Phyto4Health

Harmaline

Representations & DB's id

ChEBI: CHEBI:28172
ChEMBL: CHEMBL340807
PubChem: 3564
IUPAC: 7-methoxy-1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole
Standard InChI: 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
Standard InChI Key: RERZNCLIYCABFS-UHFFFAOYSA-N
SMILES: COc1ccc2c(c1)[nH]c1c2CCN=C1C

Molecular propeties

AlogP: 2.54
Hydrogen bonds acceptors: 2
Hydrogen bonds donors: 1
Rotatable bonds: 1
Number of rings: 3
Molecular Weight: 214.11
Topological polar surface area: 37.4
Number of aromatic rings: 2
Fsp3: 0.308
Number of carbons: 13

Plant sources

Part of plant Plant name Ref.
PlantPeganum harmala

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Others79 %Rho-associated protein kinase 2O75116
Others92 %MAP kinase p38 betaQ15759
Others92 %MAP kinase p38 deltaO15264
Others120 %MAP kinase p38 gammaP53778
Others90 %Serine/threonine-protein kinase PAK 4O96013
Others84 %Serine/threonine-protein kinase PAK7Q9P286
Others106 %Serine/threonine-protein kinase PAK6Q9NQU5
Others86 %3-phosphoinositide dependent protein kinase-1O15530
Others104 %Serine/threonine-protein kinase PIM1P11309
Others117 %Serine/threonine-protein kinase PIM2Q9P1W9
Others90 %Serine/threonine-protein kinase PIM3Q86V86
Others89 %cAMP-dependent protein kinase alpha-catalytic subunitP17612
Others95 %Serine/threonine-protein kinase AKTP31749
Others105 %Serine/threonine-protein kinase AKT2P31751
Others90 %Protein kinase C alphaP17252
Others108 %Protein kinase C zetaQ05513
Others89 %Serine/threonine-protein kinase SRPK1Q96SB4
Others110 %Ribosomal protein S6 kinase alpha 1Q15418
Others112 %Ribosomal protein S6 kinase alpha 3P51812
Others93 %Ribosomal protein S6 kinase 1P23443
Others85 %Serine/threonine-protein kinase Sgk1O00141
Others112 %Myosin light chain kinase, smooth muscleQ15746
Others90 %Serine/threonine-protein kinase Aurora-BQ96GD4
Others99 %Serine/threonine-protein kinase Aurora-CQ9UQB9
Others103 %BR serine/threonine-protein kinase 2Q8IWQ3
Others103 %CaM kinase I alphaQ14012
Others89 %CaM-kinase kinase alphaQ8N5S9
Others89 %CaM-kinase kinase betaQ96RR4
Others94 %Serine/threonine-protein kinase Chk1O14757
Others117 %Serine/threonine-protein kinase Chk2O96017
Others65 %Casein kinase I deltaP48730
Others82 %Tyrosine-protein kinase CSKP41240
Others29 %Dual-specificity tyrosine-phosphorylation regulated kinase 1AQ13627
Others73 %Dual-specificity tyrosine-phosphorylation regulated kinase 2Q92630
Others49 %Dual-specificity tyrosine-phosphorylation regulated kinase 3O43781
Others107 %Serine/threonine-protein kinase EEF2KO00418
Others108 %MAP kinase ERK1P27361
Others87 %MAP kinase ERK2P28482
Others44 %Mitogen-activated protein kinase 15Q8TD08
Others101 %Serine/threonine-protein kinase MST2Q13188
Others96 %Serine/threonine-protein kinase NEK2P51955
Others94 %Serine/threonine-protein kinase NEK6Q9HC98
Others107 %Serine/threonine-protein kinase NEK7Q8TDX7
Others88 %MAP kinase p38 alphaQ16539
Others100 %Glycogen synthase kinase-3 betaP49841
Others91 %Homeodomain-interacting protein kinase 2Q9H2X6
Others97 %Homeodomain-interacting protein kinase 3Q9H422
Others94 %Inhibitor of nuclear factor kappa B kinase beta subunitO14920
Others96 %c-Jun N-terminal kinase 1P45983
Others86 %c-Jun N-terminal kinase 2P45984
Others89 %c-Jun N-terminal kinase 3P53779
Others89 %MAP kinase-activated protein kinase 2P49137
Others97 %MAP kinase-activated protein kinase 3Q16644
Others110 %Serine/threonine-protein kinase c-TAK1P27448
Others95 %Maternal embryonic leucine zipper kinaseQ14680
Others95 %Dual specificity mitogen-activated protein kinase kinase 1Q02750
Others80 %MAP kinase-interacting serine/threonine-protein kinase MNK1Q9BUB5
Others92 %MAP kinase signal-integrating kinase 2Q9HBH9
Others94 %Ribosomal protein S6 kinase alpha 5O75582
Others108 %Protein kinase C muQ15139
Others80 %Serine/threonine-protein kinase PLK1P53350
Others74 %MAP kinase-activated protein kinase 5Q8IW41
Others85 %Protein kinase N2Q16513
Potency7079.5 nMPrelamin-A/CP02545
Potency14125.4 nMATP-dependent DNA helicase Q1P46063
Potency35481.3 nMATP-dependent DNA helicase Q1P46063
Potency25118.9 nMEndoplasmic reticulum-associated amyloid beta-peptide-binding proteinQ99714
Potency28183.8 nMLysine-specific demethylase 4D-likeB2RXH2
Potency31622.8 nMEndoplasmic reticulum-associated amyloid beta-peptide-binding proteinQ99714
Potency31622.8 nMLysine-specific demethylase 4D-likeB2RXH2
Potency25118.9 nMLysine-specific demethylase 4D-likeB2RXH2
Potency15848.9 nMHuntingtinP42858
Potency10000 nMCaspase-7P55210
Potency12589.3 nMCaspase-7P55210
Potency31622.8 nMThyroid stimulating hormone receptorP16473
Potency6309.6 nMTyrosyl-DNA phosphodiesterase 1Q9NUW8
Potency17782.8 nMMicrotubule-associated protein tauP10636
Potency8912.5 nMMicrotubule-associated protein tauP10636
Potency22387.2 nMMicrotubule-associated protein tauP10636
Potency28183.8 nMAldehyde dehydrogenase 1A1P00352
Potency31622.8 nMAldehyde dehydrogenase 1A1P00352
Potency28183.8 nMAldehyde dehydrogenase 1A1P00352
Potency35481.3 nMAldehyde dehydrogenase 1A1P00352
Potency31622.8 nMThyroid stimulating hormone receptorP16473
Potency31622.8 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency35481.3 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency31622.8 nM15-hydroxyprostaglandin dehydrogenase [NAD+]P15428
Potency39810.7 nMEndoplasmic reticulum-associated amyloid beta-peptide-binding proteinQ99714
Potency12589.3 nMCaspase-1P29466
Potency12589.3 nMCaspase-1P29466
Potency35481.3 nMAlpha-galactosidase AP06280
Potency35481.3 nMSerine-protein kinase ATMQ13315
Potency35481.3 nMBloom syndrome proteinP54132
Potency3981.1 nMCytochrome P450 2D6P10635
Potency19952.6 nMCytochrome P450 3A4P08684
Potency22387.2 nMLysosomal alpha-glucosidaseP10253
Potency22387.2 nMLysosomal alpha-glucosidaseP10253
Potency19952.6 nMCytochrome P450 3A4P08684
Potency35481.3 nMDNA polymerase betaP06746
Potency22387.2 nMHistone acetyltransferase GCN5Q92830
Potency89125.1 nMHistone-lysine N-methyltransferase, H3 lysine-9 specific 3Q96KQ7
Potency9200 nMATPase family AAA domain-containing protein 5Q96QE3
AC501236 nMDual specificity tyrosine-phosphorylation-regulated kinase 1AQ63470
IC5023700 nMAcetylcholinesteraseP22303
Others65.89 %AcetylcholinesteraseP22303
Potency3264.3 nMGemininO75496
Potency8912.5 nMAtaxin-2Q99700