Apigenin 4'-(6''-methylglucuronide) - Compound Card

Apigenin 4'-(6''-methylglucuronide)

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Apigenin 4'-(6''-methylglucuronide)

Structure
Zoomed Structure
  • Family: Asteraceae-Compositae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavanone Glycoside
Canonical Smiles COC(=O)[C@H]1OC(Oc2ccc(cc2)c2cc(=O)c3c(o2)cc(cc3O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H20O11/c1-30-21(29)20-18(27)17(26)19(28)22(33-20)31-11-4-2-9(3-5-11)14-8-13(25)16-12(24)6-10(23)7-15(16)32-14/h2-8,17-20,22-24,26-28H,1H3/t17-,18-,19+,20-,22?/m0/s1
InChIKey RXGXOKZTGIBAFJ-QAKXDBDYSA-N
Formula C22H20O11
HBA 11
HBD 5
MW 460.39
Rotatable Bonds 4
TPSA 176.12
LogP 0.23
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 460.1
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Centaurea nicaeensis Asteraceae-Compositae Plantae 41503

Showing of synonyms

  • Hammoud L, Seghiri R, et al. (2012). A new flavonoid and other constituents from Centaurea nicaeensis All. var. walliana M.. Natural Product Research,2012,26(3),203-208. [View] [PubMed]
Pubchem: 162867097

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 322.36 g/mol

Structure

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

Level: 1

Mol. Weight: 222.24 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 178.23 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.77
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.060
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.100
Plasma Protein Binding
82.46
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-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
10.390
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.410
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.030
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.590
Micronucleos
Toxic
NR-AhR
Safe
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
-120.150
Rat (Acute)
2.270
Rat (Chronic Oral)
4.170
Fathead Minnow
4.300
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
555.960
Hydration Free Energy
-3.400
Log(D) at pH=7.4
1.680
Log(P)
1.14
Log S
-4.9
Log(Vapor Pressure)
-11.81
Melting Point
231.36
pKa Acid
6.75
pKa Basic
3.93
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9326
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9326
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.9316
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.9316
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9290
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9290
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9285
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.9285
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.9173
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.9173
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9082
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9082
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9049
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9049
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8998
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8998
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8961
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8961
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8931
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8931
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8921
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8921
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8917
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8917
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8896
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8896
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8882
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8882
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8871
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8871
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8870
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8870
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8792
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8792
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8648
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8648
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8640
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.8640
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8610
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8610
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8603
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8603
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8589
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8589
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8543
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8543
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8497
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8497
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8488
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8488
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.8486
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.8486
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8467
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8467
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8446
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8446
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8408
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8408
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8304
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8304
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8302
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8302
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8295
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8295
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8268
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8268
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8252
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8252
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.8243
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.8243
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8224
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8224
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8128
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8128
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8121
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8121
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8084
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8084
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8073
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8073
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.8038
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.8038
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7985
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7985
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7981
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7981
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7973
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7973
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7969
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7969
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7953
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7953
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7944
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7944
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7897
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7897
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7882
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7882
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7866
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7866
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7857
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7857
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7845
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7845
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7818
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7818
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7813
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7813
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7798
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7798
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7779
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7779
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7748
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7748
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7741
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7741
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7725
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7725
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7705
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7705
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7694
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7694
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7690
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7690
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7679
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7679
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7679
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7679
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7655
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7655
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7588
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7588
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7588
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7588
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7579
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7579
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7570
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7570
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7562
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7562
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7559
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7559
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7531
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7531
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7530
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7530
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7501
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7501
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7498
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7498
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7496
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7496
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7491
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7491
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7479
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7479
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7473
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7473
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7457
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7457
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7441
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7441
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7437
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7437
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7435
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7435
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7434
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7434
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7433
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7433
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7418
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7418
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7404
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7404
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7379
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7379
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7356
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7356
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7356
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7356
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7350
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7350
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7350
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7350
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7342
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7342
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7337
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7337
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7331
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7331
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7326
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7326
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7325
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7325
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7302
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7302
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7282
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7282
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7264
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7264
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7258
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7258
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7253
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7253
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7252
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7252
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7249
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7249
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7248
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7248
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7213
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7213
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7210
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7210
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7208
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7208
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7205
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7205
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7202
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7202
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 6 0.7188
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 6 0.7188
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7184
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7184
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7172
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7172
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7166
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7166
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7161
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7161
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7158
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7158
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7146
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7146
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7133
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7133
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7132
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7132
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7129
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7129
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7125
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7125
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7125
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7125
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7121
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7121
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7118
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7118
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7103
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7103
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7103
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7103
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7100
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7100
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7098
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7098
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7079
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7079
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7068
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7068
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7064
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7064
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7046
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7046
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7041
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7041
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7025
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7025
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7019
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7019
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7007
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7007

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