7-Hydroxymitragynine

7-Hydroxymitragynine Basic information
Product Name:7-Hydroxymitragynine
Synonyms:7-Hydroxy Mitragynine;(7α,16E,20β)- 1,2,16,17-Tetradehydro-2,7-dihydro-7-hydroxy-9,17-diMethoxycorynan-16-carboxylic acid Methyl Ester;(αE,2S,3S,7aS,12bS)-3-Ethyl-1,2,3,4,6,7,7a,12b-octahydro-7a-hydroxy-8-Methoxy-α-(MethoxyMethylene)indolo[2,3-a]quinolizine-2-acetic Acid Methyl Ester;7α-Hydroxy-7H-Mitragynine;9-Methoxycorynantheidine Hydroxyindolenine;Mitragynine Hydroxyindolenine;HYDROXYMITRAGYNINE, 7-(SH);7-Hydroxymitragynine solution
CAS:174418-82-7
MF:C23H30N2O5
MW:414.49
EINECS:
Product Categories:Herb extract;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:174418-82-7.mol
7-Hydroxymitragynine Structure
7-Hydroxymitragynine Chemical Properties
Boiling point 567.4±50.0 °C(Predicted)
density 1.29±0.1 g/cm3(Predicted)
Fp 2℃
storage temp. -20°C Freezer
solubility Ethanol: 5 mg/ml; Methanol: 10 mg/ml
form A crystalline solid
pka12.20±0.60(Predicted)
InChIKeyRYENLSMHLCNXJT-XIYIOZPINA-N
SMILESc1c(OC)c2[C@]3(O)CCN4C[C@@H](CC)[C@@H](/C(/C(=O)OC)=C\OC)C[C@@H]4C3=Nc2cc1 |&1:5,11,14,24,r|
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 16-36/37-45
RIDADR UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 1
MSDS Information
7-Hydroxymitragynine Usage And Synthesis
Description7-Hydroxymitragynine is a terpenoid indole alkaloid from the plant Mitragyna speciosa, It is a minor constituent of this plant (Ponglux et al., 1994). 7-Hydroxymitragynine exhibited a higher potency than mitragynine in the guinea-pig ileum test and a high affinity for A-opioid receptors in binding assays (Takayama et al., 2002).
UsesA metabolite of Mitragynine. Along with mitragynine, 7-Hydroxymitragynine is an active alkaloid found in the plant Mitragynine speciosa, commonly known as Kratom. The compound possesses opioid agonistic activity with a potentcy 30- and 17-fold higher than that of mitragynine and morphine, respectively.
DefinitionChEBI: 7-Hydroxymitragynine is an alkaloid.
Preparation7-Hydroxymitragynine is produced by oxidation of mitragynine and is a minor constituent (< 0.01% in fresh leaves) found at concentrations of up to 2% in leaf extracts and commercial kratom products; however, it is believed to be the major contributor to the known addictive potential of kratom given its activity as a potent μ-opioid receptor agonist.
PharmacokineticsMitragynine and 7-hydroxymitragynine are partial agonists at the mu-opioid receptor. Human studies demonstrate the analgesic effects of kratom, while kratom extract, mitragynine and 7-hydroxymitragynine have been shown to be antinociceptive in animal models. The antinociceptive effects are reversed by an opioid antagonist.
Mitragynine also binds to adrenergic receptors, serotonergic and dopamine receptors. Although there is limited information regarding its effects at these receptors, kratom extracts and mitragynine have been reported in animal studies to have a variety of non-opioid-like behavioural effects, including antidepressant and antipsychotic effects.
7-Hydroxymitragynine Preparation Products And Raw materials
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