An Analytical Reference Standard
Related Products
Certified Reference Material(s)
38999Paynantheine (CRM)
Isomer(s)
39879Isopaynantheine
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Paynantheine

Item No. 21841

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • (+)-Paynantheine
Technical Information
Formal Name
(αE,2S,3R,12bS)-3-ethenyl-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
4697-66-9
Molecular Formula
C23H28N2O4
Formula Weight
396.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH7.2) (1:7): 0.125 mg/ml
λmax
226, 292 nm
SMILES
COC1=CC=CC2=C1C3=C([C@@](C[C@H](/C(C(OC)=O)=C\OC)[C@@H](C=C)C4)([H])N4CC3)N2
InChi Code
InChI=1S/C23H28N2O4/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/h5-8,13-14,16,19,24H,1,9-12H2,2-4H3/b17-13+/t14-,16-,19-/m0/s1
InChi Key
JGZKIGWXPPFMRG-CYSPOEIOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Paynantheine (Item No. 21841) is an analytical reference standard that is structurally similar to known opioids. Paynantheine is an alkaloid found in M. speciosa (Kratom in Thai).1 It has antinociceptive activity and reduces alcohol intake in rats.2,3 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 al. Metabolism studies of the Kratom alkaloids mitraciliatine and isopaynantheine, diastereomers of the main alkaloids mitragynine and paynantheine, in rat and human urine using liquid chromatography- linear ion trap- mass spectrometry. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 879(15-16), 1049-1055 (2011).

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

    3. Gutridge, A.M., Robins, M.T., Cassell, R.J., et al. G 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 al. Biosynthesis of kratom opioids. New Phytol. (2023).