Skip to the beginning of the images gallery

Harmine - 98%, high purity , CAS No.442-51-3, Inhibitor of dual specificity tyrosine phosphorylation regulated kinase 1A;Inhibitor of dual specificity tyrosine phosphorylation regulated kinase 1B

7 Citations

Moligand™

≥98%

CAS#: 442-51-3
Formula: C₁₃H₁₂N₂O
Molecular Weight: 212.25
Beilstein Registry Number: 178813
EC Number: 207-131-4
MDL number: MFCD00004958
PubChem CID: 5280953

Item Number

H107067

Grouped product items
SKU	Size	Availability	Price	Qty
H107067-250mg	250mg	In stock	$28.90
H107067-1g	1g	In stock	$93.90

Potent and selective inhibitor of DYRK1A

View related series

5-HT Receptor dual specificity tyrosine phosphorylation regulated kinase 1A Inhibitor dual specificity tyrosine phosphorylation regulated kinase 1B Inhibitor DYRK GPCR/G Protein Neuronal Signaling Protein Tyrosine Kinase/RTK

Basic Description

Synonyms	7-Methoxy-1-methyl-9H-pyrido[3,4-b]indole \| HARMINE \| HMS3885E10 \| Spectrum5_001914 \| 9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl- \| HY-N0737A \| Spectrum_001128 \| 5-23-12-00237 (Beilstein Handbook Reference) \| NCGC00016435-01 \| NCGC00016435-03 \| SMR0012332
Specifications & Purity	Moligand™, ≥98%
Biochemical and Physiological Mechanisms	Potent and selective inhibitor of DYRK1A (dual specificity tyrosine-phosphorylated and -regulated kinase). (IC 50 values are 0.08 (DYRK1A), 0.9 (DYRK2), 0.8 (DYRK3), 4.3 (PIM3) and 1.5 μM (CK1)). 5-HT antagonist and MAO inhibitor.
Shipped In	Normal
Grade	Moligand™
Action Type	INHIBITOR
Mechanism of action	Inhibitor of dual specificity tyrosine phosphorylation regulated kinase 1A;Inhibitor of dual specificity tyrosine phosphorylation regulated kinase 1B
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (1 Activities)

Discover Target: CYP1A2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DYRK1B Tchem Dual specificity tyrosine-phosphorylation-regulated kinase 1B (2 Activities)

Discover Target: DYRK1B

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

DYRK1A Tchem Dual specificity tyrosine-phosphorylation-regulated kinase 1A (6 Activities)

Discover Target: DYRK1A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

MAOA Tclin Amine oxidase [flavin-containing] A (3 Activities)

Discover Target: MAOA

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CLK1 Tchem Dual specificity protein kinase CLK1 (4 Activities)

Discover Target: CLK1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NISCH Tclin Nischarin (1 Activities)

Discover Target: NISCH

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
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
InChi Key	BXNJHAXVSOCGBA-UHFFFAOYSA-N
Canonical SMILES	CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC
Isomeric SMILES	CC1=NC=CC2=C1NC3=C2C=CC(=C3)OC
WGK Germany	3
RTECS	UV0175000
Alternate CAS	442-51-3
PubChem CID	5280953
MeSH Entry Terms	9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl-;Banisterine;Harmine;Leucoharmine;Telepathine;Yageine
Molecular Weight	212.25
Beilstein	178813

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot Number	Certificate Type	Date	Item
E1916020	Certificate of Analysis	Mar 08, 2023	H107067
G2319530	Certificate of Analysis	Dec 20, 2021	H107067

Chemical and Physical Properties

Melt Point(°C)	262-264°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H319:Causes serious eye irritation H302:Harmful if swallowed H312:Harmful in contact with skin H332:Harmful if inhaled
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help.
WGK Germany	3
RTECS	UV0175000
Merck Index	4616

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Yue Wei,Tingyun Ma,Hanxue Wang,Jianguo Xing,Yuwen Wang,Zhengyi Gu,Dandan Mu,Qiang Yin,Xuemei Cheng,Changhong Wang. (2018-05-22) Extracts of compound Muniziqi granule suppressed uterus contraction and ameliorated oxytocin-induced primary dysmenorrhea.. Journal of ethnopharmacology, 223 (33-40). [PMID:29783015]
2. Yuanyuan Li, Guangmei Yang, Yuting Wang, Yahong Li, Shu Zhang, Ruyi Li, Linxin Yang, Jian Wang, Xibo Pei, Qianbing Wan, Junyu Chen. (2023) Osteoimmunity-regulating nanosilicate-reinforced hydrogel for enhancing osseointegration. Journal of Materials Chemistry B, (25): [PMID:37822156] [10.1039/D3TB01509B]
3. Peijian Sun, Yipeng Wang, Song Yang, Xuehui Sun, Bin Peng, Lining Pan, Yunzhen Jia, Xiaobing Zhang, Cong Nie. (2023) Molecularly Imprinted Polymer Nanospheres with Hydrophilic Shells for Efficient Molecular Recognition of Heterocyclic Aromatic Amines in Aqueous Solution. MOLECULES, 28 (5): (2052). [PMID:36903298] [10.3390/molecules28052052]
4. Miao Jiefei, Meng Chi, Wu Hongmei, Shan Wenpei, Wang Haoran, Ling Changchun, Zhang Jinlin, Yang Tao. (2021) Novel Hybrid CHC from β-carboline and N-Hydroxyacrylamide Overcomes Drug-Resistant Hepatocellular Carcinoma by Promoting Apoptosis, DNA Damage, and Cell Cycle Arrest. Frontiers in Pharmacology, 11 (2389). [PMID:33536926] [10.3389/fphar.2020.626065]
5. Gaofeng Cui, Haiqi Yuan, Zhiyan Jiang, Jing Zhang, Zhipeng Sun, Guohua Zhong. (2020) Natural harmine negatively regulates the developmental signaling network of Drosophila melanogaster (Drosophilidae: Diptera) in vivo. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 190 (110134). [PMID:31901541] [10.1016/j.ecoenv.2019.110134]
6. Shijiao Tian, Wenming Jia, Mei Lu, Juan Zhao, Xiulian Sun. (2019) Dual-specificity tyrosine phosphorylation-regulated kinase 1A ameliorates insulin resistance in neurons by up-regulating IRS-1 expression. JOURNAL OF BIOLOGICAL CHEMISTRY, 294 (52): (20164-20176). [PMID:31723029] [10.1074/jbc.RA119.010809]
7. Zhang Chunhua, Wu Huiqin, Huang Xiaolan, Zhu Zhixin, Luo Huitai, Huang Fang, Lin Xiaoshan. (2012) Simultaneous Determination of Toxic Alkaloids in Blood and Urine by HPLC–ESI–MS/MS. CHROMATOGRAPHIA, 75 (9): (499-511). [PMID:] [10.1007/s10337-012-2216-6]

References

1. Miralles A, Esteban S, Sastre-Coll A, Moranta D, Asensio VJ, García-Sevilla JA. (2005) High-affinity binding of beta-carbolines to imidazoline I2B receptors and MAO-A in rat tissues: norharman blocks the effect of morphine withdrawal on DOPA/noradrenaline synthesis in the brain.. Eur J Pharmacol, 518 (2-3): (234-42). [PMID:16061219] [10.1021/op500134e]
2. Göckler N, Jofre G, Papadopoulos C, Soppa U, Tejedor FJ, Becker W. (2009) Harmine specifically inhibits protein kinase DYRK1A and interferes with neurite formation.. FEBS J, 276 (21): (6324-37). [PMID:19796173] [10.1021/op500134e]
3. Liu X, Li M, Tan S, Wang C, Fan S, Huang C. (2017) Harmine is an inflammatory inhibitor through the suppression of NF-κB signaling.. Biochem Biophys Res Commun, 489 (3): (332-338). [PMID:28551404] [10.1021/op500134e]
4. Jiang B, Meng L, Zou N, Wang H, Li S, Huang L, Cheng X, Wang Z, Chen W, Wang C. (2019) Mechanism-based pharmacokinetics-pharmacodynamics studies of harmine and harmaline on neurotransmitters regulatory effects in healthy rats: Challenge on monoamine oxidase and acetylcholinesterase inhibition.. Phytomedicine, 62 (13): (152967). [PMID:31154274] [10.1021/op500134e]
5. Ferraz CAA, de Oliveira Júnior RG, Picot L, da Silva Almeida JRG, Nunes XP. (2019) Pre-clinical investigations of β-carboline alkaloids as antidepressant agents: A systematic review.. Fitoterapia, 137 (13): (104196). [PMID:31175948] [10.1021/op500134e]
6. Herraiz T, Guillén H. (2018) Monoamine Oxidase-A Inhibition and Associated Antioxidant Activity in Plant Extracts with Potential Antidepressant Actions.. Biomed Res Int, 2018 (13): (4810394). [PMID:29568754] [10.1021/op500134e]
7. Yamamoto T et al.. (2017) Interaction between RNF8 and DYRK2 is required for the recruitment of DNA repair molecules to DNA double-strand breaks.. FEBS Lett, 591 (6): (842-853). [PMID:28194753]
8. Kim MJ et al.. (2021) PAF remodels the DREAM complex to bypass cell quiescence and promote lung tumorigenesis.. Mol Cell, 81 (8): (1698-1714.e6). [PMID:33626321]
9. Tam BY, Chiu K, Chung H, Bossard C, Nguyen JD, Creger E, Eastman BW, Mak CC, Ibanez M, Ghias A et al.. (2020) The CLK inhibitor SM08502 induces anti-tumor activity and reduces Wnt pathway gene expression in gastrointestinal cancer models.. Cancer Lett, 473 (13): (186-197). [PMID:31560935] [10.1021/op500134e]
10. Bain J, Plater L, Elliott M, Shpiro N, Hastie CJ, McLauchlan H, Klevernic I, Arthur JS, Alessi DR, Cohen P. (2007) The selectivity of protein kinase inhibitors: a further update.. Biochem J, 408 (3): (297-315). [PMID:17850214] [10.1021/op500134e]
11. Pozo N et al.. (2013) Inhibition of DYRK1A destabilizes EGFR and reduces EGFR-dependent glioblastoma growth.. J Clin Invest, 123 (6): (2475-87). [PMID:23635774]
12. J Ott. (1999-08-07) Pharmahuasca: human pharmacology of oral DMT plus harmine.. Journal of psychoactive drugs, 31 ((2)): (171-177). [PMID:10438001]
13. Johannes Kornhuber,Philipp Tripal,Martin Reichel,Lothar Terfloth,Stefan Bleich,Jens Wiltfang,Erich Gulbins. (2007-11-22) Identification of new functional inhibitors of acid sphingomyelinase using a structure-property-activity relation model.. Journal of medicinal chemistry, 51 ((2)): (219-237). [PMID:18027916]
14. Qifeng Wu,Rihui Cao,Manxiu Feng,Xiangdong Guan,Chunming Ma,Jinbing Liu,Huacan Song,Wenlie Peng. (2008-05-09) Synthesis and in vitro cytotoxic evaluation of novel 3,4,5-trimethoxyphenyl substituted beta-carboline derivatives.. European journal of medicinal chemistry, 44 ((2)): (533-540). [PMID:18462839]
15. Betty C Galarreta,Roxana Sifuentes,Angela K Carrillo,Luis Sanchez,Maria Del Rosario I Amado,Helena Maruenda. (2008-06-19) The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors.. Bioorganic & medicinal chemistry, 16 ((14)): (6689-6695). [PMID:18558492]
16. Taufiq Rahman,Mohammed Rahmatullah. (2009-12-09) Proposed structural basis of interaction of piperine and related compounds with monoamine oxidases.. Bioorganic & medicinal chemistry letters, 20 ((2)): (537-540). [PMID:19969454]
17. Jiawang Liu,Xueyun Jiang,Ming Zhao,Xiaoyi Zhang,Meiqing Zheng,Li Peng,Shiqi Peng. (2010-03-25) A class of 3S-2-aminoacyltetrahydro-beta-carboline-3-carboxylic acids: their facile synthesis, inhibition for platelet activation, and high in vivo anti-thrombotic potency.. Journal of medicinal chemistry, 53 ((8)): (3106-3116). [PMID:20329729]
18. Shinya Oishi,Toshiaki Watanabe,Jun-Ichi Sawada,Akira Asai,Hiroaki Ohno,Nobutaka Fujii. (2010-06-05) Kinesin spindle protein (KSP) inhibitors with 2,3-fused indole scaffolds.. Journal of medicinal chemistry, 53 ((13)): (5054-5058). [PMID:20521839]
19. Elan D Louis,Wendy Jiang,Marina Gerbin,Amanda S Viner,Pam Factor-Litvak,Wei Zheng. (2012-07-05) Blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentrations in essential tremor: repeat observation in cases and controls in New York.. Journal of toxicology and environmental health. Part A, 75 ((12)): (673-683). [PMID:22757671]
20. Mohammad Hossein Esmaeili,Mohadeseh Movahedi,Ayda Faraji,Hashem Haghdoost-Yazdi. (2012-07-14) Intracerebral injection of low amounts of norharman induces moderate Parkinsonism-like behavioral symptoms in rat.. Neurotoxicology and teratology, 34 ((5)): (489-494). [PMID:22789434]
21. Sabiha Abekhoukh,Chris Planque,Clémentine Ripoll,Paulina Urbaniak,Jean-Louis Paul,Jean-Maurice Delabar,Nathalie Janel. (2012-08-28) Dyrk1A, a serine/threonine kinase, is involved in ERK and Akt activation in the brain of hyperhomocysteinemic mice.. Molecular neurobiology, 47 ((1)): (105-116). [PMID:22923366]
22. Elan D Louis,Julian Benito-León,Sara Moreno-García,Saturio Vega,Juan. (2012-09-18) Blood harmane (1-methyl-9H-pyrido[3,4-b]indole) concentration in essential tremor cases in Spain.. Neurotoxicology, 34 (264-268). [PMID:22981972]
23. Mohammad Nasehi,Morteza Piri,Mojgan Abdollahian,Mohammad Reza Zarrindast. (2012-10-30) Involvement of nitrergic system of CA1in harmane induced learning and memory deficits.. Physiology & behavior, 109 (23-32). [PMID:23103833]
24. Ipek Komsuoglu Celikyurt,Tijen Utkan,Semil Selcen Gocmez,Alan Hudson,Feyza Aricioglu. (2012-10-31) Effect of harmane, an endogenous β-carboline, on learning and memory in rats.. Pharmacology, biochemistry, and behavior, 103 ((3)): (666-671). [PMID:23107644]
25. Ting Zhao,Shan-Song Zheng,Bin-Feng Zhang,Yuan-Yuan Li,S W Annie Bligh,Chang-Hong Wang,Zheng-Tao Wang. (2012-10-31) Metabolic pathways of the psychotropic-carboline alkaloids, harmaline and harmine, by liquid chromatography/mass spectrometry and NMR spectroscopy.. Food chemistry, 134 ((2)): (1096-1105). [PMID:23107733]
26. Emilio Satoshi Hara,Mitsuaki Ono,Satoshi Kubota,Wataru Sonoyama,Yasutaka Oida,Takako Hattori,Takashi Nishida,Takayuki Furumatsu,Toshifumi Ozaki,Masaharu Takigawa,Takuo Kuboki. (2012-11-03) Novel chondrogenic and chondroprotective effects of the natural compound harmine.. Biochimie, 95 ((2)): (374-381). [PMID:23116713]
27. Rihui Cao,Wenxi Fan,Liang Guo,Qin Ma,Guoxian Zhang,Jianru Li,Xuemei Chen,Zhenghua Ren,Liqin Qiu. (2013-01-08) Synthesis and structure-activity relationships of harmine derivatives as potential antitumor agents.. European journal of medicinal chemistry, 60 (135-143). [PMID:23291116]
28. Giorgio Cozza,Stefania Sarno,Maria Ruzzene,Cristina Girardi,Andrzej Orzeszko,Zygmunt Kazimierczuk,Giuseppe Zagotto,Emanuela Bonaiuto,Maria Luisa Di Paolo,Lorenzo A Pinna. (2013-01-31) Exploiting the repertoire of CK2 inhibitors to target DYRK and PIM kinases.. Biochimica et biophysica acta, 1834 ((7)): (1402-1409). [PMID:23360763]
29. Hua Shao,Xiaoli Huang,Yuanming Zhang,Chi Zhang. (2013-03-01) Main alkaloids of Peganum harmala L. and their different effects on dicot and monocot crops.. Molecules (Basel, Switzerland), 18 ((3)): (2623-2634). [PMID:23446919]
30. Michael F Santillo,Yitong Liu,Martine Ferguson,Sanah N Vohra,Paddy L Wiesenfeld. (2014-01-01) Inhibition of monoamine oxidase (MAO) by β-carbolines and their interactions in live neuronal (PC12) and liver (HuH-7 and MH1C1) cells.. Toxicology in vitro : an international journal published in association with BIBRA, 28 ((3)): (403-410). [PMID:24373881]
31. S M Biradar,Hanumanthachar Joshi,K C Tarak. (2014-02-11) Cerebroprotective effect of isolated harmine alkaloids extracts of seeds of Peganum harmala L. on sodium nitrite-induced hypoxia and ethanol-induced neurodegeneration in young mice.. Pakistan journal of biological sciences : PJBS, 16 ((23)): (1687-1697). [PMID:24506035]
32. Wei Liu,Yadi Yang,Xuemei Cheng,Can Gong,Shuping Li,Dandan He,Li Yang,Zhengtao Wang,Changhong Wang. (2014-03-19) Rapid and sensitive detection of the inhibitive activities of acetyl- and butyryl-cholinesterases inhibitors by UPLC-ESI-MS/MS.. Journal of pharmaceutical and biomedical analysis, 94 (215-220). [PMID:24631841]
33. Marzanna Kurzawa,Anna Filipiak-Szok,Ewa Kłodzińska,Edward Szłyk. (2015-06-09) Determination of phytochemicals, antioxidant activity and total phenolic content in Andrographis paniculata using chromatographic methods.. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 995-996 (101-106). [PMID:26050926]
34. Rie Sonamoto,Isao Kii,Yuka Koike,Yuto Sumida,Tomoe Kato-Sumida,Yukiko Okuno,Takamitsu Hosoya,Masatoshi Hagiwara. (2015-08-04) Identification of a DYRK1A Inhibitor that Induces Degradation of the Target Kinase using Co-chaperone CDC37 fused with Luciferase nanoKAZ.. Scientific reports, 5 (12728-12728). [PMID:26234946]
35. David J Wagner,Haichuan Duan,Alenka Chapron,Richard W Lee,Joanne Wang. (2016-12-16) Potent inhibition of human organic cation transporter 2 (hOCT2) by β-carboline alkaloids.. Xenobiotica; the fate of foreign compounds in biological systems, 47 ((12)): (1112-1120). [PMID:27977936]
36. Mohammad-Taghi Moradi,Ali Karimi,Mahmoud Rafieian-Kopaei,Fatemeh Fotouhi. (2017-06-21) In\xa0vitro antiviral effects of Peganum harmala seed extract and its total alkaloids against Influenza virus.. Microbial pathogenesis, 110 (42-49). [PMID:28629724]
37. Ben K Ehe,David R Lamson,Michael Tarpley,Rob U Onyenwoke,Lee M Graves,Kevin P Williams. (2017-07-25) Identification of a DYRK1A-mediated phosphorylation site within the nuclear localization sequence of the hedgehog transcription factor GLI1.. Biochemical and biophysical research communications, 491 ((3)): (767-772). [PMID:28735864]
38. Federico A O Rasse-Suriani,Fernando S García-Einschlag,Matías Rafti,Tobías Schmidt De León,Pedro M David Gara,Rosa Erra-Balsells,Franco M Cabrerizo. (2017-07-26) Photophysical and Photochemical Properties of Naturally Occurring normelinonine F and Melinonine F Alkaloids and Structurally Related N(2)- and/or N(9)-methyl-β-carboline Derivatives.. Photochemistry and photobiology, 94 ((1)): (36-51). [PMID:28741707]
39. Shuping Li,Yunpeng Zhang,Gang Deng,Yuwen Wang,Shenglan Qi,Xuemei Cheng,Yueming Ma,Yan Xie,Changhong Wang. (2017-09-06) Exposure Characteristics of the Analogous β-Carboline Alkaloids Harmaline and Harmine Based on the Efflux Transporter of Multidrug Resistance Protein 2.. Frontiers in pharmacology, 8 (541-541). [PMID:28871225]
40. Saqlain Haider,Manal Alhusban,Narayan D Chaurasiya,Babu L Tekwani,Amar G Chittiboyina,Ikhlas A Khan. (2018-05-24) Isoform selectivity of harmine-conjugated 1,2,3-triazoles against human monoamine oxidase.. Future medicinal chemistry, 10 ((12)): (1435-1448). [PMID:29788780]
41. M V Uthaug,K van Oorsouw,K P C Kuypers,M van Boxtel,N J Broers,N L Mason,S W Toennes,J Riba,J G Ramaekers. (2018-08-15) Sub-acute and long-term effects of ayahuasca on affect and cognitive thinking style and their association with ego dissolution.. Psychopharmacology, 235 ((10)): (2979-2989). [PMID:30105399]
42. Gaofeng Cui,Benshui Shu,Sethuraman Veeran,Haiqi Yuan,Xin Yi,Guohua Zhong. (2019-02-16) Natural β-carboline alkaloids regulate the PI3K/Akt/mTOR pathway and induce autophagy in insect Sf9 cells.. Pesticide biochemistry and physiology, 154 (67-77). [PMID:30765058]
43. Yuxiang Zheng,Shivan Ramsamooj,Qian Li,Jared L Johnson,Tomer M Yaron,Klaus Sharra,Lewis C Cantley. (2019-03-14) Regulation of folate and methionine metabolism by multisite phosphorylation of human methylenetetrahydrofolate reductase.. Scientific reports, 9 ((1)): (4190-4190). [PMID:30862944]
44. Oliver Kluth,Mandy Stadion,Pascal Gottmann,Heja Aga,Markus Jähnert,Stephan Scherneck,Heike Vogel,Ulrika Krus,Anett Seelig,Charlotte Ling,Jantje Gerdes,Annette Schürmann. (2019-03-14) Decreased Expression of Cilia Genes in Pancreatic Islets as a Risk Factor for Type 2 Diabetes in Mice and Humans.. Cell reports, 26 ((11)): (3027-3036). [PMID:30865891]
45. Cui-Zan Cai,He-Feng Zhou,Ning-Ning Yuan,Ming-Yue Wu,Simon Ming-Yuen Lee,Jiao-Yan Ren,Huan-Xing Su,Jin-Jian Lu,Xiu-Ping Chen,Min Li,Jie-Qiong Tan,Jia-Hong Lu. (2019-05-03) Natural alkaloid harmine promotes degradation of alpha-synuclein via PKA-mediated ubiquitin-proteasome system activation.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 61 (152842-152842). [PMID:31048127]
46. Simone Granno,Jonathon Nixon-Abell,Daniel C Berwick,Justin Tosh,George Heaton,Sultan Almudimeegh,Zenisha Nagda,Jean-Christophe Rain,Manuela Zanda,Vincent Plagnol,Victor L J Tybulewicz,Karen Cleverley,Frances K Wiseman,Elizabeth M C Fisher,Kirsten Harvey. (2019-05-16) Downregulated Wnt/β-catenin signalling in the Down syndrome hippocampus.. Scientific reports, 9 ((1)): (7322-7322). [PMID:31086297]
47. Ivana Perković, Silvana Raić-Malić, Diana Fontinha, Miguel Prudêncio, Lais Pessanha de Carvalho, Jana Held, Tana Tandarić, Robert Vianello, Branka Zorc, Zrinka Rajić,. (2019-12-08) Harmicines\xa0- harmine and cinnamic acid hybrids as novel antiplasmodial hits.. European journal of medicinal chemistry, ( 111927-111927 ). [PMID:31812035]
48. Courtney Ackeifi,Ethan Swartz,Kunal Kumar,Hongtao Liu,Suebsuwong Chalada,Esra Karakose,Donald K Scott,Adolfo Garcia-Ocaña,Roberto Sanchez,Robert J DeVita,Andrew F Stewart,Peng Wang. (2019-12-11) Pharmacologic and genetic approaches define human pancreatic β cell mitogenic targets of DYRK1A inhibitors.. JCI insight, 5 ((1)): [PMID:31821176]
49. Edwin A Rosado-Olivieri,Idil I Aigha,Jennifer H Kenty,Douglas A Melton. (2020-01-14) Identification of a LIF-Responsive, Replication-Competent Subpopulation of Human β Cells.. Cell metabolism, 31 ((2)): (327-338). [PMID:31928884]
50. Dea Shahinas,Michael Liang,Alessandro Datti,Dylan R Pillai. (2010-03-31) A repurposing strategy identifies novel synergistic inhibitors of Plasmodium falciparum heat shock protein 90.. Journal of medicinal chemistry, 53 ((9)): (3552-3557). [PMID:20349996]
51. J Reniers,S Robert,R Frederick,B Masereel,S Vincent,J Wouters. (2010-12-25) Synthesis and evaluation of β-carboline derivatives as potential monoamine oxidase inhibitors.. Bioorganic & medicinal chemistry, 19 ((1)): (134-144). [PMID:21183355]
52. Daniel I Brierley,Colin Davidson. (2012-06-14) Developments in harmine pharmacology--implications for ayahuasca use and drug-dependence treatment.. Progress in neuro-psychopharmacology & biological psychiatry, 39 ((2)): (263-272). [PMID:22691716]
53. Raphaël Frédérick,Céline Bruyère,Christelle Vancraeynest,Jérémy Reniers,Céline Meinguet,Lionel Pochet,Anders Backlund,Bernard Masereel,Robert Kiss,Johan Wouters. (2012-07-10) Novel trisubstituted harmine derivatives with original in vitro anticancer activity.. Journal of medicinal chemistry, 55 ((14)): (6489-6501). [PMID:22770529]
54. Suzan Owaisat,Robert B Raffa,Scott M Rawls. (2012-08-11) In vivo comparison of harmine efficacy against psychostimulants: preferential inhibition of the cocaine response through a glutamatergic mechanism.. Neuroscience letters, 525 ((1)): (12-16). [PMID:22877698]
55. Bernd Blobel. (2012-08-29) Security and privacy services in pathology for enabling trustworthy personal health.. Studies in health technology and informatics, 179 (203-217). [PMID:22925800]
56. Fujun Dai,Yihua Chen,Yajuan Song,Li Huang,Dong Zhai,Yanmin Dong,Li Lai,Tao Zhang,Dali Li,Xiufeng Pang,Mingyao Liu,Zhengfang Yi. (2013-01-10) A natural small molecule harmine inhibits angiogenesis and suppresses tumour growth through activation of p53 in endothelial cells.. PloS one, 7 ((12)): (e52162-e52162). [PMID:23300602]
57. Akihisa Abe,Hiroko Kokuba. (2013-01-23) Harmol induces autophagy and subsequent apoptosis in U251MG human glioma cells through the downregulation of survivin.. Oncology reports, 29 ((4)): (1333-1342). [PMID:23338618]
58. Huailei Liu,Dayong Han,Yaohua Liu,Xu Hou,Jianing Wu,Huadong Li,Jie Yang,Chen Shen,Guang Yang,Changyu Fu,Xianfeng Li,Hui Che,Jing Ai,Shiguang Zhao. (2013-02-09) Harmine hydrochloride inhibits Akt phosphorylation and depletes the pool of cancer stem-like cells of glioblastoma.. Journal of neuro-oncology, 112 ((1)): (39-48). [PMID:23392846]
59. Fatima Lamchouri,Mustapha Zemzami,Akino Jossang,Abdellatif Abdellatif,Zafar H Israili,Badiaa Lyoussi. (2013-07-03) Cytotoxicity of alkaloids isolated from Peganum harmala seeds.. Pakistan journal of pharmaceutical sciences, 26 ((4)): (699-706). [PMID:23811445]
60. Mohammad Nasehi,Elham Mashaghi,Fatemeh Khakpai,Mohammad-Reza Zarrindast. (2013-10-10) Suggesting a possible role of CA1 histaminergic system in harmane-induced amnesia.. Neuroscience letters, 556 (5-9). [PMID:24103378]
61. Makio Saeki,Hiroshi Egusa. (2014-12-11) [Novel strategies for the development of anabolic agents for treatment of osteoporosis].. Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 144 ((6)): (277-280). [PMID:25492363]
62. Marcos Tascon,Fernando Benavente,Victoria M Sanz-Nebot,Leonardo G Gagliardi. (2015-03-10) Fast determination of harmala alkaloids in edible algae by capillary electrophoresis mass spectrometry.. Analytical and bioanalytical chemistry, 407 ((13)): (3637-3645). [PMID:25749794]
63. Aline Pic-Taylor,Luciana Gueiros da Motta,Juliana Alves de Morais,Willian Melo Junior,Alana de Fátima Andrade Santos,Leandro Ambrósio Campos,Marcia Renata Mortari,Marcus Vinicius von Zuben,Eloisa Dutra Caldas. (2015-06-07) Behavioural and neurotoxic effects of ayahuasca infusion (Banisteriopsis caapi and Psychotria viridis) in female Wistar rat.. Behavioural processes, 118 (102-110). [PMID:26049017]
64. Xiaofei Shang,Xiao Guo,Bing Li,Hu Pan,Jiyu Zhang,Yu Zhang,Xiaolou Miao. (2016-07-28) Microwave-assisted extraction of three bioactive alkaloids from Peganum harmala L. and their acaricidal activity against Psoroptes cuniculi in vitro.. Journal of ethnopharmacology, 192 (350-361). [PMID:27452655]
65. Luis G Rabaneda,Noelia Geribaldi-Doldán,Maribel Murillo-Carretero,Manuel Carrasco,José M Martínez-Salas,Cristina Verástegui,Carmen Castro. (2016-11-05) Altered regulation of the Spry2/Dyrk1A/PP2A triad by homocysteine impairs neural progenitor cell proliferation.. Biochimica et biophysica acta, 1863 ((12)): (3015-3026). [PMID:27686255]
66. Jose A Morales-García,Mario de la Fuente Revenga,Sandra Alonso-Gil,María Isabel Rodríguez-Franco,Amanda Feilding,Ana Perez-Castillo,Jordi Riba. (2017-07-15) The alkaloids of Banisteriopsis caapi, the plant source of the Amazonian hallucinogen Ayahuasca, stimulate adult neurogenesis in vitro.. Scientific reports, 7 ((1)): (5309-5309). [PMID:28706205]
67. Jin-Hyung Lee,Yong-Guy Kim,Sang Hee Shim,Jintae Lee. (2017-11-22) Antibiofilm activities of norharmane and its derivatives against Escherichia coli O157:H7 and other bacteria.. Phytomedicine : international journal of phytotherapy and phytopharmacology, 36 (254-261). [PMID:29157822]
68. Hedwig S Kruitwagen,Bart Westendorp,Cornelia S Viebahn,Krista Post,Monique E van Wolferen,Loes A Oosterhoff,David A Egan,Jean-Maurice Delabar,Mathilda J Toussaint,Baukje A Schotanus,Alain de Bruin,Jan Rothuizen,Louis C Penning,Bart Spee. (2017-11-29) DYRK1A Is a Regulator of S-Phase Entry in Hepatic Progenitor Cells.. Stem cells and development, 27 ((2)): (133-146). [PMID:29179659]
69. Yue Wei,Tingyun Ma,Hanxue Wang,Jianguo Xing,Yuwen Wang,Zhengyi Gu,Dandan Mu,Qiang Yin,Xuemei Cheng,Changhong Wang. (2018-05-22) Extracts of compound Muniziqi granule suppressed uterus contraction and ameliorated oxytocin-induced primary dysmenorrhea.. Journal of ethnopharmacology, 223 (33-40). [PMID:29783015]
70. Simon Uzor,Panagiota Zorzou,Elizabeth Bowler,Sean Porazinski,Ian Wilson,Michael Ladomery. (2018-05-29) Autoregulation of the human splice factor kinase CLK1 through exon skipping and intron retention.. Gene, 670 (46-54). [PMID:29802995]
71. Katie L Uhl,Chad R Schultz,Dirk Geerts,André S Bachmann. (2018-07-07) Harmine, a dual-specificity tyrosine phosphorylation-regulated kinase (DYRK) inhibitor induces caspase-mediated apoptosis in neuroblastoma.. Cancer cell international, 18 (82-82). [PMID:29977157]
72. Vikalp Vishwakarma,Jacob New,Dhruv Kumar,Vusala Snyder,Levi Arnold,Emily Nissen,Qingting Hu,Nikki Cheng,David Miller,Ahia Rael Thomas,Yelizaveta Shnayder,Kiran Kakarala,Terance Ted Tsue,Douglas A Girod,Sufi Mary Thomas. (2018-08-17) Potent Antitumor Effects of a Combination of Three Nutraceutical Compounds.. Scientific reports, 8 ((1)): (12163-12163). [PMID:30111862]
73. Xiumei Wei,Huiying Li,Yu Zhang,Cheng Li,Kang Li,Kete Ai,Jialong Yang. (2019-12-25) Ca2+-Calcineurin Axis-Controlled NFAT Nuclear Translocation Is Crucial for Optimal T Cell Immunity in an Early Vertebrate.. Journal of immunology (Baltimore, Md. : 1950), 204 ((3)): (569-585). [PMID:31871019]
74. L Trovò,C Fuchs,R De Rosa,I Barbiero,M Tramarin,E Ciani,L Rusconi,C Kilstrup-Nielsen. (2020-02-08) The green tea polyphenol epigallocatechin-3-gallate (EGCG) restores CDKL5-dependent synaptic defects in vitro and in vivo.. Neurobiology of disease, 138 (104791-104791). [PMID:32032735]
75. Helen Rankin Willsey,Yuxiao Xu,Amanda Everitt,Jeanselle Dea,Cameron R T Exner,A Jeremy Willsey,Matthew W State,Richard M Harland. (2020-05-30) The neurodevelopmental disorder risk gene DYRK1A is required for ciliogenesis and control of brain size in Xenopus embryos.. Development (Cambridge, England), 147 ((21)): [PMID:32467234]
76. Saghar Pahlavanneshan,Mehrdad Behmanesh,Daniel Oropeza,Kenichiro Furuyama,Yaser Tahamtani,Mohsen Basiri,Pedro L Herrera,Hossein Baharvand. (2020-07-11) Combined inhibition of menin-MLL interaction and TGF-β signaling induces replication of human pancreatic beta cells.. European journal of cell biology, 99 ((5)): (151094-151094). [PMID:32646642]
77. Yuanyuan Li, Guangmei Yang, Yuting Wang, Yahong Li, Shu Zhang, Ruyi Li, Linxin Yang, Jian Wang, Xibo Pei, Qianbing Wan, Junyu Chen. (2023) Osteoimmunity-regulating nanosilicate-reinforced hydrogel for enhancing osseointegration. Journal of Materials Chemistry B, (25): [PMID:37822156] [10.1039/D3TB01509B]
78. Peijian Sun, Yipeng Wang, Song Yang, Xuehui Sun, Bin Peng, Lining Pan, Yunzhen Jia, Xiaobing Zhang, Cong Nie. (2023) Molecularly Imprinted Polymer Nanospheres with Hydrophilic Shells for Efficient Molecular Recognition of Heterocyclic Aromatic Amines in Aqueous Solution. MOLECULES, 28 (5): (2052). [PMID:36903298] [10.3390/molecules28052052]
79. Miao Jiefei, Meng Chi, Wu Hongmei, Shan Wenpei, Wang Haoran, Ling Changchun, Zhang Jinlin, Yang Tao. (2021) Novel Hybrid CHC from β-carboline and N-Hydroxyacrylamide Overcomes Drug-Resistant Hepatocellular Carcinoma by Promoting Apoptosis, DNA Damage, and Cell Cycle Arrest. Frontiers in Pharmacology, 11 (2389). [PMID:33536926] [10.3389/fphar.2020.626065]
80. Gaofeng Cui, Haiqi Yuan, Zhiyan Jiang, Jing Zhang, Zhipeng Sun, Guohua Zhong. (2020) Natural harmine negatively regulates the developmental signaling network of Drosophila melanogaster (Drosophilidae: Diptera) in vivo. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, 190 (110134). [PMID:31901541] [10.1016/j.ecoenv.2019.110134]
81. Shijiao Tian, Wenming Jia, Mei Lu, Juan Zhao, Xiulian Sun. (2019) Dual-specificity tyrosine phosphorylation-regulated kinase 1A ameliorates insulin resistance in neurons by up-regulating IRS-1 expression. JOURNAL OF BIOLOGICAL CHEMISTRY, 294 (52): (20164-20176). [PMID:31723029] [10.1074/jbc.RA119.010809]
82. Zhang Chunhua, Wu Huiqin, Huang Xiaolan, Zhu Zhixin, Luo Huitai, Huang Fang, Lin Xiaoshan. (2012) Simultaneous Determination of Toxic Alkaloids in Blood and Urine by HPLC–ESI–MS/MS. CHROMATOGRAPHIA, 75 (9): (499-511). [PMID:] [10.1007/s10337-012-2216-6]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.