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Harmalol information


Harmalol
Names
Preferred IUPAC name
1-Methyl-4,9-dihydro-3H-pyrido[4,3-b]indol-7-ol
Other names
1-Methyl-4,9-dihydro-3H-β-carbolin-7-ol
Identifiers
CAS Number
  • 525-57-5 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 11262879
ECHA InfoCard 100.007.616 Edit this at Wikidata
EC Number
  • 208-375-4
PubChem CID
  • 5353656
UNII
  • 2NQN80556Q checkY
CompTox Dashboard (EPA)
  • DTXSID90975692 DTXSID50894870, DTXSID90975692 Edit this at Wikidata
InChI
  • InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,14-15H,4-5H2,1H3
    Key: RHVPEFQDYMMNSY-UHFFFAOYSA-N
SMILES
  • OC1=CC=C(C(CCN=C3C)=C3N2)C2=C1
Properties
Chemical formula
 C12H12N2O
Molar mass 200.241 g·mol−1
Appearance Red solid
Melting point 100 to 105 °C (212 to 221 °F; 373 to 378 K) (trihydrate)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Harmalol is a bioactive beta-carboline and a member of the harmala alkaloids.[2][3]

  1. ^ Thieme Chemistry (Hrsg.): RÖMPP Online – Version 3.37. Georg Thieme Verlag KG, Stuttgart, 27. September 2013.
  2. ^ Sarkar S, Bhadra K (2014). "Binding of alkaloid harmalol to DNA: photophysical and calorimetric approach". J Photochem Photobiol B. 130: 272–80. doi:10.1016/j.jphotobiol.2013.11.021. PMID 24368411.
  3. ^ El Gendy MA, Soshilov AA, Denison MS, El-Kadi AO (2012). "Harmaline and harmalol inhibit the carcinogen-activating enzyme CYP1A1 via transcriptional and posttranslational mechanisms". Food Chem Toxicol. 50 (2): 353–62. doi:10.1016/j.fct.2011.10.052. PMC 3281145. PMID 22037238.

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