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CAS No 83729-01-5 , 2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)- Search by region : Germany

  • Name: 2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)-
  • Synonyms: 2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)-; (-)-Salvinorin A;2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, [2S-(2a,4aa,6ab,7b,9b,10aa,10bb)]-; Salvinorin A; Salvinorin; Divinorin A;
  • CAS Registry Number:
  • Melting Point: 238-240 deg C; also reported as 242-244 deg C
  • Flash Point: 294.8°C
  • Boiling Point: 563.8°C at 760 mmHg
  • Density: 1.28g/cm3
  • Refractive index: 1.547
  • Safety Statements:
    Safety Statements 22-24/25
    RTECS QL6127142
  • Flash Point: 294.8°C
  • Molecular Weight: 432.47
  • 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
  • Molecular Formula: C23H28 O8
  • Molecular Structure:CAS No:83729-01-5 2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)-

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83729-01-5 SALVINORIN A

  • Germany BIOTREND Chemikalien GmbH [Manufacturer]
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References of 2H-Naphtho[2,1-c]pyran-7-carboxylicacid, 9-(acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-,methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)-
Title: Salvinorins
Synonyms: Divinorins
Literature References: Family of neoclerodane diterpenes isolated from the hallucinogenic Mexican mint Salvia divinorum. Traditional medicine used by the Mazatec people of Oaxaca, Mexico. Isoln of Salvinorin A: A. Ortega et al., J. Chem. Soc. Perkin Trans. 1 1982, 2505; of A and B and biologic activity: L. J. Valdés, III et al., J. Org. Chem. 49, 4716 (1984); of C: L. J. Valdés, III et al., Org. Lett. 3, 3935 (2001). Stereochemistry: M. Koreeda et al., Chem. Lett. 1990, 2015. Pharmacologic effects: D. J. Siebert, J. Ethnopharmacol. 43, 53 (1994). Review: L. J. Valdés III, J. Psychoactive Drugs 26, 277-283 (1994).
 
Derivative Type: Salvinorin A
CAS Registry Number: 83729-01-5
CAS Name: (2S,4aR,6aR,7R,9S,10aS,10bR)-9-(Acetyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-2H-naphtho[2,1-c]-pyran-7-carboxylic acid methyl ester
Synonyms: divinorin A
Molecular Formula: C23H28O8
Molecular Weight: 432.46
Percent Composition: C 63.88%, H 6.53%, O 29.60%
Literature References: One of the most potent natural hallucinogens known. First naturally occurring non-nitrogenous k opioid receptor (KOR) agonist identified. HPLC quantification in S. divinorum extracts: J. W. Gruber et al., Phytochem. Anal. 10, 22 (1999). LC determn in biological fluids: M. S. Schmidt et al., J. Chromatogr. B 818, 221 (2005). KOR binding profile: B. L. Roth et al., Proc. Natl. Acad. Sci. USA 99, 11934 (2002). Brief review: D. J. Sheffler, B. L. Roth, Trends Pharmacol. Sci. 24, 107-109 (2003).
Properties: Colorless crystals from methanol, mp 238-240° (Ortega); also reported as mp 242-244° (Valdes, 1984). [a]D22 -45.3° (c = 8.530 in CHCl3). [a]D25 -41° (c = 1 in CHCl3).
Melting point: mp 238-240° (Ortega); mp 242-244° (Valdes, 1984)
Optical Rotation: [a]D22 -45.3° (c = 8.530 in CHCl3); [a]D25 -41° (c = 1 in CHCl3)
 
Use: In traditional medicine, the leaves are used for divination and for treatment of anemia and excretory functions.