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Harmine

CAT: 0804-HY-N0737A-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0737A-02Size:500 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor with anticancer and anti-inflammatory activities. Harmine has a high affinity of 5-HT2A serotonin receptor, with an Ki of 397 nM[1].
CAS Number
442-51-3
Product Name Alternative
Telepathine
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
5-HT Receptor; DYRK
Type
Natural Products
Related Pathways
GPCR/G Protein; Neuronal Signaling; Protein Tyrosine Kinase/RTK
Applications
Cancer-Kinase/protease
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Harmine.html
Concentration
10mM
Purity
99.97
Solubility
DMSO : ≥ 30 mg/mL
Smiles
CC1=NC=CC2=C1NC3=C2C=CC(OC)=C3
Molecular Formula
C13H12N2O
Molecular Weight
212.25
Precautions
H302, H315, H319, H335
References & Citations
[1]Glennon RA, et al. Binding of beta-carbolines and related agents at serotonin (5-HT (2) and 5-HT (1A) ), dopamine (D (2) ) and benzodiazepine receptors. Drug Alcohol Depend. 2000 Aug 1;60 (2) :121-32.|[2]Neumann F, et al. DYRK1A inhibition and cognitive rescue in a Down syndrome mouse model are induced by new fluoro-DANDY derivatives. Sci Rep. 2018 Feb 12;8 (1) :2859.|[3]Zhang L, et al. Harmine suppresses homologous recombination repair and inhibits proliferation of hepatoma cells. Cancer Biol Ther. 2015;16 (11) :1585-92.|[4]Zhong Z, et al. Treatment with harmine ameliorates functional impairment and neuronal death following traumatic brain injury. Mol Med Rep. 2015 Dec;12 (6) :7985-91.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Phase 1
Isoform
5-HT2 Receptor; DYRK1; α-1 microglobulin
Citation 01
Biochem Pharmacol. 2025 Oct 7;242 (Pt 4) :117391.|Biomedicines. 2024 Jan 16;12 (1) :197.|bioRxiv. 2023 Dec 1.|BMC Infect Dis. 2024 Jul 31;24 (1) :760.|Cancer Biol Med. 2020 May 15;17 (2) :387-400.|Cell Stem Cell. 2022 Apr 7;29 (4) :545-558.e13.|Eur J Pharmacol. 2024 Dec 30:177223.|Eur J Pharmacol. 2024 Jul 31:980:176828.|Exp Ther Med. 2022 Mar;23 (3) :209.|Int Immunopharmacol. 2023 Jun:119:110208.|Int Immunopharmacol. 2026 Jan 1;168 (Pt 2) :115902.|Int J Oncol. 2022 Apr;60 (4) :45.|J Biol Chem. 2025 Feb 2:108254.|J Biomed Sci. 2022 Jun 2;29 (1) :34.|J Cell Mol Med. 2019 Nov;23 (11) :7427-7437.|J Clin Invest. 2024 Jul 18:e179472.|J Ethnopharmacol. 2025 Jan 30;337 (Pt 3) :118896.|Onco Targets Ther. 2019 Jun 12:12:4585-4593.|Phytomedicine. 2025 May:140:156484.|Phytomedicine. 2025 Sep 24:148:157306.|Prog Neuropsychopharmacol Biol Psychiatry. 2017 Jun 15;79 (Pt B) :258-267.|Res Sq. 2025 Jul 08.|Research Square Preprint. 2021 Aug.|Sci Adv. 2023 Dec 22;9 (51) :eadi5683.|Sci Rep. 2015 Aug 3;5:12728.|Sci Rep. 2024 Mar 18;14 (1) :6504.|SSRN. 2023 Mar 8.|Front Cell Dev Biol. 2022 Jan 17;9:792257.|J Integr Neurosci. 2025 Jun 23;24 (6) :38100.

Chemical Information

Harmine

Harmine is a harmala alkaloid in which the harman skeleton is methoxy-substituted at C-7. It has a role as a metabolite, an EC 1.4.3.4 (monoamine oxidase) inhibitor and an anti-HIV agent. It derives from a hydride of a harman.

CAS Number442-51-3
PubChem CID5280953
IUPAC Name7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
Molecular FormulaC13H12N2O
Molecular Weight212.25
XLogP3.6
Topological Polar Surface Area37.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Heavy Atom Count16
Formal Charge0
Complexity258
SMILES
CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC
InChI
InChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3
InChIKey
BXNJHAXVSOCGBA-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Harmine
CAS: 442-51-3
CID: 5280953
Formula: C13H12N2O
MW: 212.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight212.25
XLogP33.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass212.094963011
Monoisotopic Mass212.094963011
Topological Polar Surface Area37.9 Ų
Heavy Atom Count16
Formal Charge0
Complexity258
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
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