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AB120225

Harmine, DYRK1A inhibitor

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(3 Publications)

MW 212.25 Da, Purity >98%. Potent and selective inhibitor of DYRK1A (dual specificity tyrosine-phosphorylated and -regulated kinase). (IC50 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. Regulator of PPARγ expression and antidiabetic.

View Alternative Names

1,8-cineole 2-exo-monooxygenase, 1810038L18Rik, 5 HT2 receptor, 5 Hydroxytryptamine 2C receptor, 5 hydroxytryptamine (serotonin) receptor 6 G protein coupled, 5 hydroxytryptamine (serotonin) receptor 7, 5 hydroxytryptamine (serotonin) receptor 7 (adenylate cyclase coupled), 5 hydroxytryptamine 6 receptor, 5-HT-1C, 5-HT-2, 5-HT-6, 5-HT-7, 5-HT-X, 5-HTR2C, 5-ht-1c receptor, 5-hydroxytryptamine (serotonin) receptor 2A, G protein-coupled, 5-hydroxytryptamine (serotonin) receptor 2C, G protein-coupled, 5-hydroxytryptamine 2A receptor, 5-hydroxytryptamine receptor 1C, 5-hydroxytryptamine receptor 2A, 5-hydroxytryptamine receptor 2C, 5-hydroxytryptamine receptor 6, 5-hydroxytryptamine receptor 7, 5HT2A_HUMAN, 5HT2C_HUMAN, 5HT6R_HUMAN, 5HT7R_HUMAN, ADA2A_HUMAN, ADA2C_HUMAN, ADRA2, ADRA2A, ADRA2L2, ADRA2R, ADRA2RL1, ADRA2RL2, ADRAR, ADRARL1, ADRARL2, AHD2, AI838772, AI987988, AL1A1_HUMAN, ALDC, ALDH 1, ALDH 11, ALDH class 1, ALDH, liver cytosolic, ALDH-E1, ALHDII, AOFA_HUMAN, AOMS3, AW493413, Acetaldehyde dehydrogenase 1, Adra 2c, Adrenergic alpha 2A receptor, Adrenergic alpha 2C receptor, Adrenoceptor alpha 2C, Albendazole monooxygenase, Albendazole sulfoxidase, Aldehyde dehydrogenase, Aldehyde dehydrogenase 1 family member A1, Aldehyde dehydrogenase 1 soluble, Aldehyde dehydrogenase 1A1, Aldehyde dehydrogenase cytosolic, Aldehyde dehydrogenase family 1 member A1, Aldehyde dehydrogenase liver cytosolic, Alpha 2 adrenergic receptor subtype C2, Alpha 2AAR subtype C10, Alpha 2B adrenoceptor, Alpha 2B adrenoreceptor, Alpha 2C adrenergic receptor subtype C4, Alpha-2 adrenergic receptor subtype C10, Alpha-2 adrenergic receptor subtype C4, Alpha-2-adrenergic receptor, renal type, Alpha-2A adrenergic receptor, Alpha-2A adrenoceptor, Alpha-2A adrenoreceptor, Alpha-2AAR, Alpha-2C adrenergic receptor, Alpha-2C adrenoceptor, Alpha-2C adrenoreceptor, Alpha-2CAR, Amine oxidase [flavin-containing] A, C-2K, C85119, CCNA, CCNA1_HUMAN, CCNA2_HUMAN, CCNB, CCNB1_HUMAN, CCNB2_HUMAN, CD5R1_HUMAN, CDC-like kinase 1, CDC-like kinase 2, CDC-like kinase 4, CDC28, CDC28/CDC2 like kinase, CDC28A, CDC2A, CDC2L4, CDK1_HUMAN, CDK2_HUMAN, CDK5 activator 1, CDK5P35, CDK5R, CDK5R1, CDK5_HUMAN, CDK9_HUMAN, CDKN1, CDKN2, CELL CYCLE CONTROLLER CDC2, CKI-delta, CKI-epsilon, CKId, CKIe, CLK kinase, CLK/STY, CLK1_HUMAN, CLK2_HUMAN, CLK4_HUMAN, CP33, CP34, CP3A4_HUMAN, CSNK 1D, CSNK 1E, CYP3, CYP3A, CYP3A3, CYP3A4, CYPIIIA3, CYPIIIA4, Casein Kinase 1 delta, Casein kinase 1 epsilon, Casein kinase I, Casein kinase I delta isoform, Casein kinase I epsilon, Casein kinase I isoform delta, Casein kinase I isoform epsilon, Cdc 2, Cdc2-related kinase, Cell Divsion Cycle 2 Protein, Cell devision kinase 2, Cell division control protein 2, Cell division control protein 2 homolog, Cell division cycle 2 G1 to S and G2 to M, Cell division cycle 2-like protein kinase 4, Cell division protein kinase 1, Cell division protein kinase 2, Cell division protein kinase 5, Cell division protein kinase 9, Clk2 Scamp3, Crk6, CycB2, Cyclin B1, Cyclin B2, Cyclin-A, Cyclin-A1, Cyclin-A2, Cyclin-dependent kinase 1, Cyclin-dependent kinase 2, Cyclin-dependent kinase 5, Cyclin-dependent kinase 5 activator 1, Cyclin-dependent kinase 5 regulatory subunit 1, Cyclin-dependent kinase 9, Cytochrome P450 3A3, Cytochrome P450 3A4, Cytochrome P450 HLp, Cytochrome P450 NF-25, Cytochrome P450 family 3 subfamily A polypeptide 4, Cytochrome P450 subfamily IIIA polypeptide 4, Cytochrome P450-PCN1, DKFZp686A20267, DKFZp686L20222, DYR1A_HUMAN, DYR1B_HUMAN, DYRK, DYRK 1, DYRK 1B, DYRK2_HUMAN, DYRK3_HUMAN, DYRK5, DYRKA, Doubletime, Drosophila, homolog of, Dual specificity YAK 1 related kinase, Dual specificity YAK1-related kinase, Dual specificity protein kinase CLK1, Dual specificity protein kinase CLK2, Dual specificity protein kinase CLK4, Dual specificity tyrosine (Y) phosphorylation regulated kinase 1A, Dual specificity tyrosine (Y) phosphorylation regulated kinase 1B, Dual specificity tyrosine (Y) phosphorylation regulated kinase 2, Dual specificity tyrosine (Y) phosphorylation regulated kinase 3, Dual specificity tyrosine phosphorylation regulated kinase, Dual specificity tyrosine phosphorylation regulated kinase 1, Dual specificity tyrosine-phosphorylation-regulated kinase 1A, Dual specificity tyrosine-phosphorylation-regulated kinase 1B, Dual specificity tyrosine-phosphorylation-regulated kinase 2, Dual specificity tyrosine-phosphorylation-regulated kinase 3, EC 1.4.3.4, EC 2.7.11.1, EC 2.7.12.1, FLJ11090, FLJ14425, FLJ21217, FLJ21365, FLJ40413, FLJ90519, G2 mitotic specific cyclin B1, G2 mitotic specific cyclin B2, G2/mitotic specific cyclin A1, G2/mitotic specific cyclin B3, G2/mitotic-specific cyclin-B1, G2/mitotic-specific cyclin-B2, GSG2, Germ cell-specific gene 2 protein, Glucocorticoid inducible P450, H-haspin, HASP_HUMAN, HCK IE, HCKID, HEL-S-53e, HLP, HP 86, HTR 2, HTR 2A, HTR 6, HTR2, formerly, HTR2C, Haploid germ cell-specific nuclear protein kinase, HsT17299, Htr1c, I 1 receptor candidate protein, I-1, I1R candidate protein, IMD42, IR-1, IRAS, Imidazoline 1 receptor candidate protein, Imidazoline receptor 1, Imidazoline receptor antisera selected, Imidazoline receptor antisera selected protein, Imidazoline receptor candidate, KC1D_HUMAN, KC1E_HUMAN, KIAA0975, Kid 1, Kinase induced by depolarization, MAO-A, MGC 10398, MGC104252, MGC108931, MGC111195, MGC112732, MGC126680, MGC129539, MGC132235, MGC140694, MGC159139, MGC2318, MIRK, MNB, MNB protein kinase, MNB protein kinase, Serine/threonine-specific, MNB/DYRK protein kinase, MNBH, MPF, MRD7, Minibrain (Drosophila) homolog, Minibrain homolog, Minibrain, Drosophila, homolog of, Minibrain-related kinase, Mirk protein kinase, Mnb protein kinase homolog hp86, Monoamine oxidase A, Monoamine oxidase type A, NCK 5A, NF 25, NR1F3, Neuronal CDK5 activator, Neurotransmitter transporter, Nifedipine oxidase, Nischarin, Norepinephrine transporter, Nuclear receptor ROR-gamma, Nuclear receptor RZR-gamma, Nuclear receptor subfamily 1 group F member 3, ONCOGENE PIM3, OTTHUMP00000058849, OTTHUMP00000109090, OTTHUMP00000109091, OTTHUMP00000109094, OTTHUMP00000174799, OTTMUSP00000005756;, OTTMUSP00000005757, OTTMUSP00000041113, P23, P34CDC2, P35, P450 III steroid inducible, P450 PCN1, P450, family III, P450C3, PIM3_HUMAN, PITALRE, PSSALRE, PUMB 1, Pim 3 oncogene, Pim-3 proto-oncogene, serine/threonine kinase, Protein kinase CDK5 splicing, Protein kinase CK1 delta, Protein kinase Dyrk3, Protein kinase Kid 1, Protein kinase minibrain homolog, Protein serine threonine kinase Clk4, Protein tyrosine kinase STY, Quinine 3-monooxygenase, RALDH 1, RAR related orphan nuclear receptor variant 2, RAR related orphan receptor C, isoform a, RAR related orphan receptor gamma, RAR-related orphan receptor C, REDK, RORG_HUMAN, RP11 805H4.3, RP23-9N7.1, RP24-311F12.2, RZR GAMMA, RZRG, Regulatory erythroid kinase, Regulatory partner for CDK5 kinase, Retinal dehydrogenase 1, Retinoic acid binding receptor gamma, Retinoid-related orphan receptor-gamma, Rorc, SC6A2_HUMAN, SCAN1, SLC6A5, STY, Serine threonine protein kinase PSSALRE, Serine/threonine kinase MNB, Serine/threonine kinase Pim 3, Serine/threonine-protein kinase PITALRE, Serine/threonine-protein kinase PSSALRE, Serine/threonine-protein kinase Pim-3, Serine/threonine-protein kinase haspin, Serotonin 5 HT 7 receptor, Serotonin 5-HT-2C receptor, Serotonin receptor 2A, Serotonin receptor 2C, Serotonin receptor 6, Serotonin receptor 7, Slc6a2, Sodium-dependent noradrenaline transporter, Solute carrier family 6 (neurotransmitter transporter norepinephrine) member 5, Solute carrier family 6 (neurotransmitter transporter, noradrenalin), member 2, Solute carrier family 6 member 2, Solute carrier family 6 member 5, Subtype alpha2 C4, TAK, TOR, TPKII catalytic subunit, TPKII regulatory subunit, TYDP, TYDP1_HUMAN, Tat associated kinase complex catalytic subunit, Tau protein kinase II 23 kDa subunit, Tau protein kinase II catalytic subunit, Taurochenodeoxycholate 6-alpha-hydroxylase, Tu52, Tyr-DNA phosphodiesterase 1, Tyrosyl-DNA phosphodiesterase 1, alpha 2BAR, alpha-2-adrenergic receptor, platelet type, alpha2 AR C4, alpha2 C4, alpha2C, alpha2cii-adrenergic receptor, cdc2-related protein kinase, cyclin dependent kinase 2-alpha, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 3, cytochrome P450, subfamily IIIA (niphedipine oxidase), polypeptide 4, cytosolic, epididymis luminal protein 12, epididymis luminal protein 9, epididymis secretory sperm binding protein Li 53e, epsilon isoform, germ cell associated 2, hCLK 2, hMNB, hYAK3 2, htr7, kinase CK1 epsilon, kinase Cdc2, p25, p33 protein kinase, p33(CDK2), p34 Cdk1, p34 protein kinase, serotonin 1c receptor, serotonin 2c receptor, serotonin 5-HT-2 receptor, formerly, serotonin 5-HT-2A receptor

1 Images
Chemical Structure - Harmine, DYRK1A inhibitor (AB120225)
  • Chemical Structure

Lab

Chemical Structure - Harmine, DYRK1A inhibitor (AB120225)

2D chemical structure image of ab120225, Harmine, DYRK1A inhibitor

Key facts

CAS number

442-51-3

Purity

>98%

Form

Solid

form

Molecular weight

212.25 Da

Molecular formula

C<sub>1</sub><sub>3</sub>H<sub>1</sub><sub>2</sub>N<sub>2</sub>O

PubChem

5280953

Nature

Synthetic

Solubility

Soluble in DMSO to 100 mM

Biochemical name

Harmine

Biological description

Potent and selective inhibitor of DYRK1A (dual specificity tyrosine-phosphorylated and -regulated kinase). (IC50 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. Regulator of PPARγ expression and antidiabetic.

Canonical 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

IUPAC Name

7-methoxy-1-methyl-9H-pyrido[3,4-b]indole

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
Ambient
Appropriate long-term storage conditions
Ambient
Storage information
The product can be stored for up to 12 months

Product protocols

Publications (3)

Recent publications for all applications. Explore the full list and refine your search

NPJ precision oncology 8:128 PubMed38839871

2024

Targeting the DYRK1A kinase prevents cancer progression and metastasis and promotes cancer cells response to G1/S targeting chemotherapy drugs.

Applications

Unspecified application

Species

Unspecified reactive species

Amina Jamal Laham,Raafat El-Awady,Maha Saber-Ayad,Ni Wang,Gang Yan,Julien Boudreault,Suhad Ali,Jean-Jacques Lebrun

Molecular cell 81:1698-1714.e6 PubMed33626321

2021

PAF remodels the DREAM complex to bypass cell quiescence and promote lung tumorigenesis.

Applications

Unspecified application

Species

Unspecified reactive species

Moon Jong Kim,Christopher Cervantes,Youn-Sang Jung,Xiaoshan Zhang,Jie Zhang,Sung Ho Lee,Sohee Jun,Larisa Litovchick,Wenqi Wang,Junjie Chen,Bingliang Fang,Jae-Il Park

FEBS letters 591:842-853 PubMed28194753

2017

Interaction between RNF8 and DYRK2 is required for the recruitment of DNA repair molecules to DNA double-strand breaks.

Applications

Unspecified application

Species

Unspecified reactive species

Takenori Yamamoto,Naoe Taira Nihira,Satomi Yogosawa,Katsuhiko Aoki,Hiroyuki Takeda,Tatsuya Sawasaki,Kiyotsugu Yoshida
View all publications

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