Apigenin7-O-beta-D-glucuronide 6''-ethyl ester - Compound Card

Apigenin7-O-beta-D-glucuronide 6''-ethyl ester

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Apigenin7-O-beta-D-glucuronide 6''-ethyl ester

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Glycoside
Canonical Smiles CCOC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@H]1O)O)O
InChI InChI=1S/C23H22O11/c1-2-31-22(30)21-19(28)18(27)20(29)23(34-21)32-12-7-13(25)17-14(26)9-15(33-16(17)8-12)10-3-5-11(24)6-4-10/h3-9,18-21,23-25,27-29H,2H2,1H3/t18-,19+,20+,21-,23+/m0/s1
InChIKey ZPLSXLOSDYMYJW-OZOVBHBASA-N
Formula C23H22O11
HBA 11
HBD 5
MW 474.42
Rotatable Bonds 5
TPSA 176.12
LogP 0.62
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 474.12
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Silybum marianum Asteraceae Plantae 92921

Showing of synonyms

  • Ahmed AA, Marry TJ, et al. (1989). Flavonoids of the flowers of Silybum marianum. Phytochemistry,1989,28(6),1751-1753. [View]
Pubchem: 162938092
Nmrshiftdb2: 60029328

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 474.42 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 474.42 g/mol

Structure

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

Level: 1

Mol. Weight: 474.42 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 474.42 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 474.42 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 474.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.98
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.48

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.11
Plasma Protein Binding
87.44
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
10.99
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.48
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.06
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.89
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
-192.39
Rat (Acute)
2.27
Rat (Chronic Oral)
3.84
Fathead Minnow
4.28
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
564.13
Hydration Free Energy
-3.56
Log(D) at pH=7.4
2.04
Log(P)
1.61
Log S
-4.72
Log(Vapor Pressure)
-11.32
Melting Point
200.06
pKa Acid
6.43
pKa Basic
4.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9546
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9546
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9493
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9493
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9264
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9264
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9252
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9252
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9058
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9058
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9033
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9033
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.9014
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.9014
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8915
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8915
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8779
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8779
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8769
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8769
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8692
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8692
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8647
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8647
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8627
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8627
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8571
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8571
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8553
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8553
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8540
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8540
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8482
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8482
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8430
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8430
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8421
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8421
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8420
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8420
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
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8374
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8374
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8345
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8345
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8328
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8328
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8313
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8313
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8299
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8299
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8274
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8274
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8256
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8256
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8189
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8189
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8087
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8087
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8085
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8085
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8078
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8078
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8050
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8004
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8004
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7981
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7981
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7956
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7956
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7942
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7942
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7941
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7941
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7932
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7932
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7915
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7915
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7907
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7907
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7906
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7906
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7903
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7903
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7884
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7884
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7869
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7869
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7865
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7865
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7852
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7852
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7821
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7821
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7805
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7805
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7803
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7803
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7766
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7766
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7765
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7765
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7719
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7719
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7684
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7684
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7677
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7677
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7673
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7673
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7643
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7643
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7639
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7639
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7628
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7628
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7583
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7583
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7572
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7572
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7560
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7560
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7539
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7539
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7524
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7524
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7524
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7524
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7513
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7513
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7500
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7500
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7479
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7479
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7476
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7476
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7451
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7451
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
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7410
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7410
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7362
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7362
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7362
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7362
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7311
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7311
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7309
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7309
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7296
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7296
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7293
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7293
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7292
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7292
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7242
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7242
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7239
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7239
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7238
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7238
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7232
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7232
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7224
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7224
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7198
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7198
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7195
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7195
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7190
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7190
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7187
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7187
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7185
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7185
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7180
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7180
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7178
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7178
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7177
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7177
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7175
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7175
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7164
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7164
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7154
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7154
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7147
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7147
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7147
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7147
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7131
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7131
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7129
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7129
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7105
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7105
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7101
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7101
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7089
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7089
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7080
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7080
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7071
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7071
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7067
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7067
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7064
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7064
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7045
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7045
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7042
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7042
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7034
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7034
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7031
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7031
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7024
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7024
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7010
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7010

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