Harmane

From Wikipedia, the free encyclopedia
Jump to navigation Jump to search

Template:Short description <templatestyles src="Chembox/styles.css"/>

Template:Chembox image cellTemplate:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox SolubilityInWaterTemplate:Chembox Datapage checkTemplate:Chembox Footer
Harmane
Template:Longitem Template:Unbulleted list
ChEBI Template:Unbulleted list
ChemSpider Template:Unbulleted list
DrugBank Template:Unbulleted list
EC Number Template:Unbulleted list
KEGG Template:Unbulleted list
Template:Longitem Template:Unbulleted list
RTECS number Template:Unbulleted list
Script error: No such module "collapsible list".
Script error: No such module "collapsible list".
Template:Longitem Template:Chembox Elements/molecular formula
Molar mass Template:Chem molar mass
Melting point Template:Chembox CalcTemperatures

Template:Chembox Footer/trackingScript error: No such module "TemplatePar".Template:Short description

Harmane (harman) is a heterocyclic amine and β-carboline found in a variety of foods including coffee,[1] sauces,[2] and cooked meat.[3] It is also present in tobacco smoke.[4]

Harmane is related to other alkaloids, harmine and harmaline, found in 1837 in the plant Peganum harmala.[5] The name derives from the Arabic word for the plant, Script error: No such module "Lang". (Script error: No such module "Lang".).

In humans, harmane is a potent tremor-producing neurotoxin.[6] Harmane has been found to inhibit the early stages of the growth of the malaria parasite in the gut of mosquitoes infected by the bacterium Delftia tsuruhatensis, and can be absorbed by the mosquitoes upon contact.[7][8][9]

Pharmacology

Harmane fails to substitute for the psychedelic drug DOM in rodent drug discrimination tests.[10] This is similar to the case of harmine but is in contrast to harmaline and 6-methoxyharmalan.[10]

Chemistry

Harmane is a methylated derivative of β-carboline with the molecular formula C12H10N2.

Natural occurrence

Plant sources
Family Plant
Rubiaceae Coffea arabica[1]
Solanaceae Nicotiana tabacum[11]
Theaceae Camellia sinensis[12]

In 1962, Poindexter et al. found that there was very little harmane in tobacco, but a significant amount in tobacco smoke. They showed that it is produced from tryptophan by the heat of burning the tobacco.[11]

See also

References

<templatestyles src="Reflist/styles.css" />

  1. a b Script error: No such module "Citation/CS1".
  2. Script error: No such module "Citation/CS1".
  3. Script error: No such module "Citation/CS1".
  4. Script error: No such module "Citation/CS1".
  5. Script error: No such module "citation/CS1".
  6. Script error: No such module "Citation/CS1".
  7. Script error: No such module "Citation/CS1".
  8. Script error: No such module "citation/CS1".
  9. Script error: No such module "citation/CS1".
  10. a b Script error: No such module "Citation/CS1".
  11. a b Script error: No such module "Citation/CS1".
  12. Script error: No such module "Citation/CS1".

Script error: No such module "Check for unknown parameters".

Template:Monoamine metabolism modulators Script error: No such module "Navbox".