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Cannabinol

Cannabinol structure

CAS No:
521-35-7
Formula:
C21H26O2
Chemical Name:
Cannabinol
Synonyms:
6H-Dibenzo[b,d]pyran-1-ol,6,6,9-trimethyl-3-pentyl-;Cannabinol;6,6,9-Trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol;3-Amyl-1-hydroxy-6,6,9-trimethyl-6H-dibenzo[b,d]pyran;CBN;NSC 134455;47276-71-1
Categories:
Analytical Chemistry > Standard

Description

thin platelets

Leaflets. (NTP, 1992)

Leaflets. (NTP, 1992)|Cannabinol is a dibenzopyran.|Cannabinol (CBN) is a physiologically inactive constituent of Cannabis sativa.|Cannabinol is a cannabinoid isolated from the plant Cannabis that is a metabolite of tetrahydrocannabinol (THC), with potential immunosuppressive and anti-inflammatory activities. Cannabinol preferentially binds to the cannabinoid G-protein coupled receptor CB2, which is mainly expressed on a variety of immune cells, such as T-cells, B-cells, macrophages and dendritic cells. Stimulation of CB2 receptors by cannabinol may both trigger apoptosis in these cells and inhibit the production of a variety of cytokines. Cannabinol exerts minimal affinity for CB1 and has a weak effect on the central nervous system.|A physiologically inactive constituent of Cannabis sativa L.

Cannabinol Basic Attributes

Molecular Weight：

310.43

Exact Mass：

310.43

EC Number：

200-659-6

UNII：

7UYP6MC9GH

NSC Number：

134455

DSSTox ID：

DTXSID3048996

NCI Thesaurus Code：

C84510

HScode：

2906299090

Characteristics

PSA：

29.5

XLogP3：

5.72780

Appearance：

Leaflets. (NTP, 1992)

Density：

1.0396-1.0399 g/cm³ @ Temp: 18 °C

Melting Point：

77 °C

Boiling Point：

160-161 °C @ Press: 5 x 10^-3 Torr

Flash Point：

11 °C

Refractive Index：

1.561

Storage Conditions：

2-8°C

Toxicity：

Oral-Mouse LD50: 13500 mg/kg

Flammability characteristics：

Thermal decomposition spicy irritating smoke

Collision Cross Section：

182.2 Å² [M+H]+ [CCS Type: DT, Method: single field calibrated]

Air and Water Reactions：

No rapid reaction with air. No rapid reaction with water.

Reactive Group：

Alcohols and Polyols

Reactivity Profile：

CANNABINOL is an alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.

Safety Information

Transport codes：

UN 1230 3/PG 2

wgk germany：

hazard class code：

11-23/24/25-39/23/24/25

safety instructions：

7-16-36/37-45

RTECS Number：

HP8575000

Marks：

F,T

Storage features：

The warehouse is low-temperature, ventilated and dry

Stability/Shelf Life：

Stable. Combustible. Incompatible with strong oxidizing agents.

Precautionary statement(s)：

P210-P260-P280-P301 + P310-P311

Hazard Statements：

H225-H301 + H311 + H331-H370

Fire Hazards：

Flash point data for this chemical are not available, but it is probably combustible. (NTP, 1992)

GHS Classification：

|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fire Fighting：

Fires involving this compound should be controlled with dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Nonfire Spill Response：

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Personal Protective Equipment：

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

Toxicity class：

practically nontoxic

Drug Information

First Aid：

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

MeSH Entry Terms：

Cannabinol

Cannabinol Use and Manufacturing

Uses

A metabolite of Tetrahydrocannabinol (T293200). A psychoactive substance cannabinoid that acts as a weak agonist of the CB1 and CB2 receptors.

Use Classification：

Polyketides [PK] -> Aromatic polyketides [PK13] -> Other aromatic polyketides [PK1312]|Pharmaceuticals

Computed Properties

Molecular Weight:310.4
XLogP3:6.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:310.193280068
Monoisotopic Mass:310.193280068
Topological Polar Surface Area:29.5
Heavy Atom Count:23
Complexity:391
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes