5-hydroxy-6,7-dimethoxy-3-(4'-hydroxybenzyl)-4-chromanone - Compound Card

5-hydroxy-6,7-dimethoxy-3-(4'-hydroxybenzyl)-4-chromanone

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5-hydroxy-6,7-dimethoxy-3-(4'-hydroxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1c(OC)cc2c(c1O)C(=O)C(CO2)Cc1ccc(cc1)O
InChI InChI=1S/C18H18O6/c1-22-14-8-13-15(17(21)18(14)23-2)16(20)11(9-24-13)7-10-3-5-12(19)6-4-10/h3-6,8,11,19,21H,7,9H2,1-2H3
InChIKey ALJBUGCEHCIDIM-UHFFFAOYSA-N
Formula C18H18O6
HBA 6
HBD 2
MW 330.34
Rotatable Bonds 4
TPSA 85.22
LogP 2.55
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 330.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ledebouria graminifolia Hyacinthaceae Plantae 2826844

Showing of synonyms

  • Mutanyatta J, Matapa BG, et al. (2003). Homoisoflavonoids and xanthones from the tubers of wild and in vitro regenerated Ledebouria graminifolia and cytotoxic activities of some of the homoisoflavonoids. Phytochemistry, 2003, 62(5), 797–804. [View]
Pubchem: 404854
Nmrshiftdb2: 10017724

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 330.34 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 330.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 330.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.760
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.06

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.160
Plasma Protein Binding
56.45
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
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
10.660
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.230
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.090
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.980
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
3.280
Rat (Acute)
1.990
Rat (Chronic Oral)
2.710
Fathead Minnow
4.660
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
421.900
Hydration Free Energy
-9.000
Log(D) at pH=7.4
2.410
Log(P)
2.53
Log S
-5.0
Log(Vapor Pressure)
-7.46
Melting Point
138.87
pKa Acid
7.42
pKa Basic
3.67
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 0.9691
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9384
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9371
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9351
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9342
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9309
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9302
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9294
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9206
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9193
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9176
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9173
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9171
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.9108
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9103
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9090
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9063
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9006
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8972
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8967
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8939
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8914
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8898
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8853
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8842
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8816
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8810
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8783
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8778
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8776
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8766
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8751
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8741
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8706
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8694
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8692
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8691
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8686
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8660
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8629
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8614
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8574
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8546
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8535
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8531
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.8515
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 3 0.8460
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8409
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8365
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8359
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8357
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8329
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8308
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.8299
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8294
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8267
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8264
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8258
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.8253
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8252
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.8231
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8224
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.8217
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8207
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8197
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8187
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.8181
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8164
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8145
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8135
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8079
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8029
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8025
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8023
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8023
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8013
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8005
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7983
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7983
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7973
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7955
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7929
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7920
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7917
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7907
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7898
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7892
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7882
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7853
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7841
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7832
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 3 0.7826
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7812
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7808
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7791
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7770
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7768
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7764
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7756
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7756
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7752
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7749
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7732
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7723
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7722
Cytokinin dehydrogenase 1 Q9T0N8 CKX1_MAIZE Zea mays 3 0.7721
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7705
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7701
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7693
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7688
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7684
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7660
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7650
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7643
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7630
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7623
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7623
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7622
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7620
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7608
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7596
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7587
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7586
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7575
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7565
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7561
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7550
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7545
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7541
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7535
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7523
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7520
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7518
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7515
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7505
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7505
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7499
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7498
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7492
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7490
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7489
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7473
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7473
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7472
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7456
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7455
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7454
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7447
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7439
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7429
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7425
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7422
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7422
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7421
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7420
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7413
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7408
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.7402
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 5 0.7395
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7392
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7392
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7388
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7384
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7380
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7374
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7357
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7354
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7348
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7347
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7344
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7337
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 4 0.7330
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7329
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7328
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7327
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7317
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7308
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7308
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7305
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7295
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7288
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7286
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7274
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7259
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7259
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7253
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7250
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7243
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7237
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7234
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7233
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7232
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7224
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7215
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7215
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7213
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7210
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7209
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7201
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7200
Methionine adenosyltransferase 2 subunit beta Q9NZL9 MAT2B_HUMAN Homo sapiens 4 0.7199
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7196
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7191
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7190
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7188
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7178
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7174
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7166
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7165
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7155
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7153
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7151
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7149
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7146
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7146
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7141
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7141
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7135
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7134
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7131
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7124
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7116
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7115
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7107
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7106
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7105
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7104
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7096
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7092
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.7091
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7088
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7086
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7082
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7080
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7080
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7075
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7067
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7067
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7067
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7064
Purine nucleoside phosphorylase P50389 PNPH_SACS2 Saccharolobus solfataricus 3 0.7061
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 2 0.7060
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7059
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7055
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7055
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7054
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7052
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7052
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7045
Bifunctional dihydrofolate reductase-thymidylate synthase Q27793 DRTS_TRYCR Trypanosoma cruzi 3 0.7038
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7029
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7028
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7023
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7020
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7014
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7013
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7012
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7008
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7007
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7005
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7004
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7004
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7002
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7002
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7001

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