Δ9-Tetrahydrocannabinol solution ?9-Tetrahydro

CAS 1972-08-3 MFCD00083207

化学结构图

1972-08-3
SMILES: CCCCCc1cc(O)c2c(c1)OC(C)(C)[C@@H]1CCC(C)=C[C@@H]21

化学属性

Mol. FormulaC21H30O2
Mol. Weight314.51

别名和识别编码

Chemical NameCannabinol
CAS Number1972-08-3
Synonym (-)-delta(sup 1)-3,4-trans-Tetrahydrocannabinol QCD 84924 delta(sup 1)-Thc trans-delta(sup 9)-Tetrahydrocannabinol Tetrahydrocannabinol SP 104 Δ1-四氢大麻醇 Δ9-THC (l)-delta(sup 1)-Tetrahydrocannabinol delta(sup 1)-Tetrahydrocannabinol 1-trans-delta(sup 9)-Tetrahydrocannabinol (-)-delta(sup 9)-trans-Tetrahydrocannabinol 6,6,9-Trimethyl-3-pentyl-7,8,9,10-tetrahydro-6H-dibenzo(b,d)pyran-1-ol Cannabinol, 1-trans-delta(sup 9)-tetrahydro- Abbott 40566 Δ9-四氢大麻酚 溶液 (6aR,10aR)- 3-Pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro-6H-dibenzo(b,d)pyran-1-ol delta(sup 9)-Tetrahydrocannabinol Marinol Dronabinol delta(sup 9)-Thc THC
EC Number200-578-6
MDL NumberMFCD00083207
PubChem Substance ID16078
Wiswesser Line NotationT B666 HO MU&TTJ CQ E5 I1 I1 M1
Chemical Name Translation?9-Tetrahydro
InChIInChI=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/s1
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分类

  • β-Glucuronidase, β-Glucuronidase Drug Analysis Bundle, Alphabetic, Analytical Standards, Analytical and Industrial Enzymes, Analytical/Chromatography, Bioactive Small Molecules, Biochemicals and Reagents, Cannabiol, Cell Biology, Chemical Structure, Chromatography, Drug standards, Drugs & Metabolites, Drugs of Abuse, Enzymes, Inhibitors, and Substrates, Forensic and Veterinary Standards, Solutions, T, TA - TE
  • {SA} Alphabetic, Analytical Standards, Analytical/Chromatography, Cannabiol, Cannabis,
  • {SNA} Bioactive Small Molecules,

产品应用

  • It is the principal active constituent of cannabis. Agonist at CB1 and CB2 cannabinoid receptors. Antiemetic; appetite stimulant. Controlled substance (hallucinogen).

相关文献及参考

  • Rosenkranz, H., et al.: Toxicol., 1416, 2111 (1967),
  • Tanda, G., et al.: Eur. J. Pharmacol., 376, 23 (1999),
  • Dewey, W.L., et al.: Pharmacol. Rev., 38, 151 (1986),
  • Rodriguez de Fonseca, F., et al., Effects of Δ 9 -THC on VIP-induced prolactin secretion in anterior pituitary cultures: evidence for the presence of functional cannabinoid CB1 receptors in pituitary cells. Brain Res. 841 , 114-122, (1999)
  • Mason, D.J. Jr, et al., Cannabinoid modulation of dynorphin A: correlation to cannabinoid-induced antinociception. Eur. J. Pharmacol. 378 , 237-248, (1999)
  • Tanda, G., et al., Dependence of mesolimbic dopamine transmission on Δ 9 -tetrahydrocannabinol. Eur. J. Pharmacol. 376 , 23-36, (1999)
  • Merck 14 ,9209

安全信息

GHS Symbol
WGK Germany2
Hazard statements
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
Signal word Danger
Hazard Codes F,T F
Risk Statements
  • R11 Highly flammable 非常易燃
Safety Statements
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
Restrict {} 精神药品 精麻类化学品
TYPE OF TEST            : TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 800 ug/kg/W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Tumorigenic - tumors at site of application
REFERENCE :
   AVBIB9 Advances in the Biosciences.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1967-  Volume(issue)/page/year:
   22/23,359,1979

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 800 ug/kg/W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Skin and Appendages - tumors
   Tumorigenic - tumors at site of application
REFERENCE :
   FEPRA7 Federation Proceedings, Federation of American Societies for
   Experimental Biology. (Bethesda, MD)  V.1-46, 1942-87.
   Volume(issue)/page/year: 38,1450,1979

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 91875 mg/kg/2Y-C
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Endocrine - thyroid tumors
REFERENCE :
   NTPTR* National Toxicology Program Technical Report Series.  (Research
   Triangle Park, NC 27709) No.206-  Volume(issue)/page/year: NTP-TR-446,1996

RTECSHP8225000
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Primate - monkey
DOSE/DURATION           : 125 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   MJAUAJ Medical Journal of Australia.  (Australasian Medical Pub. Co. Ltd.,
   71-79 Arundel St., Glebe, N.S.W., Australia)  V.1-    1914-
   Volume(issue)/page/year: 145,82,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 373 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - excitement
   Gastrointestinal - hypermotility, diarrhea
REFERENCE :
   PSEBAA Proceedings of the Society for Experimental Biology and Medicine.
   (Academic Press, Inc., 1 E. First St., Duluth, MN 55802)  V.1-    1903/04-
   Volume(issue)/page/year: 136,260,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 29 mg/kg
TOXIC EFFECTS :
   Behavioral - ataxia
   Lungs, Thorax, or Respiration - respiratory depression
   Behavioral - excitement
REFERENCE :
   ANYAA9 Annals of the New York Academy of Sciences.  (New York Academy of
   Sciences, 2 E. 63rd St., New York, NY 10021)  V.1-    1877-
   Volume(issue)/page/year: 191,74,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 42 mg/kg
TOXIC EFFECTS :
   Behavioral - ataxia
   Lungs, Thorax, or Respiration - respiratory depression
   Behavioral - excitement
REFERENCE :
   ANYAA9 Annals of the New York Academy of Sciences.  (New York Academy of
   Sciences, 2 E. 63rd St., New York, NY 10021)  V.1-    1877-
   Volu

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 100 umol/L
REFERENCE :
   FEPRA7 Federation Proceedings, Federation of American Societies for
   Experimental Biology. (Bethesda, MD)  V.1-46, 1942-87.
   Volume(issue)/page/year: 36,1748,1977

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
REFERENCE :
   RCOCB8 Research Communications in Chemical Pathology and Pharmacology. (PJD
   Pub. Ltd., P.O. Box 966, Westbury, NY 11590)  V.1-    1970-
   Volume(issue)/page/year: 17,703,1977

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 10 umol/L
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 100 umol/L
REFERENCE :
   FEPRA7 Federation Proceedings, Federation of American Societies for
   Experimental Biology. (Bethesda, MD)  V.1-46, 1942-87.
   Volume(issue)/page/year: 36,1748,1977

TYPE OF TEST            : Sperm Morphology
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 25 mg/kg/5D (Continuous)
REFERENCE :
   P

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Fibroblast
DOSE/DURATION           : 10 umol/L
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   35,127,1976

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 145 mg/kg
SEX/DURATION            : female 15-22 day(s) after conception
                          lactating female 21 day(s) post-birth
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4
   per # born alive)
   Reproductive - Effects on Newborn - weaning or lactation index (e.g., #
   alive a

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 200 mg/kg
SEX/DURATION            : female 1-20 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Maternal Effects - parturition
REFERENCE :
   TXAPA9 Toxicology and Applied Pharmacology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1959-  Volume(issue)/page/year:
   20,480,1971

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TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 62500 ug/kg
SEX/DURATION            : female 6-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 400 mg/kg
SEX/DURATION            : female 11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
REFERENCE :
   ANREAK Anatomical Record.  (Alan R. Liss, Inc., 41 E. 11th St., New York, NY
   10003)  V.1-    1906/08-  Volume(issue)/page/year: 181,387,1975

TYPE OF TEST            : TDLo - Lowest published toxic dose

系列性分类


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