3S-5,7-dihydroxy-(3′-hydroxy-4′-methoxybenzyl)-4-chromanone - Compound Card

3S-5,7-dihydroxy-(3′-hydroxy-4′-methoxybenzyl)-4-chromanone

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3S-5,7-dihydroxy-(3′-hydroxy-4′-methoxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Asparagaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1ccc(cc1O)C[C@H]1COc2c(C1=O)c(O)cc(c2)O
InChI InChI=1S/C17H16O6/c1-22-14-3-2-9(5-12(14)19)4-10-8-23-15-7-11(18)6-13(20)16(15)17(10)21/h2-3,5-7,10,18-20H,4,8H2,1H3/t10-/m0/s1
InChIKey WIBOONWRYQFYQJ-JTQLQIEISA-N
Formula C17H16O6
HBA 6
HBD 3
MW 316.31
Rotatable Bonds 3
TPSA 96.22
LogP 2.25
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 316.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rhodocodon cyathiformis Asparagaceae Plantae 2895820

Showing of synonyms

  • Whitmore H, Sishtla K, et al. (2020). Bufadienolides and anti-angiogenic homoisoflavonoids from Rhodocodon cryptopodus, Rhodocodon rotundus and Rhodocodon cyathiformis. Fitoterapia, 2020, 141, 104479. [View]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 316.31 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 316.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 316.31 g/mol

Blocked migration
Tubule formation of hrecs

Absorption

Caco-2 (logPapp)
-4.77
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.890
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.120
Plasma Protein Binding
78.56
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
10.860
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.040
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.340
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.220
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
3.150
Rat (Acute)
2.100
Rat (Chronic Oral)
2.920
Fathead Minnow
4.170
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
436.890
Hydration Free Energy
-10.340
Log(D) at pH=7.4
2.670
Log(P)
2.34
Log S
-5.41
Log(Vapor Pressure)
-7.63
Melting Point
185.44
pKa Acid
6.71
pKa Basic
5.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9449
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9420
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9417
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9358
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9344
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9343
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9327
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9254
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9183
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.9052
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9038
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8942
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8897
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8863
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8855
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8840
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8839
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8818
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8808
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8805
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8791
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8784
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8751
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8747
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8739
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8702
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8702
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.8663
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8642
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8642
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8595
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8593
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8591
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8563
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8550
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8548
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 4 0.8541
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8532
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8532
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8529
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8515
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8478
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8460
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8429
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8429
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8424
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8416
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 3 0.8409
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8405
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8387
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8383
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8370
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8337
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8331
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8321
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8311
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8305
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8304
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8302
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8238
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8236
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8229
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8188
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8180
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8172
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8169
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8162
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8149
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8147
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8144
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8140
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8119
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8105
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8105
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8070
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8061
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8043
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8037
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8035
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8011
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7997
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 4 0.7992
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7988
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7981
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7975
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7973
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7959
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7948
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7941
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7936
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7914
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7914
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7899
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7887
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7886
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7881
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7870
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7868
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7860
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7856
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7849
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7842
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7835
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7835
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7834
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7820
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7817
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7817
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7804
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7793
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7791
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7786
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7777
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7774
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7771
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7765
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7761
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7760
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7746
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.7745
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7743
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7735
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7728
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7728
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7725
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7708
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7682
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7676
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7665
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7665
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7662
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7658
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7650
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7647
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7627
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7606
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7601
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7600
Cellular tumor antigen p53 P04637 P53_HUMAN Homo sapiens 3 0.7595
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7593
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7591
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7588
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7586
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7586
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7584
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7583
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7578
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7573
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7566
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7559
Antiviral protein I P10297 RIP1_PHYAM Phytolacca americana 4 0.7556
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7555
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7554
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7551
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7542
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7528
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7527
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7521
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7521
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7506
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7505
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7505
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7504
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7503
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7501
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7499
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7497
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7497
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7491
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7490
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7486
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7476
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7474
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7474
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7467
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7466
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7452
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7446
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7441
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7440
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7439
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7437
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7424
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7416
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7414
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7412
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7405
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.7401
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7399
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7394
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7392
Vitamin D3 receptor P11473 VDR_HUMAN Homo sapiens 4 0.7381
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7371
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7366
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7365
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7361
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7360
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7358
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7354
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7349
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7346
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7342
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7330
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7329
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7327
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7325
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7324
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 5 0.7323
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7322
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7320
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7319
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7318
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7315
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7315
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7308
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7301
Avidin P02701 AVID_CHICK Gallus gallus 5 0.7300
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7300
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7291
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7285
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7285
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7282
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7275
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7273
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7266
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7263
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7257
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7255
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7255
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7253
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7247
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7247
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7242
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7238
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7237
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7233
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7226
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7225
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7225
Bifunctional dihydrofolate reductase-thymidylate synthase Q07422 DRTS_TOXGO Toxoplasma gondii 3 0.7224
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7219
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7217
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7212
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7206
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7200
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7196
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7194
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7193
Methionine adenosyltransferase 2 subunit beta Q9NZL9 MAT2B_HUMAN Homo sapiens 4 0.7192
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7192
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7191
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7186
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7184
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7181
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7175
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7175
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7173
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7173
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7173
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7167
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7165
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7163
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7162
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7162
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 4 0.7158
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7157
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7154
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7150
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7148
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7147
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7143
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7141
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7141
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7139
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7139
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7138
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7128
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7126
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7124
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7120
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7120
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7118
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7113
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7112
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 4 0.7108
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7107
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7106
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7098
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7097
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 3 0.7090
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7089
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7087
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7086
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7086
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7084
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7084
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7083
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7074
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7073
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7073
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7069
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7069
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7067
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7061
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 2 0.7061
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7057
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7049
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7043
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7042
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7036
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7033
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7026
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7026
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7026
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7024
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7022
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7020
Tryptophan--tRNA ligase Q9PIB4 SYW_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 4 0.7015
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7013
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7010
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7010
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7009
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7008
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7004
LD-carboxypeptidase A0A6L8PVW7 A0A1Q4LWC0_BACAN Bacillus anthracis 3 0.7001

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