Harmol

Harmol is a chemical compound classified as a β-carboline.^[1][2][3] It is readily formed in vivo in humans by O-demethylation of harmine.^[4]

Harmol

Names
IUPAC name 1-Methyl-2,9-dihydropyrido[3,4-b]indol-7-one
Identifiers
CAS Number	487-03-6 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:192558
ChemSpider	10296888
ECHA InfoCard	100.006.951
PubChem CID	68094
UNII	7PQ075MCA6 Y
CompTox Dashboard (EPA)	DTXSID10960989 DTXSID10876697, DTXSID10960989
SMILES CC1=C2C(=C3C=CC(=O)C=C3N2)C=CN1
Properties
Chemical formula	C12H10N2O
Molar mass	198.225 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

See also

• Harmalol

References

1. Abe A, Kokuba H (2013). "Harmol induces autophagy and subsequent apoptosis in U251MG human glioma cells through the downregulation of survivin". Oncol Rep. 29 (4): 1333–42. doi:10.3892/or.2013.2242. PMID 23338618.
2. El Gendy MA, Soshilov AA, Denison MS, El-Kadi AO (2012). "Transcriptional and posttranslational inhibition of dioxin-mediated induction of CYP1A1 by harmine and harmol". Toxicol Lett. 208 (1): 51–61. doi:10.1016/j.toxlet.2011.09.030. PMC 3263333. PMID 22001777.
3. Abe A, Yamada H, Moriya S, Miyazawa K (2011). "The β-carboline alkaloid harmol induces cell death via autophagy but not apoptosis in human non-small cell lung cancer A549 cells". Biol Pharm Bull. 34 (8): 1264–72. doi:10.1248/bpb.34.1264. PMID 21804216.
4. Morales-Garcia JA, de la Fuenta Revenga M, Alonso-Gil S, Rodriguez-Franco MI, Feiding A, Perez-Castillo A, Riba J (2017). "The alkaloids of Banisteriopsis caapi, the plant source of the Amazonian hallucinogen Ayahuasca, stimulate adult neurogenesis in vitro". Sci. Rep. 7 (1): 5309. Bibcode:2017NatSR...7.5309M. doi:10.1038/s41598-017-05407-9. PMC 5509699. PMID 28706205.