83729-01-5 Usage
Description
Salvinorin A, a diterpene compound, is a potent and selective kappa-opioid receptor agonist. It is a hallucinogen derived from the Salvia divinorum plant, which has been traditionally used by the Mazatec Indians for spiritual practices and is now recognized as a recreational drug. Unlike other hallucinogens, Salvinorin A does not act through serotonin 5-HT2A receptors but instead binds to the κ-opioid receptor with high affinity (Ki = 2.4 nM; EC50 = 1.8 nM). This unique mechanism of action and its brain-penetrant properties make it a valuable compound for research and forensic applications.
Uses
Used in Research Applications:
Salvinorin A is used as a research compound for studying the kappa-opioid receptor's role in various physiological and psychological processes. Its unique mechanism of action allows researchers to explore the effects of selective κ-opioid receptor activation, which can provide insights into potential therapeutic applications and contribute to the development of novel treatments for various conditions.
Used in Forensic Applications:
Salvinorin A is used as a forensic tool for the detection and analysis of this compound in biological samples, such as blood or urine. This is crucial for identifying and monitoring the use of Salvinorin A as a recreational drug, as well as for understanding its potential involvement in cases of drug abuse or intoxication.
Used in Traditional Medicine:
In traditional medicine, the leaves of the Salvia divinorum plant, from which Salvinorin A is derived, are used for divination and for the treatment of anemia and excretory functions. The psychoactive properties of Salvinorin A may contribute to the plant's spiritual and healing uses in these traditional practices.
Used in Recreational Settings:
Salvinorin A has gained popularity as a recreational drug due to its potent hallucinogenic effects. Its unique mechanism of action and rapid onset of effects make it a sought-after substance for those seeking novel psychoactive experiences. However, it is essential to note that the use of Salvinorin A in recreational settings may carry potential risks and legal implications, depending on the jurisdiction.
Biological Activity
Potent naturally occuring non-nitrogenous κ -opioid selective agonist that displays high affinity at both native (K i = 4.3 nM) and cloned (K i = 16 nM) κ -opioid receptors. Also exhibits allosteric modulation of μ -opioid receptor binding. Reported to be brain-penetrant and displays psychoactive properties.
Biochem/physiol Actions
Salvinorin A is a potent, non-nitrogenous κ opioid selective receptor agonist. Salvinorin A is isolated from Salvia divinorum. Salvinorin A displays high affinity at both native (Ki=4.3 nm) and cloned (Ki=16 nm) κ -opioid receptors. Preliminary studies suggest that Salvanorin A is chemically unique among the psychtropic drugs and does not bind to any known receptor.
Check Digit Verification of cas no
The CAS Registry Mumber 83729-01-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,3,7,2 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 83729-01:
(7*8)+(6*3)+(5*7)+(4*2)+(3*9)+(2*0)+(1*1)=145
145 % 10 = 5
So 83729-01-5 is a valid CAS Registry Number.
InChI:InChI=1/C23H28O8/c1-12(24)30-16-9-15(20(26)28-4)22(2)7-5-14-21(27)31-17(13-6-8-29-11-13)10-23(14,3)19(22)18(16)25/h6,8,11,14-17,19H,5,7,9-10H2,1-4H3/t14-,15-,16-,17-,19-,22-,23-/m0/s1
83729-01-5Relevant articles and documents
Total Synthesis of (?)-Salvinorin A
Line, Nathan J.,Burns, Aaron C.,Butler, Sean C.,Casbohm, Jerry,Forsyth, Craig J.
, p. 17983 - 17986 (2016)
Salvinorin A (1) is natural hallucinogen that binds the human κ-opioid receptor. A total synthesis has been developed that parlays the stereochemistry of l-(+)-tartaric acid into that of (?)-1 via an unprecedented allylic dithiane intramolecular Diels–Alder reaction to obtain the trans-decalin scaffold. Tsuji allylation set the C9 quaternary center and a late-stage stereoselective chiral ligand-assisted addition of a 3-titanium furan upon a C12 aldehyde/C17 methyl ester established the furanyl lactone moiety. The tartrate diol was finally converted into the C1,C2 keto-acetate.
Divinorium A, a Psychotropic Terpenoid, and Divinorin B from the Hallucinogenic Mexican Mint Salvia Divinorum
Valdes, Leander J.,Butler, William M.,Hatfield, George M.,Paul, Ara G.,Koreeda, Masato
, p. 4716 - 4720 (1984)
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Total synthesis of the hallucinogenic neoclerodane diterpenoid salvinorin A
Nozawa, Masato,Suka, Yuhki,Hoshi, Takashi,Suzuki, Toshio,Hagiwara, Hisahiro
supporting information; experimental part, p. 1365 - 1368 (2009/04/12)
(Chemical Equation Presented) Total synthesis of salvinorin A (1), a neoclerodane diterpenoid having the most potent hallucinogenic activity and a selective K-opioid agonist, was completed in 20 steps starting from enantiomerically pure hydroxy-Wieland-Miescher ketone 5.
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