Tetrahydroharman

Tetrahydroharman
Names
Preferred IUPAC name
1-Methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
Systematic IUPAC name
1-Methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
Other names
Elaeagnine
Methtryptoline
Tetrahydroharmane
Identifiers
3DMet B02674
525-40-6 
23844-21-5 (1S) Yes
2254-36-6 (1R) Yes
2506-10-7 
ChEBI CHEBI:311872 
ChemSpider 82643 
614612 (1S) 
390581 (1R) 
EC number 219-711-4
Jmol-3D images Image
KEGG C09089 
MeSH Tetrahydroharmane
PubChem 91522 ()
704991 (1S)
442025 (1R)
Properties
C12H14N2
Molar mass 186.25296 g/mol
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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Infobox references

Tetrahydroharman(e), also known as 1-methyl-1,2,3,4-tetrahydro-β-carboline, is a general name for one of two isomers:

  1. (1S)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
  2. Calligonine ((1R)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole)

Calligonine is a major alkaloid constituent of the roots of Calligonum minimum and the bark of Elaeagnus angustifolia. When taken internally, it has the effect of substantially lowering blood pressure for an extended period of time, similar to reserpine.

References

See also