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Speciogynine

Item No. 25794

Synonyms
Synonyms
  • (+)-Speciogynine
Technical Information
Formal Name
(αE,2S,3R,12bS)-3-ethyl-1,2,3,4,6,7,12,12b-octahydro-8-methoxy-α-(methoxymethylene)-indolo[2,3-a]quinolizine-2-acetic acid, methyl ester
CAS Number
4697-67-0
Molecular Formula
C23H30N2O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 10 mg/mlEthanol: 2 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
226, 293 nm
SMILES
CC[C@@H](C1)[C@@H](/C(C(OC)=O)=C\OC)C[C@@](N1CC2)([H])C3=C2C4=C(OC)C=CC=C4N3
InChi Code
InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16-,19-/m0/s1
InChi Key
LELBFTMXCIIKKX-CYSPOEIOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Speciogynine (Item No. 25794) is an analytical reference standard that is structurally similar to known opioids.1,2 Speciogynine is an alkaloid found in M. speciosa (Kratom in Thai). It has antinociceptive activity and reduces alcohol intake in rats.3,4 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Philipp, A.A., Wissenbach, D.K., Weber, A.A., et alPhase I and II metabolites of speciogynine, a diastereomer of the main Kratom alkaloid mitragynine, identified in rat and human urine by liquid chromatography coupled to low- and high-resolution linear ion trap mass spectrometry. J. Mass. Spectrom. 45(11), 1344-1357 (2010).

    2. Kruegel, A.C., Gassaway, M.M., Kapoor, A., et alSynthetic and receptor signaling explorations of the Mitragyna alkaloids: Mitragynine as an atypical molecular framework for opioid receptor modulators. J. Am. Chem. Soc. 138(21), 6754-6764 (2016).

    3. León, F., Obeng, S., Mottinelli, M., et alActivity of Mitragyna speciosa ("Kratom") Alkaloids at Serotonin Receptors. J. Med. Chem. 64(18), 13510-13523 (2021).

    4. Gutridge, A.M., Robins, M.T., Cassell, R.J., et alG protein-biased kratom-alkaloids and synthetic carfentanilamide opioids as potential treatments for alcohol use disorder. Br. J. Pharmacol. 177(7), 1497-1513 (2019).

    Product Citations

    Kim, K., Shahsavarani, M., Garza-García., J.J.O., et alBiosynthesis of kratom opioids. New Phytol. (2023).