Uberine
Names
IUPAC name
5-Methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol
Other names
5-methoxy-7-hydroxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C11H15NO2/c1-12-4-3-10-8(7-12)5-9(13)6-11(10)14-2/h5-6,13H,3-4,7H2,1-2H3
    Key: WWHAMQKZDMJLLC-UHFFFAOYSA-N
  • CN1CCC2=C(C1)C=C(C=C2OC)O
Properties
C11H15NO2
Molar mass 193.24 g/mol[1]
Density 1.1 g·cm-3[1]
Boiling point 353.9 ± 42.0 °C[1]
Vapor pressure 0.0 ± 0.8 mmHg[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uberine, or 5-Methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol, is a naturally occurring alkaloid.[2] It was first isolated in 1977 by Jerry L. McLaughlin and Richard Ranieri from the cactus Dolichothele uberiformis — now reclassified as''Mammillaria longimamma'' var. uberiformis.[2][3]

References

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  1. 1 2 3 4 "5-Methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol". www.chemspider.com. Retrieved 4 July 2026.
  2. 1 2 Ranieri, R. L.; McLaughlin, J. L. (1977). "Cactus alkaloids. XXXI. beta-Phenethylamines and tetrahydroisoquinolines from the Mexican cactus dolichothele uberiformis". Lloydia. 40 (2): 173–177. ISSN 0024-5461. PMID 875645.
  3. "Mammillaria longimamma". www.gbif.org. Retrieved 2026-07-04.

Category:Tetrahydroisoquinolines