7,7'-dihydroxy-6,8'-bicoumarin - Compound Card

7,7'-dihydroxy-6,8'-bicoumarin

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7,7'-dihydroxy-6,8'-bicoumarin

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles O=c1ccc2c(o1)cc(c(c2)c1c(O)ccc2c1oc(=O)cc2)O
InChI InChI=1S/C18H10O6/c19-12-4-1-9-2-5-16(22)24-18(9)17(12)11-7-10-3-6-15(21)23-14(10)8-13(11)20/h1-8,19-20H
InChIKey GGNRJMYAXINNLX-UHFFFAOYSA-N
Formula C18H10O6
HBA 6
HBD 2
MW 322.27
Rotatable Bonds 1
TPSA 100.88
LogP 2.98
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 322.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia quinquecostata Euphorbiaceae Plantae 3990

Showing of synonyms

  • Su BN, Park EJ, et al. (2002). New chemical constituents of Euphorbia quinquecostata and absolute configuration assignment by a convenient Mosher ester procedure carried out in NMR tubes.. Journal of Natural Products,2002,65(9),1278-1282. [View] [PubMed]
Pubchem: 21588200
Chebi: 186778
Nmrshiftdb2: 60080026

No compound-protein relationship available.

Structure

SMILES: O=c(o1)ccc(c12)cccc2-c(c3)ccc(c34)oc(=O)cc4

Level: 1

Mol. Weight: 322.27 g/mol

Structure

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

Level: 0

Mol. Weight: 322.27 g/mol

Quinone reductase-inducing

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.780
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.370
Plasma Protein Binding
90.16
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
1.400
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.920
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.040
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.450
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
2.620
Rat (Acute)
2.370
Rat (Chronic Oral)
2.080
Fathead Minnow
4.890
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
519.720
Hydration Free Energy
-12.370
Log(D) at pH=7.4
2.310
Log(P)
2.02
Log S
-5.25
Log(Vapor Pressure)
-10.24
Melting Point
353.0
pKa Acid
8.08
pKa Basic
6.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9713
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9713
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.9279
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.9279
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.9209
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.9209
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9058
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9058
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8955
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8955
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8898
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8898
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8872
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8872
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8795
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8795
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8745
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8745
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8728
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8728
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8706
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8706
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8634
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8634
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8421
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8421
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8394
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8394
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8334
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8334
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8308
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8308
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8301
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8301
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8178
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8178
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8171
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8171
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8166
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8166
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8158
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8158
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8135
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8135
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.8128
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.8128
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 3 0.8076
Tryptophan synthase beta chain 2 Q97TX6 TRPB2_SACS2 Saccharolobus solfataricus 3 0.8076
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8056
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8056
UDP-N-acetylglucosamine 1-carboxyvinyltransferase P33038 MURA_ENTCC Enterobacter cloacae subsp. cloacae 3 0.8046
UDP-N-acetylglucosamine 1-carboxyvinyltransferase P33038 MURA_ENTCC Enterobacter cloacae subsp. cloacae 3 0.8046
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7976
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7976
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7970
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7970
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7942
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7942
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7927
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7927
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7919
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7919
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7914
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7914
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7888
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7888
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7882
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7882
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7861
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7861
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7859
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7859
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7855
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7855
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7811
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7811
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 4 0.7810
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 4 0.7810
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7793
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7793
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7789
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7789
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7784
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7784
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.7746
Serine/threonine-protein kinase PLK2 Q9NYY3 PLK2_HUMAN Homo sapiens 3 0.7746
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7743
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.7743
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7732
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7732
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7726
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7726
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7710
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7710
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7690
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7690
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7678
Renin P00797 RENI_HUMAN Homo sapiens 3 0.7678
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7673
Metallo-beta-lactamase type 2 P52699 BLAB_SERMA Serratia marcescens 3 0.7673
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7653
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7653
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 3 0.7634
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 3 0.7634
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7616
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7616
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7609
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7609
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7592
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7592
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7576
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7576
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7557
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7557
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7555
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7555
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7539
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7539
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7495
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7494
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7494
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7492
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7492
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7488
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7488
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7484
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7484
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7470
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7470
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7466
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7466
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7461
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7461
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7456
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7456
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7447
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7447
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7428
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7428
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7423
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7423
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7406
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7406
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7402
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7402
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7398
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7398
Cytosol aminopeptidase P00727 AMPL_BOVIN Bos taurus 2 0.7389
Cytosol aminopeptidase P00727 AMPL_BOVIN Bos taurus 2 0.7389
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7345
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7345
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7341
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7341
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 3 0.7340
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 3 0.7340
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7320
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7320
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7319
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7319
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7316
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7316
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7301
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7301
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7295
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7295
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7294
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7294
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7288
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7288
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7287
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7287
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7286
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7286
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7284
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7284
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7274
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7274
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7268
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7268
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7266
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7266
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7264
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7264
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7262
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7262
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7258
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7258
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7244
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7244
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7238
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7238
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7234
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7234
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7234
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7234
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7221
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7221
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7220
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7220
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7215
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7215
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7207
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7207
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7205
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7205
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7198
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7198
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7191
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7191
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7185
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7185
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7180
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7180
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7179
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7179
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7175
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7175
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7167
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7167
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 3 0.7167
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 3 0.7167
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 3 0.7165
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 3 0.7165
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7165
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7165
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7158
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7158
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7158
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7158
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7145
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7145
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7143
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7143
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7141
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7141
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7135
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7135
Cytosolic IMP-GMP specific 5'-nucleotidase Q5ZZB6 Q5ZZB6_LEGPH Legionella pneumophila subsp. pneumophila 3 0.7129
Cytosolic IMP-GMP specific 5'-nucleotidase Q5ZZB6 Q5ZZB6_LEGPH Legionella pneumophila subsp. pneumophila 3 0.7129
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7125
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7125
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7117
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7117
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7111
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7111
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7110
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7110
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7101
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7101
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7095
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7095
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7088
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7088
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 3 0.7087
Cysteine desulfurase IscS 2 O29689 ISCS2_ARCFU Archaeoglobus fulgidus 3 0.7087
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7085
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7085
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7080
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7080
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7079
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7079
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7062
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7062
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7060
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7060
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7048
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7048
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7048
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7048
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7047
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7047
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7046
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7046
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7044
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7044
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7034
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7034
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7030
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7030
Myotonin-protein kinase Q09013 DMPK_HUMAN Homo sapiens 3 0.7023
Myotonin-protein kinase Q09013 DMPK_HUMAN Homo sapiens 3 0.7023
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7014
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7014
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7011
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7011
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7008
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7008

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