5,7-dihydroxy-3-(hydroxy-phenyl-methyl)-6-methoxy-chroman-4-one - Compound Card

5,7-dihydroxy-3-(hydroxy-phenyl-methyl)-6-methoxy-chroman-4-one

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5,7-dihydroxy-3-(hydroxy-phenyl-methyl)-6-methoxy-chroman-4-one

Structure
Zoomed Structure
  • Family: Plantae - Polygonaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavonoid
Canonical Smiles COc1c(O)cc2c(c1O)C(=O)C(CO2)C(c1ccccc1)O
InChI InChI=1S/C17H16O6/c1-22-17-11(18)7-12-13(16(17)21)15(20)10(8-23-12)14(19)9-5-3-2-4-6-9/h2-7,10,14,18-19,21H,8H2,1H3
InChIKey HQZPRVYXHWQSHG-UHFFFAOYSA-N
Formula C17H16O6
HBA 6
HBD 3
MW 316.31
Rotatable Bonds 3
TPSA 96.22
LogP 2.03
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 316.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Polygonum senegalense Polygonaceae Plantae 471708

Showing of synonyms

  • Midiwo JO, Omoto FM, et al. (2007). The first 9-hydroxyhomoisoflavanone, and antiplasmodial chalcones, from the aerial exudates of Polygonum senegalense.. Arkivoc,2007,9,21-27. [View] [PubMed]
Pubchem: 45360194
Nmrshiftdb2: 80005932

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CC(C2=O)COc(c23)cccc3

Level: 1

Mol. Weight: 316.31 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 316.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 316.31 g/mol

Anti-plasmodial

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.810
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.030
Plasma Protein Binding
53.19
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.560
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.710
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.800
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.430
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
2.920
Rat (Acute)
2.350
Rat (Chronic Oral)
3.210
Fathead Minnow
4.220
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
398.720
Hydration Free Energy
-8.660
Log(D) at pH=7.4
1.990
Log(P)
2.25
Log S
-4.16
Log(Vapor Pressure)
-7.29
Melting Point
157.35
pKa Acid
6.81
pKa Basic
2.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9367
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9367
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9282
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9282
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9244
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9244
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9223
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9223
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.9169
Matrix metalloproteinase-20 O60882 MMP20_HUMAN Homo sapiens 3 0.9169
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9049
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9049
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9029
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9029
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8957
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8957
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8948
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8948
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8944
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8944
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8895
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8895
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8890
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8890
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8878
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8878
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8869
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8869
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8845
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8845
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8760
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8760
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8745
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8745
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8739
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8739
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8738
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8738
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8719
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8719
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8718
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8718
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8707
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8707
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8704
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8704
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8680
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8680
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8630
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8630
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8628
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8628
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8622
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8622
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8614
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8614
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8614
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8614
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8608
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8608
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8581
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8581
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8548
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8548
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8504
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8504
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8488
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8488
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8485
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8485
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8480
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8480
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8470
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8470
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8453
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8453
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8445
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8445
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8382
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8382
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8376
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8376
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8324
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8324
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8311
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8311
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8308
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8308
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8280
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8280
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8240
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8240
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8236
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8236
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8224
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8224
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8205
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8205
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8195
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8195
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8195
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8195
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8171
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8171
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 4 0.8157
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 4 0.8157
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8117
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8117
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8090
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8090
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8089
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8089
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8088
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8088
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8088
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8088
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8080
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8080
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8060
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8060
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8058
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8058
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.8034
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.8034
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7999
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7999
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7957
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7957
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7957
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7957
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7925
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7925
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7920
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.7920
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7916
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7916
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7892
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7892
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7885
Nitric oxide synthase, inducible P35228 NOS2_HUMAN Homo sapiens 3 0.7885
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7873
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7873
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.7869
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.7869
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7832
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7832
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7824
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7824
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7811
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7811
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7800
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7800
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7775
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7775
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7760
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7760
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7754
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7754
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7748
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7748
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.7746
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.7746
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7731
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7731
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7726
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7726
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7717
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7717
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7710
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7710
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7678
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7678
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7650
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7650
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7621
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7621
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7600
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7600
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7593
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7593
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7589
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7589
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7585
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7585
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7573
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7573
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7570
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7570
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7548
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7548
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7538
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7538
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7528
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7528
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7523
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7523
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7517
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7517
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7513
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7513
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7499
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7499
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7491
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7491
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7488
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7488
S-methyl-5'-thioinosine phosphorylase Q9HZK1 MTIP_PSEAE Pseudomonas aeruginosa 4 0.7487
S-methyl-5'-thioinosine phosphorylase Q9HZK1 MTIP_PSEAE Pseudomonas aeruginosa 4 0.7487
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7471
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7471
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7460
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7460
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7442
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7442
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7439
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7439
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7424
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7424
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7399
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7399
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7386
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7386
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7381
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7381
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7379
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7379
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7378
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7378
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7378
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7378
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7365
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7365
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7355
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7355
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7354
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7354
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
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 5 0.7340
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 4 0.7340
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 4 0.7340
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 5 0.7340
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7339
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7339
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7338
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7338
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7336
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7336
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7328
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7328
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7299
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7299
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7294
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7294
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7279
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7279
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7279
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7279
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7278
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7278
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7268
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7268
Ferric enterobactin-binding periplasmic protein FepB P0AEL6 FEPB_ECOLI Escherichia coli 3 0.7267
Ferric enterobactin-binding periplasmic protein FepB P0AEL6 FEPB_ECOLI Escherichia coli 3 0.7267
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7261
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7261
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7260
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7260
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7247
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7247
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7244
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7244
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7243
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7243
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7240
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7240
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7236
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7236
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7225
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7225
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7215
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7215
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7211
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7211
Alpha-2,3/2,6-sialyltransferase/sialidase Q15KI8 Q15KI8_PASMD Pasteurella multocida 4 0.7209
Alpha-2,3/2,6-sialyltransferase/sialidase Q15KI8 Q15KI8_PASMD Pasteurella multocida 4 0.7209
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7202
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7202
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7185
Diamine acetyltransferase 1 P21673 SAT1_HUMAN Homo sapiens 2 0.7185
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7184
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7184
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7180
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7180
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7171
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7171
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7165
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7165
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7164
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7164
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7164
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7164
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7161
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7161
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7159
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7159
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7147
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7147
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7147
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7147
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7143
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7143
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7142
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7142
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7140
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7140
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7131
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7131
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7131
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7131
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7115
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7115
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7110
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7110
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7108
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7108
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7108
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7108
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7108
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7108
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7107
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7107
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7106
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7106
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.7097
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 4 0.7097
Acetolactate synthase catalytic subunit, mitochondrial P07342 ILVB_YEAST Saccharomyces cerevisiae 3 0.7097
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 4 0.7097
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7094
Interstitial collagenase P03956 MMP1_HUMAN Homo sapiens 3 0.7094
Dihydrofolate reductase P00375 DYR_MOUSE Mus musculus 4 0.7089
Dihydrofolate reductase P00375 DYR_MOUSE Mus musculus 4 0.7089
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7069
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7069
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7067
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7067
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7066
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7066
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7062
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7062
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7049
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7049
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7048
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7048
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7045
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7045
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7041
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7041
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7038
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7038
Epothilone C/D epoxidase Q9KIZ4 C167_SORCE Sorangium cellulosum 2 0.7035
Epothilone C/D epoxidase Q9KIZ4 C167_SORCE Sorangium cellulosum 2 0.7035
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7033
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7033
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7029
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7029
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7026
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7026
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7019
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7019
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7018
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7018
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7014
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7014
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7013
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 2 0.7013
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7004
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7004

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