Luteolin-7-O-glucoside - Compound Card

Luteolin-7-O-glucoside

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Luteolin-7-O-glucoside

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey PEFNSGRTCBGNAN-QNDFHXLGSA-N
Formula C21H20O11
HBA 11
HBD 7
MW 448.38
Rotatable Bonds 4
TPSA 190.28
LogP -0.24
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 448.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Cornulaca monacantha Chenopodiaceae Plantae 454476
2 Achyrocline glumacea Asteraceae Plantae 684072
3 Asteriscus graveolens Asteraceae Plantae 73976
4 Babcockia platylepsis Asteraceae Plantae 43189
5 Moraea sisyrinchium Iridaceae Plantae 148530
6 Psidium guajava Myrtaceae Plantae 120290
7 Limonium axillare Plumbaginaceae Plantae 114150
8 Hyparrhenia hirta Poaceae Plantae 42079
9 Daucus carota var. boissieri Apiaceae Plantae 79196
10 Torilis radiata Apiaceae Plantae 40890
11 Verbena officinalis Verbenaceae Plantae 79772
12 Verbena supina Verbenaceae Plantae 3080341
13 Chrysanthemum coronarium Asteraceae Plantae 99038
14 Cynara sibthorpiana Asteraceae Plantae 935151
15 Cynara cardunculus Asteraceae Plantae 4265
16 Cynara scolymus Asteraceae Plantae 59895
17 Cynara scolymus Asteraceae Plantae 59895
18 Cotula cinerea Asteraceae Plantae
19 Centaurea alexandrina Asteraceae Plantae 363412
20 Embergeria grandifolia Asteraceae Plantae 43192
21 Filago desertorum Asteraceae Plantae 702226
22 Filago prolifera Asteraceae Plantae 2134048
23 Launaea nudicaulis Asteraceae Plantae 43200
24 Launaea capitata Asteraceae Plantae 1423390
25 Launaea cassiniana Asteraceae Plantae 43198
26 Launaea resedifolia Asteraceae Plantae 43198
27 Launaea spinosa Asteraceae Plantae 2948567
28 Launaea enuiloba Asteraceae Plantae 43198
29 Pseudognaphalium luteo-album Asteraceae Plantae 59425
30 Psiadia punctulata Asteraceae Plantae 72969
31 Sonchus oleraceus Asteraceae Plantae 50207
32 Sonchus tenerrimus Asteraceae Plantae 255578
33 Sonchus bourgeaui Asteraceae Plantae 50194
34 Sonchus asper Asteraceae Plantae 50193
35 Sonchus macrocarpus Asteraceae Plantae 2984305
36 Sonchus hydrophilus Asteraceae Plantae 255580
37 Sonchus maritimus Asteraceae Plantae 50206
38 Sonchus crassifolius Asteraceae Plantae 381731
39 Sonchus arvensis Asteraceae Plantae 50192
40 Sonchus brachyotus Asteraceae Plantae 381730
41 Sonchus congestus Asteraceae Plantae 50197
42 Sonchus acaulis Asteraceae Plantae 50191
43 Sonchus hierrensis Asteraceae Plantae 50203
44 Sonchus gomerensis Asteraceae Plantae 1519691
45 Sonchus gummifer Asteraceae Plantae 159710
46 Sonchus ustulatus Asteraceae Plantae 50215
47 Sonchus fauces-orci Asteraceae Plantae 50199
48 Sonchus pinnatifidus Asteraceae Plantae 50211
49 Sonchus brachylobus Asteraceae Plantae 50195
50 Sonchus pinnatus Asteraceae Plantae 50212
51 Sonchus palmensis Asteraceae Plantae 50209
52 Sonchus canariensis Asteraceae Plantae 50196
53 Sonchus fruticosus Asteraceae Plantae 50200
54 Sonchus lidii Asteraceae Plantae 50190
55 Sonchus gandogeri Asteraceae Plantae 50201
56 Sonchus schweinfurthii Asteraceae Plantae 50213
57 Sonchus bipontini Asteraceae Plantae 381729
58 Sonchus luxurians Asteraceae Plantae 50205
59 Sonchus melanolepis Asteraceae Plantae 212303
60 Sonchus nanus Asteraceae Plantae 50190
61 Taeckholmia capillaris Asteraceae Plantae 50221
62 Taeckholmia canariensis Asteraceae Plantae 50196
63 Taeckholmia microcarpa Asteraceae Plantae 329331
64 Taeckholmia heterophylla Asteraceae Plantae 50222
65 Taeckholmia regis-jubae Asteraceae Plantae 50224
66 Ficus variifolia Moraceae Plantae 425835
67 Ficus natalensis Moraceae Plantae 309307
68 Ficus sansibarica Moraceae Plantae 309319

Showing of synonyms

  • Mansour RMA, Saleh NAM, et al. (1983). A chemosystematic study of the phenolics of Sonchus.. Phytochemistry,1983,22(2),489-492. [View]
  • Kandil FE, Ahmed KM, et al. (2000). A new flavonoid from Limonium axillare. Archiv der Pharmazie,2000,333(8),275-277. [View] [PubMed]
  • Salib JY, Michael HN (2004). Cytotoxic phenylethanol glycosides from Psidium guaijava seeds. Phytochemistry,2004,65(14),2091-2093. [View] [PubMed]
  • El Senousy AS, Farag MA, et al. (2014). Developmental changes in leaf phenolics composition from three artichoke cvs. (Cynara scolymus) as determined via UHPLC–MS and chemometrics. Phytochemistry,2014,108,67-76. [View] [PubMed]
  • El-Sayed NH, El-kubesy TM, et al. (1994). Flavone glucosides and other constituents of the Egyptian variety of Daucus carota var. boissieri grown in Egypt. Biochemical Systematics and Ecology,1994,22(7),762. [View]
  • Mansour RMA, Ahmed AA, et al. (1983). Flavone glycosides of some Launaea species. Phytochemistry,1983,22(11),2630-2631. [View]
  • Bouaziz M, Simmonds MS, et al. (2001). Flavonoids from Hyparrhenia hirta Stapf (Poaceae) growing in Tunisia. Biochemical Systematics and Ecology,2001,29(8),849-851. [View] [PubMed]
  • El-Shabrawy MOA Marzouk MM, Kawashty SA, et al. (2013). Flavonoids from Moraea sisyrinchium (L.) Ker Gawl. (Iridaceae) in Egypt. International Conference on Applied Life Sciences (ICALS2013),2013,UAE. September 15-17, 2013. [View]
  • Ahmed AA, Ishak MS, et al. (1991). Flavonoids of Asteriscus graveolens.. Journal of Natural Products,1991,54,4,1092-1093. [View]
  • Ahmed AA, el-Sayed NH, et al. (1987). Flavonoids of Cotula cinerea. Journal of Natural Products,1987,50(3),519-520. [View]
  • Ezzat SM, Abdallah HM, et al. (2012). Hepatoprotective constituents of Torilis radiata Moench (Apiaceae). Natural Product Research,2012,26(3),282-285. [View] [PubMed]
  • Hammouda FM, Seif El-Nesr MM, et al. (1991). HPLC evaluation of the active constituents in the newly introduced romanian strain of Cynara scolymus cultivated in Egypt. Planta Medica,1991,57(2),A119-A120. [View]
  • Greenham JR, Grayer RJ, et al. (2007). Intra-and interspecific variations in vacuolar flavonoids among Ficus species from the Budongo Forest, Uganda.. Biochemical systematics and ecology,2007,35(2),81-90. [View] [PubMed]
  • Farag MA, El-Ahmady SH, et al. (2013). Metabolomics driven analysis of artichoke leaf and its commercial products via UHPLC–q-TOF-MS and chemometrics. Phytochemistry,2013,95,177-187. [View] [PubMed]
  • Ibrahim LF, El-Senousy WM, et al. (2007). NMR spectral analysis of flavonoids from Chrysanthemum coronarium. Chemistry of Natural Compounds,2007,43(6),659-662. [View]
  • Kandil FE, Grace MH (2001). Polyphenols from Cornulaca monacantha. Phytochemistry,2001,58(4),611-613. [View] [PubMed]
  • Mansour RMA, Abdalla MF, et al. (1988). Quercetin-3,7-disulphate from Centaurea alexandrina. Bulletin of the Chemical Society of Ethiopia,1988,2(1),45-46. [View]
  • Saleh NAM, Mansour RMA, et al. (1988). The chemosystematics of local members of the subtribe Gnaphaliinae (Compositae).. Biochemical Systematics and Ecology,1988,16(7/8),615-617. [View]
  • Kawashty SA, El-Garf IA (2000). The flavonoid chemosystematics of Egyptian Verbena species. Biochemical Systematics and Ecology,2000,28(9),919-921. [View] [PubMed]
  • El-Ansari MAI, El-Negoumy SI, et al. (1988). The Flavonoids of Cynara sibthorpiana. Biochemical Systematics and Ecology,1988,16(3),285. [View]
  • Abou-Zaid MM, El-Karemy Z, et al. (1991). The flavonoids of Psiadia punctulata. Bulletin of the Chemical Society of Ethiopia,1991,5(1),37-40. [View]
Pubchem: 5280637
Kegg Ligand: C03951
Chebi: 27994
Nmrshiftdb2: 60018816
Metabolights: MTBLC27994
Bindingdb: 50241242
CPRiL: 61504
Structure

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

Level: 2

Mol. Weight: 448.38 g/mol

Structure

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

Level: 1

Mol. Weight: 448.38 g/mol

Structure

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

Level: 1

Mol. Weight: 448.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 448.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 448.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 448.38 g/mol

Antiviral

Absorption

Caco-2 (logPapp)
-6.65
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.470
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.860
Plasma Protein Binding
85.78
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
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
14.330
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-1.990
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.970
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.220
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-73.550
Rat (Acute)
2.380
Rat (Chronic Oral)
4.050
Fathead Minnow
3.990
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
616.560
Hydration Free Energy
-4.720
Log(D) at pH=7.4
0.440
Log(P)
0.31
Log S
-4.12
Log(Vapor Pressure)
-13.45
Melting Point
232.18
pKa Acid
5.11
pKa Basic
7.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9628
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9628
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9382
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9382
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9340
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9340
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9149
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9149
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9002
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9002
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.9000
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.9000
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8960
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8960
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8929
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8929
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8899
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8899
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8742
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8742
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8690
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8690
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8662
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8662
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8649
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8649
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8637
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8637
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8617
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8617
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8616
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8616
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8594
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8594
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8550
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8550
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8536
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8536
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8367
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8367
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8354
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8354
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8338
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8338
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8288
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8288
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8279
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8279
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8264
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8264
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8263
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8263
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8251
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8251
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8228
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8228
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8205
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8205
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8205
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8205
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8169
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8169
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8153
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8153
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8071
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8071
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8060
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8060
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8050
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8050
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8047
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8047
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8033
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8033
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8019
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8019
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.8005
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.8005
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 4 0.8003
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 4 0.8003
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7987
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7987
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7906
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7906
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7878
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7878
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7872
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7872
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7820
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7820
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7819
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7819
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7773
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7773
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7773
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7773
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7741
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7741
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7738
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7738
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7724
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7724
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7723
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7723
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7717
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7717
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7716
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7716
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7694
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7694
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7667
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7667
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7617
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7617
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7609
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7609
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7591
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7591
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7588
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7588
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7530
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7530
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7529
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7529
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7525
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7525
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7517
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7517
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7514
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7514
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7514
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7514
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7496
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7496
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7469
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7469
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7446
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7446
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7442
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7442
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7435
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7435
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7415
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7415
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7407
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7407
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7406
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7406
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7355
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7355
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7328
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7328
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7326
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7326
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7324
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7324
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7323
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7323
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7313
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7313
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7310
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7310
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7310
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7310
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7302
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7302
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 3 0.7302
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7302
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7284
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7284
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7277
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7277
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7277
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7277
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7265
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7265
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7250
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7250
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7247
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7247
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7236
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7236
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7216
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7216
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7212
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7212
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7210
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7210
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7207
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7207
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7201
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7201
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7195
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7195
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7189
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7189
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7188
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7188
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7180
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7180
Cytosine-specific methyltransferase Q8EVR5 Q8EVR5_MYCPE Mycoplasma penetrans 4 0.7170
Cytosine-specific methyltransferase Q8EVR5 Q8EVR5_MYCPE Mycoplasma penetrans 4 0.7170
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7156
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7156
Replicase polyprotein 1ab P0C6X7 R1AB_CVHSA Human SARS coronavirus 4 0.7153
Replicase polyprotein 1ab P0C6X7 R1AB_CVHSA Human SARS coronavirus 4 0.7153
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7139
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7139
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7137
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7137
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7136
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7136
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7133
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7133
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7131
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7131
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7126
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7126
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7120
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7120
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7119
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7119
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7115
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7115
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7114
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7114
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7113
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7113
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7113
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7113
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7107
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7107
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7107
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7107
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7100
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7100
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7096
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7096
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7091
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 5 0.7091
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7090
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7090
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7090
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7090
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7075
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7075
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7074
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7074
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7068
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7068
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7066
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7066
Histone-arginine methyltransferase CARM1 Q4AE70 CARM1_RAT Rattus norvegicus 4 0.7065
Histone-arginine methyltransferase CARM1 Q4AE70 CARM1_RAT Rattus norvegicus 4 0.7065
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7064
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7064
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7056
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7056
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7043
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7043
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7039
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7039
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7030
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7030
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7016
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7016
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7016
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7016
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7015
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7015
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7006
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7006
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7004
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7004
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7003
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7003

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