabis sativa L. 3. Clear and discrete separation of cannabidiol and cannabichromene. PubMed: Chemical basis of hashish activity. PubMed: Stereospecific cyclizations and isomerizations of cannabichromene and related cannabinoids. PubMed: Constituents of hashish. A novel reaction of olivetol with citral in the presence of pyridine. Total synthesis of dl-cannabicyclol and dl-cannabichromene. PubMed: Hashish components. Photochemical production of cannabicyclol from cannabichromene. PubMed: Cannabichromenic acid, a genuine substance of cannabichromene. PubMed: Stereoelectronic factor in the chloranil dehydrogenation of cannabinoids. Total synthesis of dl-cannabichromene.