An Analytical Reference Standard
Related Products
Parent Compound(s)
10995Harmaline
Research Tool(s)
36090Harmalol (hydrochloride hydrate)
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Harmalol

Item No. 35145

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • 11-hydroxy Harmalan
  • Harmidol
  • NSC 72293
Technical Information
Formal Name
4,9-dihydro-1-methyl-3H-pyrido[3,4-b]indol-7-ol
CAS Number
525-57-5
Molecular Formula
C12H12N2O
Formula Weight
200.2
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solublePBS (pH 7.2): 3 mg/ml
SMILES
OC1=CC=C2C(NC3=C2CCN=C3C)=C1
InChi Code
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
InChi Key
RHVPEFQDYMMNSY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Harmalol (Item No. 35145) is an analytical reference standard categorized as a β-carboline alkaloid.1 Harmalol is an active metabolite of harmaline (Item No. 10995).2 It is a minor component of ayahuasca, a botanical mixture that has hallucinogenic properties.3 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. Tarpley, M., Oladapo, H.O., Strepay, D., et al. Identification of harmine and β-carboline analogs from a high-throughput screen of an approved drug collection; profiling as differential inhibitors of DYRK1A and monoamine oxidase A and for in vitro and in vivo anti-cancer studies. Eur. J. Pharm. Sci. 162, 105821 (2021).

    2. Brierley, D.I., and Davidson, C. Developments in harmine pharmacology – implications for ayahuasca use and drug-dependence treatment. Prog. Neuropsychopharmacol. Biol. Psychiatry 39(2), 263-272 (2012).

    3. 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).