| Identification | Back Directory | [Name]
Herkinorin | [CAS]
862073-77-6 | [Synonyms]
Herkinorin
Herkinorin, mu opioid agonist
2H-Naphtho[2,1-c]pyran-7-carboxylic acid, 9-(benzoyloxy)-2-(3-furanyl)dodecahydro-6a,10b-dimethyl-4,10-dioxo-, methyl ester, (2S,4aR,6aR,7R,9S,10aS,10bR)- | [EINECS(EC#)]
202-713-4 | [Molecular Formula]
C28H30O8 | [MDL Number]
MFCD10574986 | [MOL File]
862073-77-6.mol | [Molecular Weight]
494.53 |
| Chemical Properties | Back Directory | [Melting point ]
165-170 °C | [Boiling point ]
635.6±55.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Acetonitrile: 1 mg/ml; DMF: 1 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 2 mg/ml | [form ]
A crystalline solid | [color ]
white |
| Hazard Information | Back Directory | [Description]
Herkinorin (Item No. 20925) is an analytical reference standard that is functionally categorized as an opioid. It is a natural neoclerodane diterpene from S. divinorum that preferentially activates the μ-opioid receptor. Unlike the peptide DAMGO , herkinorin activates μ-opioid receptors without inducing arrestin-mediated receptor internalization. Herkinorin has antinociceptive effects in rats. It has been identified as a novel psychoactive substance in multiple agitated emergency department patients screened in a non-targeted manner. This product is intended for research and forensic applications. | [Uses]
Herkinorin is an opioid analgesic and an analogue of Salvinorin A (S100900). Salvinorin A is a potent and selective kappa-opioid receptor agonist. | [References]
[1] C E GROER. An opioid agonist that does not induce mu-opioid receptor–arrestin interactions or receptor internalization.[J]. Molecular Pharmacology, 2007, 71 2: 549-557. DOI: 10.1124/mol.106.028258
[2] KENNETH G. HOLDEN . Synthetic studies of neoclerodane diterpenes from Salvia divinorum: Exploration of the 1-position[J]. Bioorganic & Medicinal Chemistry Letters, 2007, 17 22: Pages 6111-6115. DOI: 10.1016/j.bmcl.2007.09.050
[3] HENG XU. A comparison of noninternalizing (herkinorin) and internalizing (DAMGO) mu-opioid agonists on cellular markers related to opioid tolerance and dependence.[J]. Synapse, 2007, 61 3: 166-175. DOI: 10.1002/syn.20356
[4] KENNETH LAMB . Antinociceptive effects of herkinorin, a MOP receptor agonist derived from salvinorin A in the formalin test in rats: New concepts in mu opioid receptor pharmacology: From a symposium on new concepts in mu-opioid pharmacology[J]. Drug and alcohol dependence, 2012, 121 3: Pages 181-188. DOI: 10.1016/j.drugalcdep.2011.10.026
[5] D. LUNG. Non-targeted screening for novel psychoactive substances among agitated emergency department patients[J]. Clinical Toxicology, 2016, 42 1: 319-323. DOI: 10.3109/15563650.2016.1139714 |
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