5-hydroxy-7-methoxy-3-(4'-hydroxybenzyl)-4-chromanone - Compound Card

5-hydroxy-7-methoxy-3-(4'-hydroxybenzyl)-4-chromanone

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5-hydroxy-7-methoxy-3-(4'-hydroxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1cc(O)c2c(c1)OCC(C2=O)Cc1ccc(cc1)O
InChI InChI=1S/C17H16O5/c1-21-13-7-14(19)16-15(8-13)22-9-11(17(16)20)6-10-2-4-12(18)5-3-10/h2-5,7-8,11,18-19H,6,9H2,1H3
InChIKey FULPZMATFBTFNA-UHFFFAOYSA-N
Formula C17H16O5
HBA 5
HBD 2
MW 300.31
Rotatable Bonds 3
TPSA 75.99
LogP 2.54
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 300.1
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: 404855
Nmrshiftdb2: 10017727

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 300.31 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 300.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 300.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.670
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.060
Plasma Protein Binding
50.5
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
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.940
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.090
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.730
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.470
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.330
Rat (Acute)
1.830
Rat (Chronic Oral)
2.510
Fathead Minnow
4.470
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
412.230
Hydration Free Energy
-9.040
Log(D) at pH=7.4
2.690
Log(P)
2.94
Log S
-4.82
Log(Vapor Pressure)
-7.48
Melting Point
147.2
pKa Acid
7.94
pKa Basic
4.86
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 0.9629
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9462
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9432
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9414
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9402
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9391
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9384
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.9346
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9338
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9276
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9253
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.9191
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9152
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9132
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9118
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.9115
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.9114
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9088
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.9086
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9079
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9077
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.9067
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.9055
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9025
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9015
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.9008
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8998
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8995
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8991
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8962
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8951
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.8925
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.8907
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8890
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8889
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8857
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8852
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8829
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8821
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8819
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8805
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8783
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8756
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8749
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8725
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8716
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8689
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8684
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8676
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.8673
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8658
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8652
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8630
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8607
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8540
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.8537
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8535
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8501
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8483
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8461
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8426
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8408
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8408
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.8384
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8383
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8368
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 3 0.8351
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.8334
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8312
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8308
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.8257
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8235
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.8220
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8215
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8194
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8163
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8113
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8107
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8096
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8094
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8088
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.8088
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8081
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8072
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.8058
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.8052
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8040
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8035
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8035
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.8025
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8024
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.8018
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8001
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7978
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7942
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 Q9UL51 HCN2_HUMAN Homo sapiens 4 0.7938
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7935
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7923
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.7920
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7904
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7900
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 4 0.7863
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7862
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7860
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7845
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7841
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7810
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7809
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7805
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7798
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7785
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7774
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7732
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 3 0.7723
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7717
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7711
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7708
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7699
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7695
Cellular tumor antigen p53 P04637 P53_HUMAN Homo sapiens 3 0.7688
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7684
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7674
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7669
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7660
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7658
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7654
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7654
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7653
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7652
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7646
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7640
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7632
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7619
Serine hydroxymethyltransferase Q7SIB6 Q7SIB6_GEOSE Geobacillus stearothermophilus 3 0.7619
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7611
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7600
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7599
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7598
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7594
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7580
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7559
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7549
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7548
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7547
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7542
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7521
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7519
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7518
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7514
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7513
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7509
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7508
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7497
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.7495
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7493
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7491
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7484
Iron-uptake system-binding protein P40409 FEUA_BACSU Bacillus subtilis 4 0.7478
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7477
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7473
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7468
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7467
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7467
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7466
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7465
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7456
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7452
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7436
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7435
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7435
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7428
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7422
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7422
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 5 0.7419
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7418
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7415
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7408
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7403
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7398
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7395
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7393
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7392
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7390
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7386
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7385
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7385
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7383
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7383
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7382
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7380
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7372
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7371
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7368
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7361
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7358
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7357
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7351
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7351
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7347
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7344
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7336
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7331
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7327
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7327
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7326
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7324
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7323
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7321
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7316
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7316
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7310
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7306
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7305
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7304
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7302
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7301
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7301
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7300
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7298
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7298
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7296
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7287
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7287
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 2 0.7285
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7285
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7281
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7279
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7277
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7277
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7274
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7270
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7268
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7268
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7265
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7259
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7256
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7254
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7251
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7249
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7248
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7241
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7237
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7234
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7230
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7217
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7212
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7209
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7209
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7206
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7202
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7201
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7201
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7200
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7196
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7195
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7185
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7179
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 4 0.7179
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 4 0.7174
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7174
Thymidylate synthase P07607 TYSY_MOUSE Mus musculus 3 0.7174
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7172
Putative pteridine reductase 2 Q8I814 Q8I814_TRYCR Trypanosoma cruzi 4 0.7169
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7169
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7169
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7164
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7159
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7157
Caffeoyl-CoA O-methyltransferase Q40313 CAMT_MEDSA Medicago sativa 3 0.7153
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7152
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7150
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7149
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7147
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7144
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7143
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7140
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7138
Actin-related protein 3 P61157 ARP3_BOVIN Bos taurus 3 0.7131
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7130
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7129
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7127
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7123
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7120
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7112
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7110
YbaK/aminoacyl-tRNA synthetase-associated domain-containing protein Q5SHN1 Q5SHN1_THET8 Thermus thermophilus 3 0.7106
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7104
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7099
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7099
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7098
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 4 0.7098
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7095
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7090
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7090
Genome polyprotein Q6YMS4 POLG_DEN3S Dengue virus type 3 3 0.7086
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.7085
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7082
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7074
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7068
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7066
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7059
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7059
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7057
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7056
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7053
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7051
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7045
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7041
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7038
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7036
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7035
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7034
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7033
Interleukin-1 receptor-associated kinase 4 Q9NWZ3 IRAK4_HUMAN Homo sapiens 3 0.7031
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7030
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7028
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7024
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7023
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7023
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7022
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7019
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7014
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7012
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7012
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7011
Calmodulin-like domain protein kinase Q3HNM4 Q3HNM4_EIMTE Eimeria tenella 4 0.7007
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7007
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7006
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7004
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7000

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