5,4'-dihydroxy-3,6,7,3'-tetramethoxyflavone - Compound Card

5,4'-dihydroxy-3,6,7,3'-tetramethoxyflavone

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5,4'-dihydroxy-3,6,7,3'-tetramethoxyflavone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Aglycone
Canonical Smiles COc1cc2oc(c3ccc(c(c3)OC)O)c(c(=O)c2c(c1OC)O)OC
InChI InChI=1S/C19H18O8/c1-23-11-7-9(5-6-10(11)20)17-19(26-4)16(22)14-12(27-17)8-13(24-2)18(25-3)15(14)21/h5-8,20-21H,1-4H3
InChIKey NBVTYGIYKCPHQN-UHFFFAOYSA-N
Formula C19H18O8
HBA 8
HBD 2
MW 374.35
Rotatable Bonds 5
TPSA 107.59
LogP 2.91
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 374.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome species Capparaceae Plantae 25782
2 Cleome droserifolia Capparaceae Plantae 511510
3 Conyza aegyptiaca Asteraceae Plantae 741633
4 Dichrocephala integrifolia Asteraceae Plantae 1573921
5 Jasonia montana Asteraceae Plantae 441235

Showing of synonyms

  • Fathy HM, Aboushoer MI, et al. (2008). Dolabellane diterpenes from Cleome droserifolia. Natural Product Communications,2008,3(9),1479-1482. [View]
  • Sharaf M, Mansour RMA, et al. (1992). Exudate flavonoids from aerial parts of four Cleome species.. Biochemical Systematics and Ecology,1992,20(5),443-448. [View]
  • Ahmed AA, Ali AA, et al. (1989). Flavonoids aglycones from Jasonia montana. Phytochemistry,1989,28(2),665-667. [View]
  • Morikawa T, Abdel-Halim OB, et al. (2006). Pseudoguaiane-type sesquiterpenes and inhibitors on nitric oxide production from Dichrocephala integrifolia. Tetrahedron,2006,6,6435-6442. [View]
  • Mbarga P E, Fouotsa H, et al. (2023). Two new secondary metabolites with antibacterial activities from Conyza aegyptiaca (Asteraceae). Natural product research,2023, 37(11), 1806-1815. [View] [PubMed]
Pubchem: 5281608
Kegg Ligand: C10030
Chebi: 3689
Nmrshiftdb2: 60028756
Metabolights: MTBLC3689
CPRiL: 96537
Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 374.35 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 374.35 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 374.35 g/mol

Antioxidant
Antitumor
Antiviral

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.900
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.400
Plasma Protein Binding
77.14
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.510
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.920
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.590
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.200
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.930
Rat (Acute)
2.300
Rat (Chronic Oral)
2.730
Fathead Minnow
5.010
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
470.270
Hydration Free Energy
-9.240
Log(D) at pH=7.4
2.890
Log(P)
2.45
Log S
-4.74
Log(Vapor Pressure)
-7.59
Melting Point
175.56
pKa Acid
7.44
pKa Basic
1.97
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9758
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9758
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9741
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9741
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9555
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9555
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9423
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9423
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9418
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9418
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9368
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9368
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9289
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9289
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9264
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.9264
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9240
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9240
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9199
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9199
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9189
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9189
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9186
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9186
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9113
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9113
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9099
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9099
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.9051
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.9051
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8960
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8960
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8940
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8940
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8940
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8940
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8838
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8838
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8813
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8813
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8808
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8808
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8794
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8794
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8789
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8789
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8786
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8786
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8779
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8779
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8693
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8693
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8685
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8685
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8665
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8665
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8662
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8662
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8656
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8656
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8652
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8652
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8631
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8631
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8625
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8625
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8583
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8583
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8568
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8568
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8564
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8564
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8551
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8551
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8511
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8511
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8503
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8503
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8496
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8496
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8432
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8432
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8422
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8422
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8405
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8405
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8374
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8374
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8371
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8371
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8350
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8350
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8339
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8339
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8334
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8334
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8293
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8293
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8275
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8275
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8275
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8275
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8236
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8236
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8227
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8227
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8177
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8177
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8170
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8170
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8169
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.8169
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8159
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8159
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8122
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8122
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.8119
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 5 0.8119
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8109
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8109
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8083
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8083
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8050
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8050
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8042
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8042
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8039
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8039
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8035
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8035
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8004
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8004
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7991
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7991
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7986
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7986
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7949
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7949
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7927
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7927
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7914
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7914
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7904
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7904
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7891
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7891
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7886
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7886
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7884
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7884
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7872
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7872
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7838
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7838
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7829
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7829
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7828
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7828
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7827
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7827
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7795
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7795
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7778
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7778
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7775
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7775
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7770
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7770
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7756
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7756
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7743
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7743
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7741
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7741
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7732
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7732
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7718
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7718
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7699
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7699
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7691
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7691
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7684
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7684
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7681
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7681
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7615
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7615
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7611
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7611
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 6 0.7590
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 6 0.7590
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7582
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7582
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7566
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7566
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7562
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7562
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7555
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7555
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7553
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7553
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7552
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7552
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7547
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7547
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7544
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7544
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7528
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7528
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7523
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7523
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7484
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7484
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7483
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7483
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7481
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7481
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7475
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7475
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7454
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 5 0.7454
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7449
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7449
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7444
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7444
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7423
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7423
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7420
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7420
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7414
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7414
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7401
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7401
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7396
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7396
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7391
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7391
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7390
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7390
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7377
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7377
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7376
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7376
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7366
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7366
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7357
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7357
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7349
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7349
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7348
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7348
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7337
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7337
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7329
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7329
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7326
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7326
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7322
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7322
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7301
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7301
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7296
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7296
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7293
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7293
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7289
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7289
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7284
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7284
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7281
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7281
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7274
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7274
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 6 0.7273
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 6 0.7273
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7264
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7264
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7260
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7260
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7251
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7251
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7243
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7243
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7242
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7242
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7234
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7234
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.7232
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.7232
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7231
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7231
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 5 0.7230
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 5 0.7230
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7223
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7223
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7220
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7220
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7204
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7204
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7202
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7202
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7200
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7200
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7191
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7191
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7189
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7189
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7182
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7182
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7175
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7175
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7173
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7173
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7157
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7157
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7150
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7150
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7146
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7146
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7134
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7134
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7132
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7132
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7115
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7115
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7115
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7115
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7107
Phosphoenolpyruvate carboxykinase [GTP] P9WIH3 PCKG_MYCTU Mycobacterium tuberculosis 3 0.7107
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7098
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7098
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7080
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7080
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7076
Polymerase basic protein 2 Q2LG68 Q2LG68_9INFA Influenza A virus) 5 0.7076
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7076
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7076
Polymerase basic protein 2 Q2LG68 Q2LG68_9INFA Influenza A virus) 5 0.7076
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7076
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7067
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7067
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7059
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7059
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7057
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7057
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7041
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7041
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7039
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7039
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7034
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7034
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7029
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7029
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7021
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7021
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7020
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7020
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7009
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7009
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7008
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7008
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7000
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7000

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