Harmalol

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

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 Y
3D model (JSmol)	Interactive image
ChemSpider	11262879
ECHA InfoCard	100.007.616
EC Number	208-375-4
PubChem CID	5353656
UNII	2NQN80556Q Y
CompTox Dashboard (EPA)	DTXSID90975692 DTXSID50894870, DTXSID90975692
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[citation needed]
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

Society and culture

Legal status

Australia

Harmala alkaloids are considered Schedule 9 prohibited substances under the Poisons Standard (October 2015).^[4] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.^[4]

See also

• Substituted β-carboline
• 9-Me-Bc
• DMT