1,6-dihydroxy-3,5-dimethoxyxanthone - Compound Card

1,6-dihydroxy-3,5-dimethoxyxanthone

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1,6-dihydroxy-3,5-dimethoxyxanthone

Structure
Zoomed Structure
  • Family: Plantae - Gentianaceae
  • Kingdom: Plantae
  • Class: Xanthone
Canonical Smiles COc1cc(O)c2c(c1)oc1c(c2=O)ccc(c1OC)O
InChI InChI=1S/C15H12O6/c1-19-7-5-10(17)12-11(6-7)21-14-8(13(12)18)3-4-9(16)15(14)20-2/h3-6,16-17H,1-2H3
InChIKey VKZMZDFCRUHZNI-UHFFFAOYSA-N
Formula C15H12O6
HBA 6
HBD 2
MW 288.25
Rotatable Bonds 2
TPSA 89.13
LogP 2.37
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 288.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Centaurium spicatum Gentianaceae Plantae 172074

Showing of synonyms

  • El-Shanawany MA, Mohamed GA, et al. (2011). A new xanthone from the roots of Centaurium spicatum. Phytochemistry Letters,2011,4,126-128. [View]
Pubchem: 5281630
Kegg Ligand: C10060
Chebi: 1406
Nmrshiftdb2: 60077583
Metabolights: MTBLC1406

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 288.25 g/mol

Antimicrobial
Antiprotozoal
Cytotoxicity

Absorption

Caco-2 (logPapp)
-4.69
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.690
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.73

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.360
Plasma Protein Binding
69.11
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
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
4.540
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.350
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.770
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.100
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
4.310
Rat (Acute)
2.150
Rat (Chronic Oral)
2.700
Fathead Minnow
4.770
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
426.740
Hydration Free Energy
-9.680
Log(D) at pH=7.4
2.570
Log(P)
2.99
Log S
-4.55
Log(Vapor Pressure)
-7.13
Melting Point
228.94
pKa Acid
7.71
pKa Basic
3.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9448
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9448
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9356
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9356
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9351
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9351
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.9303
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.9303
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9293
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9293
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9264
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9264
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9161
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9161
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9160
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9160
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9067
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9067
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.9002
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.9002
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8958
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8958
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8954
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8954
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8941
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8941
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8837
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8837
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8807
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8807
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8767
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8767
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8751
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8751
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8726
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8726
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8630
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8630
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8585
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8585
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8575
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8575
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8574
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8574
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8573
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8573
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8564
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8564
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8560
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8560
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8556
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8556
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8551
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8551
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8508
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8508
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8488
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8488
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8468
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8468
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8466
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8466
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8448
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8448
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8431
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8431
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8428
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8428
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.8413
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.8413
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8410
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8410
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8403
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8403
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8367
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8367
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8345
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8345
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8286
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8286
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.8285
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 3 0.8285
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8271
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8271
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8234
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8234
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8210
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8210
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.8162
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.8162
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8150
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8150
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8127
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8127
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8109
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8109
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8108
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8108
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8104
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8104
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8092
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8092
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8082
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8082
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8079
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8079
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 3 0.8073
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 3 0.8073
cAMP-dependent protein kinase catalytic subunit alpha P05132 KAPCA_MOUSE Mus musculus 3 0.8073
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 3 0.8073
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8055
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8055
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8036
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8036
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8021
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8021
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7995
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7995
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7991
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7991
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7975
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7975
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7973
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7973
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7941
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7941
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7937
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7937
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7928
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7928
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7887
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.7887
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7881
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7881
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7865
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7865
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7861
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7861
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7852
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7852
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7849
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7849
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7796
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7796
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7774
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7774
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7764
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7764
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7760
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7760
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7741
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7741
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7739
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7739
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7736
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7736
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7706
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7706
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7693
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7693
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7671
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7671
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7659
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7659
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7635
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7635
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7588
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7588
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7582
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7582
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7574
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7574
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7573
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7573
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7568
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7568
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7567
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7567
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7553
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7553
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7521
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7521
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 4 0.7518
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 4 0.7518
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7517
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7517
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7513
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7513
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7511
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7511
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7507
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7507
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7504
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7504
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7501
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7501
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7497
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7497
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7485
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7485
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7478
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7478
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7469
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7469
Riboflavin kinase Q969G6 RIFK_HUMAN Homo sapiens 4 0.7464
Riboflavin kinase Q969G6 RIFK_HUMAN Homo sapiens 4 0.7464
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7454
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7454
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7434
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7434
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7402
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7402
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7401
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7401
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7396
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7396
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7389
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7389
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7384
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7384
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7382
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7382
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7382
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7382
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7380
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7380
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7374
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7374
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7372
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7372
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7372
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7372
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7367
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7367
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7355
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7355
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7354
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7354
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7354
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7354
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7345
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7345
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7338
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7338
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7330
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7330
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7324
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7324
mitogen-activated protein kinase kinase Q7YTF7 Q7YTF7_PLAF7 Plasmodium falciparum 4 0.7312
mitogen-activated protein kinase kinase Q7YTF7 Q7YTF7_PLAF7 Plasmodium falciparum 4 0.7312
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7306
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7306
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7302
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7302
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7296
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7296
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 4 0.7290
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 4 0.7290
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7284
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7284
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7282
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7282
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7268
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7268
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7267
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7267
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7261
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7261
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7255
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7255
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7254
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7254
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7248
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7248
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7246
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7246
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7237
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7237
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 4 0.7228
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 4 0.7228
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7223
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7223
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7211
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7211
Transthyretin P02766 TTHY_HUMAN Homo sapiens 3 0.7194
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7194
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7194
Transthyretin P02766 TTHY_HUMAN Homo sapiens 3 0.7194
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7191
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7191
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7186
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7186
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7185
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7185
Granule-bound starch synthase 1, chloroplastic/amyloplastic Q0DEV5 SSG1_ORYSJ Oryza sativa subsp. japonica 3 0.7183
Granule-bound starch synthase 1, chloroplastic/amyloplastic Q0DEV5 SSG1_ORYSJ Oryza sativa subsp. japonica 3 0.7183
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7173
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7173
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7171
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7171
Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial P08559 ODPA_HUMAN Homo sapiens 3 0.7167
Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial P08559 ODPA_HUMAN Homo sapiens 3 0.7167
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7157
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7157
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7138
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7138
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7136
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7136
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 5 0.7120
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 5 0.7120
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7115
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7115
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7114
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7114
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7107
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7107
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7106
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7106
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7104
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7104
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7094
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7094
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7092
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7092
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7089
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7089
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7087
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7087
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7085
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7085
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7082
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7082
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7064
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7064
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7063
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7063
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7041
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7041
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7038
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7038
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.7037
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 3 0.7037
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7030
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7030
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7019
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7019
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7014
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7014
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7011
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7011
Insulin receptor P06213 INSR_HUMAN Homo sapiens 4 0.7008
Insulin receptor P06213 INSR_HUMAN Homo sapiens 4 0.7008
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7004
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7004
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7000
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7000

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