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Cannabinol

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Name

Cannabinol

EINECS 200-659-6
CAS No. 521-35-7 Density 1.061 g/cm3
PSA 29.46000 LogP 5.72780
Solubility

Stability

    Stable. Combustible. Incompatible withstrong oxidizing agents.

Toxicology

    Not hazardous according to Directive 67/548/EEC.

    Toxicity data
    (The meaning

Melting Point 76 - 77 C
Formula C21H26 O2 Boiling Point 476.5 °C at 760 mmHg
Molecular Weight 310.436 Flash Point 212.7 °C
Transport Information N/A Appearance thin platelets
Safety Low toxicity by ingestion. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and fumes. See also CANNABIS. Risk Codes 11-23/24/25-39/23/24/25
Molecular Structure Molecular Structure of 521-35-7 (CANNABINOL) Hazard Symbols FlammableFToxicT
Synonyms

Cannabinol(6CI); 3-Amyl-1-hydroxy-6,6,9-trimethyl-6H-dibenzo[b,d]pyran;6,6,9-Trimethyl-3-pentyl-6H-dibenzo[b,d]pyran-1-ol; CBN; NSC 134455

Article Data 34

Cannabinol Chemical Properties

Molecular Structure of Cannabinol (CAS NO. 521-35-7):

IUPAC Name: 6,6,9-Trimethyl-3-pentylbenzo[c]chromen-1-ol 
Molecular Formula: C21H26O2
Molecular Weight: 310.429940 g/mol
XLogP3-AA: 6.1
H-Bond Donor: 1
H-Bond Acceptor: 2
Canonical SMILES: CCCCCC1=CC2=C(C(=C1)O)C3=C(C=CC(=C3)C)C(O2)(C)C
InChI: InChI=1S/C21H26O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h9-13,22H,5-8H2,1-4H3
InChIKey: VBGLYOIFKLUMQG-UHFFFAOYSA-N
Index of Refraction: 1.561
Molar Refractivity: 94.87 cm3
Molar Volume: 292.5 cm3
Surface Tension: 41.6 dyne/cm
Density: 1.061 g/cm3
Flash Point: 212.7 °C
Enthalpy of Vaporization: 76.84 kJ/mol
Boiling Point: 476.5 °C at 760 mmHg
Vapour Pressure: 1.06E-09 mmHg at 25 °C
Water Solubility: 0.0021 mg/L at 25 °C
Storage Temp.: 2-8 °C
BRN: 0237145

Cannabinol Toxicity Data With Reference

1.    

dni-hmn:hla 10 µmol/L

    ANTRD4    Anticancer Research. 3 (1983),211.
2.    

mnt-mus-ipr 50 mg/kg/5D-I

    PHMGBN    Pharmacology: International Journal of Experimental and Clinical Pharmacology. 21 (1980),277.
3.    

dni-mus-ipr 200 mg/kg

    RCOCB8    Research Communications in Chemical Pathology and Pharmacology. 17 (1977),703.
4.    

dni-mus:lng 2300 nmol/L

    CNREA8    Cancer Research. 36 (1976),95.
5.    

cyt-mus-ipr 50 mg/kg/5D-I

    PHMGBN    Pharmacology: International Journal of Experimental and Clinical Pharmacology. 21 (1980),277.
6.    

spm-mus-ipr 50 mg/kg/5D-C

    PHMGBN    Pharmacology: International Journal of Experimental and Clinical Pharmacology. 18 (1979),143.
7.    

orl-mus LD50:13,500 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 88 (1946),154.

Cannabinol Consensus Reports

EPA Genetic Toxicology Program.

Cannabinol Safety Profile

Safety Information of Cannabinol (CAS NO. 521-35-7):
Hazard Codes: F Flammable,T Toxic
Risk Statements: 11-23/24/25-39
R11:Highly flammable
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed
R39:Danger of very serious irreversible effects
Safety Statements: 7-16-36/37-45
S7:Keep container tightly closed
S16:Keep away from sources of ignition
S36/37:Wear suitable protective clothing and gloves
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 1230 3/PG 2
WGK Germany: 1
RTECS: HP8575000
Low toxicity by ingestion. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits acrid smoke and fumes. See also CANNABIS.

Cannabinol Specification

  Cannabinol with cas registry number of 521-35-7 is also known as 3-Amyl-1-hydroxy-6,6,9-trimethyl-6H-dibenzo(b,d)pyran ; 5-17-04-00567 (Beilstein Handbook Reference) ; 6,6,9-Trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol ; 6H-Dibenzo(b,d)pyran-1-ol, 6,6,9-trimethyl-3-pentyl- ; 6,6,9-Trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol. Product derived from Cannabis sativa ; Cannabinol [INN:BAN] ; Cannabinolo ; Cannabinolo [DCIT] ; Cannabinolum ; Cannabinolum [INN-Latin] ; NSC 134455 . Cannabinol is a non-psychoactive cannabinoid found in Cannabis sativa and Cannabis indica. It is also a metabolite of tetrahydrocannabinol (THC). CBN acts as an agonist at the CB1 and CB2 receptors, but with lower affinity in comparison to THC.