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Substance Name: Dronabinol [USAN:USP:INN]
RN: 1972-08-3
UNII: 7J8897W37S
InChIKey: CYQFCXCEBYINGO-IAGOWNOFSA-N
Note
- A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound.
Molecular Formula
- C21-H30-O2
Molecular Weight
- 314.466
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Analgesics
- Analgesics, Non-Narcotic
- Anti-Emetic
- Cannabinoid Receptor Agonists
- Cannabinoid Receptor Modulators
- Central Nervous System Agents
- Drug / Therapeutic Agent
- Hallucinogens
- Hormones
- Mutation Data
- Natural Product
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Psychotropic Drugs
- Reproductive Effect
- Sensory System Agents
- Tumor Data
Superlist Classification Codes
- DEA Schedule I
- DEA Schedule III
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Links to Resources
NLM Resources (File Locators)
Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- delta 9-Tetrahydrocannabinol
- Dronabinol
- Dronabinol [USAN:USP:INN]
MeSH Heading
- Dronabinol
Synonyms
- (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol
- (-)-delta9-trans-Tetrahydrocannabinol
- (6aR,10aR)-6a,7,8,10a-Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol
- (l)-delta(sup 1)-Tetrahydrocannabinol
- 1-trans-delta(sup 9)-Tetrahydrocannabinol
- 1-trans-delta-9-Tetrahydrocannabinol
- 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol
- 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol
- 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-
- Abbott 40566
- Cannabinol, 1-trans-delta(sup 9)-tetrahydro-
- Cannabinol, delta1-tetrahydro-
- CCRIS 4726
- delta(9)-Tetrahydrocannibinol
- delta(sup 1)-Tetrahydrocannabinol
- delta(sup 1)-Thc
- delta(sup 9)-Tetrahydrocannabinol
- delta(sup 9)-Thc
- delta-9 Tetrahydrocannabinol
- delta1-Tetrahydrocannabinol
- delta1-Tetrahydrocannabinol (VAN)
- delta1-THC
- delta9-Tetrahydrocannabinol (VAN)
- delta9-THC
- Deltanyne
- Dronabinol
- Dronabinolum
- Dronabinolum [Latin]
- HSDB 6471
- l-delta1-trans-Tetrahydrocannabinol
- Marinol
- Namisol
- NSC 134454
- QCD 84924
- QCD-84924
- SP 104
- Syndros
- Tetrahydro-6,6,9-trimethyl-3-pentyl-6H-dibenzo(b,d)pyran-1-ol
- Tetrahydrocannabinol
- Tetrahydrocannabinols (-)-delta1-3,4-trans-form
- THC
- UNII-7J8897W37S
Systematic Names
- 1-trans-delta9-Tetrahydrocannabinol
- 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR,10aR)-
- 6H-Dibenzo(b,d)pyran-1-ol, 6a,7,8,10a-tetrahydro-6,6,9-trimethyl-3-pentyl-, (6aR-trans)-
Superlist Names
- 1-trans-delta-9-Tetrahydrocannabinol
- DEA No. 7369
- Dronabinol in sesame oil in soft gelatin capsule
- Marinol
- Synthetic THC in sesame oil / soft gelatin
Registry Numbers
CAS Registry Number
- 1972-08-3
FDA UNII
- 7J8897W37S
Other Registry Numbers
- 1363-19-5
- 14146-29-3
- 14146-43-1
- 26108-45-2
- 5957-27-7
System Generated Number
- 0001972083
Structure Descriptors
InChI
InChI=1S/C21H30O2/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/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1InChIKey
CYQFCXCEBYINGO-IAGOWNOFSA-NSmiles
CCCCCc1cc(O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LDLo | oral | 525mg/kg (525mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) GASTROINTESTINAL: NAUSEA OR VOMITING | Toxicology and Applied Pharmacology. Vol. 25, Pg. 363, 1973. |
monkey | LD | oral | > 3150mg/kg (3150mg/kg) | Toxicology and Applied Pharmacology. Vol. 25, Pg. 363, 1973. | |
monkey | LD50 | intravenous | 125mg/kg (125mg/kg) | Medical Journal of Australia. Vol. 145, Pg. 82, 1986. | |
mouse | LD50 | intracrebral | > 12580ug/kg (12.58mg/kg) | Research Communiations in Alcohol and Substances of Abuse. Vol. 17, Pg. 151, 1996. | |
mouse | LD50 | intraperitoneal | 168mg/kg (168mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANALGESIA | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 196, Pg. 133, 1972. |
mouse | LD50 | intravenous | 42mg/kg (42mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA | Annals of the New York Academy of Sciences. Vol. 191, Pg. 74, 1971. |
mouse | LD50 | oral | 482mg/kg (482mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: EXCITEMENT BEHAVIORAL: TREMOR | Proceedings of the Society for Experimental Biology and Medicine. Vol. 136, Pg. 260, 1971. |
mouse | LD50 | subcutaneous | > 11gm/kg (11000mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 154, 1946. | |
rat | LD50 | intraperitoneal | 373mg/kg (373mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: EXCITEMENT GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Proceedings of the Society for Experimental Biology and Medicine. Vol. 136, Pg. 260, 1971. |
rat | LD50 | intravenous | 29mg/kg (29mg/kg) | BEHAVIORAL: EXCITEMENT BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Annals of the New York Academy of Sciences. Vol. 191, Pg. 74, 1971. |
rat | LD50 | oral | 666mg/kg (666mg/kg) | BEHAVIORAL: TREMOR GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: EXCITEMENT | Proceedings of the Society for Experimental Biology and Medicine. Vol. 136, Pg. 260, 1971. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 10.6 | (none) | EXP | |
log P (octanol-water) | 7.600 | (none) | EST | |
Water Solubility | 2800 | mg/L | 23 | EXP |
Atmospheric OH Rate Constant | 3.09E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.