3,4,8,9,10-pentahydroxy dibenzo[b,d]pyran-6-one - Compound Card

3,4,8,9,10-pentahydroxy dibenzo[b,d]pyran-6-one

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3,4,8,9,10-pentahydroxy dibenzo[b,d]pyran-6-one

Structure
Zoomed Structure
  • Family: Combretaceae, Tamaricaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Lactone
Canonical Smiles Oc1cc2c(=O)oc3c(c2c(c1O)O)ccc(c3O)O
InChI InChI=1S/C13H8O7/c14-6-2-1-4-8-5(3-7(15)9(16)11(8)18)13(19)20-12(4)10(6)17/h1-3,14-18H
InChIKey ZELMDXUEWHBWPN-UHFFFAOYSA-N
Formula C13H8O7
HBA 7
HBD 5
MW 276.2
Rotatable Bonds 0
TPSA 131.36
LogP 1.47
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 276.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia species Combretaceae Plantae 39992
2 Tamarix nilotica Tamaricaceae Plantae 189799

Showing of synonyms

  • Carballo E.V, Kim K.H, et al. (1984). 3,4,8,9,10-Pentahydroxy-Dibenzo[b,d]Pyran-6-One from Tamarix Nilotica. Phytochemistry,1984,23(12),2966-2967. [View]
  • Pfundstein B, El Desouky SK, et al. (2010). Polyphenolic compounds in the fruits of Egyptian medicinal plants (Terminalia bellerica, Terminalia chebula and Terminalia horrida): Characterization, quantitation and determination of antioxidant capacities. Phytochemistry,2010,71(10),1132-1148. [View] [PubMed]
Pubchem: 18504424
Nmrshiftdb2: 60026609

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)oc(=O)c2cccc3

Level: 0

Mol. Weight: 196.21 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-5.95
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.440
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
88.78
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
Non-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
11.080
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.800
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.740
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.590
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
4.430
Rat (Acute)
2.420
Rat (Chronic Oral)
3.880
Fathead Minnow
3.820
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
512.790
Hydration Free Energy
-11.850
Log(D) at pH=7.4
-0.210
Log(P)
1.17
Log S
-2.38
Log(Vapor Pressure)
-8.12
Melting Point
314.93
pKa Acid
6.7
pKa Basic
8.24
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 0.9235
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9235
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9230
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9230
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9230
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9230
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9208
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9208
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9097
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9097
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.9061
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.9061
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9024
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9024
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8973
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8973
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8913
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8913
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8909
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8909
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8905
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8905
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8788
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8788
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8779
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8779
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8766
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8766
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8629
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8629
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.8589
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.8589
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8576
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8576
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8545
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8545
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8540
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8540
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8520
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8520
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8437
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8437
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8397
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.8397
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8321
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8321
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 4 0.8312
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 4 0.8312
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8294
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8294
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8284
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8284
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8257
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8257
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8243
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8243
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8221
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8221
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8219
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8219
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8191
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8191
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8188
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8188
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8172
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8172
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8165
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.8165
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.8165
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.8165
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8164
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8164
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8157
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8157
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.8155
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.8155
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8043
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8043
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 4 0.8010
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 4 0.8010
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7984
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7984
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7977
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7977
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7965
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7965
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7959
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7959
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7927
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7927
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7903
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7903
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7893
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7893
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.7885
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 4 0.7885
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7883
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7883
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 4 0.7841
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 4 0.7841
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7809
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7809
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7784
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7784
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 3 0.7780
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 3 0.7780
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 4 0.7774
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 4 0.7774
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7747
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7747
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7689
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7689
Bifunctional dihydrofolate reductase-thymidylate synthase D9N170 D9N170_PLAFA Plasmodium falciparum 4 0.7684
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7684
Bifunctional dihydrofolate reductase-thymidylate synthase D9N170 D9N170_PLAFA Plasmodium falciparum 4 0.7684
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7684
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7671
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7671
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7642
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7642
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7633
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7633
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7632
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7632
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7626
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7626
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7590
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7590
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7586
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7586
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7562
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7562
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7516
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7516
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7503
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.7503
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7477
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7477
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7471
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7471
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7450
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7450
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7434
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7434
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7390
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7390
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7378
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7378
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7364
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7364
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7352
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7352
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7341
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7341
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7325
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7325
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7325
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7325
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7308
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7308
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7303
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7303
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7298
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.7298
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
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7282
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7282
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 3 0.7269
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 3 0.7269
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7268
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7268
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7263
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7263
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7237
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7237
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7235
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7235
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7231
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7231
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7227
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7227
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7209
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7209
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7182
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7182
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7179
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7179
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7172
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7172
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7164
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7164
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7158
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7158
Methyltransferase O26771 O26771_METTH Methanothermobacter thermautotrophicus 4 0.7153
Methyltransferase O26771 O26771_METTH Methanothermobacter thermautotrophicus 4 0.7153
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7153
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7153
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7105
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7105
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7073
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7073
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7071
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7071
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7046
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7046
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7033
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7033
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 4 0.7023
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 4 0.7023
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7017
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7017
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7008
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7008
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7005
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7005

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