An Analytical Reference Standard
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Active Metabolite(s)
35145Harmalol
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Harmaline

Item No. 10995

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,9-dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indole
CAS Number
304-21-2
Molecular Formula
C13H14N2O
Formula Weight
214.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1.4 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 0.25 mg/mlEthanol: 0.5 mg/ml
λmax
205, 220, 335 nm
SMILES
CC1=NCCC2=C1NC3=CC(OC)=CC=C32
InChi Code
InChI=1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
InChi Key
RERZNCLIYCABFS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

    $339

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    Product Description

    Harmaline (Item No. 10995) is an analytical reference standard categorized as a β-carboline alkaloid and monoamine oxidase (MAO) inhibitor.1,2 Harmaline has been found as an additive in herbal mixtures containing synthetic cannabinoids and described as contributing to poisoning when combined with tryptamines.3,4,2 It is a minor component of ayahuasca, a botanical mixture that has hallucinogenic properties.1 This product is intended for research and forensic applications.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Navickiene, S., Santos, L.F.S., Santos, M.C., et al. Use of coconut charcoal and menthone-thiosemicarbazone polymer as solid phase materials for the determination of N,N-dimethyltryptamine, harmine, harmaline, harmalol, and tetrahydroharmine in Ayahuasca beverage by liquid chromatography-tandem mass spectrometry. J. Braz. Chem. Soc. 30(1), 180-187 (2019).

    2. Liu, C.-H., Chu, W.-L., Liao, S.-C., et al. Syrian rue seeds interacted with acacia tree bark in an herbal stew resulted in N,N-dimethyltryptamine poisoning. Clin. Toxicol. (Phila) 57(10), 867-869 (2019).

    3. Dresen, S., Ferreirós, N., Pütz, M., et al. Monitoring of herbal mixtures potentially containing synthetic cannabinoids as psychoactive compounds. J. Mass Spectrom. 45(10), 1186-1194 (2010).

    4. Brush, D.E., Bird, S.B., and Boyer, E.W. Monoamine oxidase inhibitor poisoning resulting from internet misinformation on illicit substances. J. Toxicol. Clin. Toxicol. 42(2), 191-195 (2004).