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H125

Sigma-Aldrich

Harmalol hydrochloride dihydrate

monoamine oxidase inhibitor

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About This Item

Empirical Formula (Hill Notation):
C12H12N2O · HCl · 2H2O
CAS Number:
Molecular Weight:
272.73
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

mp

264-267 °C (dec.) (lit.)

SMILES string

Cl[H].[H]O[H].[H]O[H].CC1=NCCc2c1[nH]c3cc(O)ccc23

InChI

1S/C12H12N2O.ClH.2H2O/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;1H;2*1H2

InChI key

OYKGNQNESCZSHQ-UHFFFAOYSA-N

Biochem/physiol Actions

Harmalol, a harmala (β-carboline) alkaloid, is a monoamine oxidase inhibitor (MAOi) useful for studies involving melanogenesis. Harmalol is use in β-carboline nucleic acid (DNA and RNA) binding studies.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ji-Hyun Im et al.
Vascular pharmacology, 50(5-6), 147-152 (2008-12-17)
Beta-carboline alkaloids including harmalol, harmaline, norharmane, harmol, harmine and harmane are important constituents of the medicinal plant, Perganum harmala L. (Zygophylaceae), which has been used in traditional medicine. In the present study, the antiplatelet activities of six beta-carboline alkaloid compounds
S Y Tse et al.
Biochemical pharmacology, 42(3), 459-464 (1991-07-15)
beta-Carboline alkaloids are derived as a result of condensation between indoleamine (e.g. tryptamine) and short-chain carboxylic acid (e.g. pyruvic acid) or aldehyde (e.g. acetaldehyde), a reaction that occurs readily at room temperature. These compounds have been found endogenously in human
C C Shi et al.
Japanese journal of pharmacology, 85(3), 299-305 (2001-04-28)
Three psychological active principles from the seeds of Peganum harmala L., harmine, harmaline and harmalol, showed vasorelaxant activities in isolated rat thoracic aorta preparations precontracted by phenylephrine or KCl with rank order of relaxation potency of harmine > harmaline >
Najma Arshad et al.
Phytotherapy research : PTR, 22(11), 1533-1538 (2008-09-25)
In the present study the antimicrobial potential of various extracts from 12 medicinal plants has been investigated in vitro on multiple antibiotic resistant pathogens and some selected protozoa isolated from poultry. The initial examination was performed on E. coli (n
C S Lee et al.
Journal of neurochemistry, 75(2), 521-531 (2000-07-19)
The present study elucidated the protective effect of beta-carbolines (harmaline, harmalol, and harmine) on oxidative neuronal damage. MPTP treatment increased activities of total superoxide dismutase, catalase, and glutathione peroxidase and levels of malondialdehyde and carbonyls in the basal ganglia, diencephalon

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