Apigenin-7-O-beta-glucopyranoside - Compound Card

Apigenin-7-O-beta-glucopyranoside

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Apigenin-7-O-beta-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Sisymbrieae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C21H20O10/c22-8-16-18(26)19(27)20(28)21(31-16)29-11-5-12(24)17-13(25)7-14(30-15(17)6-11)9-1-3-10(23)4-2-9/h1-7,16,18-24,26-28H,8H2/t16-,18-,19+,20-,21-/m1/s1
InChIKey KMOUJOKENFFTPU-QNDFHXLGSA-N
Formula C21H20O10
HBA 10
HBD 6
MW 432.38
Rotatable Bonds 4
TPSA 170.05
LogP 0.05
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 432.11
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sanchezia nobilis Acanthaceae Plantae 71612
2 Bombax malabaricum Bombacaceae Plantae 45325
3 Artemisia judaica Asteraceae Plantae 205369
4 Chrozophora tinctoria Euphorbiaceae Plantae
5 Verbena officinalis Verbenaceae Plantae 79772
6 Verbena supina Verbenaceae Plantae 3080341
7 Chrysanthemum coronarium Asteraceae Plantae 99038
8 Chrysanthemum viscidehirtum Asteraceae Plantae 13422
9 Echinops galalensis Asteraceae Plantae 32194
10 Gaillardia aristata Asteraceae Plantae 55624
11 Launaea resedifolia Asteraceae Plantae 43198
12 Launaea nudicaulis Asteraceae Plantae 43200
13 Launaea capitata Asteraceae Plantae 1423390
14 Launaea cassiniana Asteraceae Plantae 43198
15 Launaea resedifolia Asteraceae Plantae 43198
16 Launaea spinosa Asteraceae Plantae 2948567
17 Launaea enuiloba Asteraceae Plantae 43198
18 Matricaria chamomilla Asteraceae Plantae 98504
19 Pseudognaphalium luteo-album Asteraceae Plantae 59425
20 Pallenis spinosa Asteraceae Plantae 73981
21 Farsetia aegyptia Alysseae Plantae 359842
22 Platycladus orientalis Cupressaceae Plantae 58046
23 Rumex pictus Polygonaceae Plantae 1786036
24 Sisymbrium irio Sisymbrieae Plantae 3730

Showing of synonyms

  • Khallouki F, Hmamouchi M, et al. (2000). A new flavonoid from the aerial parts of Chrysanthemum viscidehirtum. Fitoterapia,2000,71,413-416. [View] [PubMed]
  • Abdallah HM, Almowallad FM, et al. (2015). Anti-inflammatory activity of flavonoids from Chrozophora tinctoria. Phytochemistry Letters,2015,13,74-80. [View]
  • Redaelli C, Formentini L, et al. (1982). Apigenin 7-glucoside diacetates in ligulate flowers of Matricaria chamomilla. Phytochemistry,1982,21(7),1828-1830. [View]
  • Marzouk M.M, Al-Nowaihi A.S.M, et al. (2010). Chemosystematic studies on certain species of the family Brassicaceae(Cruciferae) in Egypt. Biochemical Systematics and Ecology, 2010, 38(4), 680–685.. [View]
  • Abd Ellah AE, Mohamed KM, et al. (2014). Cinnamyl alcohol, benzyl alcohol, and flavonoid glycosides from Sanchezia nobilis. Chemistry of Natural Compounds,2014,50(5),823-826. [View]
  • Salama MM, Kandil ZA and Islam WT. (2012). Cytotoxic compounds from the leaves of Gaillardia aristata Pursh. growing in Egypt. Natural Product Research,2012,26(22),2057-2062. [View] [PubMed]
  • Mansour RMA, Ahmed AA, et al. (1983). Flavone glycosides of some Launaea species. Phytochemistry,1983,22(11),2630-2631. [View]
  • Moussaoui F, Zellagui A, et al. (2010). Flavonoid constituents from Algerian Launaea resedifolia (O.K.) and their antimicrobial activity. Records of Natural Products,2010,4(1),91-95. [View]
  • Saleh NAM, El-Negoumy SI, et al. (1987). Flavonoids of Artemisia judaica, A. monosperma and A. Herba-alba.. Phytochemistry,1987,26(11),3059-3064. [View]
  • Ahmed AA, Spaller M, et al. (1992). Flavonoids of Pallenis spinosa (Asteraceae). Biochemical Systematics and Ecology,1992,20(8),785-786. [View]
  • Selim Y, El-Sharkawy E, et al. (2020). New cytotoxic flavonoids from aerial parts of Platycladus orientalis L.. Natural product research, 2020, 34(12), 1763-1771. [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]
  • El-Hagrassi AM, Ali MM, et al. (2011). Phytochemical investigation and biological studies of Bombax malabaricum flowers. Natural Product Research,2011,25(2),141-151. [View] [PubMed]
  • Abdallah HM, Ezzat SM, et al. (2013). Protective effect of Echinops galalensis against CCl4-induced injury on the human hepatoma cell line (Huh7). Phytochemistry Letters,2013,6,73-78. [View]
  • El-Kashak W.A, Elshamy A.I, et al. (2017). Rumpictuside A: Unusual 9,10-anthraquinone glucoside from Rumex pictus Forssk. Carbohydrate research, 2017, 448, 74-78. [View] [PubMed]
  • 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]
Pubchem: 5280704
Kegg Ligand: C04608
Chebi: 16778
Nmrshiftdb2: 60019529
Metabolights: MTBLC16778
Bindingdb: 50378582
CPRiL: 86520
Structure

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

Level: 2

Mol. Weight: 432.38 g/mol

Structure

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

Level: 1

Mol. Weight: 432.38 g/mol

Structure

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

Level: 1

Mol. Weight: 432.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 432.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 432.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 432.38 g/mol

Anti-inflammatory
Antimicrobial
Antiviral
Cytotoxic
Protective against ccl4-induced injury on the human hepatoma cell line (huh7)

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.290
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.940
Plasma Protein Binding
85.52
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
11.740
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.400
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.900
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.760
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
-50.500
Rat (Acute)
2.440
Rat (Chronic Oral)
3.900
Fathead Minnow
4.050
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
581.840
Hydration Free Energy
-5.660
Log(D) at pH=7.4
1.070
Log(P)
0.77
Log S
-3.97
Log(Vapor Pressure)
-12.77
Melting Point
219.15
pKa Acid
5.62
pKa Basic
6.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9552
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9552
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9490
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9490
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9255
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9255
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9218
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9218
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9094
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.9094
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9054
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.9054
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8978
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8978
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8854
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8854
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8837
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8837
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8822
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8822
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8817
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8817
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8801
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8801
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8693
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8693
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8669
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8669
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8645
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8645
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8612
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8612
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8536
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8536
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8449
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8449
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8431
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8431
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8422
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8422
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8413
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8413
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8399
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8399
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8341
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8341
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8331
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8331
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8327
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8327
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8314
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8314
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8303
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8303
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8288
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8288
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8278
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8278
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8270
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8270
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8256
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8256
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8198
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8198
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8112
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8112
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8074
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8074
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8005
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8005
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7955
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7955
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7948
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7948
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7947
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7947
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7947
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7947
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7878
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7878
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7857
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7857
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7825
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7825
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7770
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7770
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7759
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7759
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
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7736
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7736
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7732
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7732
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7717
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7717
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7688
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7688
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7679
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7679
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7654
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7654
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7649
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7649
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7626
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7626
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7579
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 5 0.7579
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7557
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7557
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7540
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7540
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7533
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7533
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7511
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7511
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7501
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7501
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7484
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7484
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7469
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7469
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7405
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7405
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7399
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7399
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7381
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7381
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7357
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7357
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7345
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7345
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7314
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 2 0.7314
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7301
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7301
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7299
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7299
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7298
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7298
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7295
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7295
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7291
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7291
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7285
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7285
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7280
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7280
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7280
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7280
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7274
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7274
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7270
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7270
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7245
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7245
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7244
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7244
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7219
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7219
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7212
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7212
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
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7205
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7205
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7201
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7201
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7192
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7192
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7190
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7190
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7185
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7185
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7174
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7174
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7172
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7172
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7169
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7169
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7166
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7166
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7164
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7164
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7136
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7136
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7134
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7134
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7131
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7131
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7114
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7114
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7112
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7112
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7110
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7110
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7109
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7109
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7097
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7097
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7089
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7089
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7084
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7084
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7080
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7080
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7077
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7077
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7075
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7075
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7068
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7068
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7058
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7058
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7045
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7045
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7034
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7034
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7011
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7011
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7007
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7007
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7007
Histone deacetylase 7 Q8WUI4 HDAC7_HUMAN Homo sapiens 3 0.7007
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7005
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7005
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7004
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7004
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7003
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7003

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