(R)-5,7-dihydroxy-8-methoxy-3-(4’-methoxybenzyl)-4-chromanone - Compound Card

(R)-5,7-dihydroxy-8-methoxy-3-(4’-methoxybenzyl)-4-chromanone

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(R)-5,7-dihydroxy-8-methoxy-3-(4’-methoxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1ccc(cc1)C[C@@H]1COc2c(C1=O)c(O)cc(c2OC)O
InChI InChI=1S/C18H18O6/c1-22-12-5-3-10(4-6-12)7-11-9-24-18-15(16(11)21)13(19)8-14(20)17(18)23-2/h3-6,8,11,19-20H,7,9H2,1-2H3/t11-/m1/s1
InChIKey DRTJQLXXIYJUMB-LLVKDONJSA-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 Eucomis zambesiaca Hyacinthaceae Plantae 208122

Showing of synonyms

  • Sihra JK, Thumser AE, et al. (2015). Constituents of Bulbs of three Species of the Hyacinthaceae (Hyacinthoideae): Eucomis vandermerwei, E. zambesiaca and Resnova humifusa. Natural Product Communications, 2015,10 (7), 1207-1209. [View]
Pubchem: 155558949

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 238.29 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 148.16 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.820
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.160
Plasma Protein Binding
78.99
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
10.300
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.000
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.850
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.190
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
Toxic
T. Pyriformis
2.350
Rat (Acute)
2.030
Rat (Chronic Oral)
2.840
Fathead Minnow
4.480
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
416.860
Hydration Free Energy
-9.180
Log(D) at pH=7.4
3.090
Log(P)
2.96
Log S
-5.67
Log(Vapor Pressure)
-7.66
Melting Point
159.34
pKa Acid
6.85
pKa Basic
3.96
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 0.9600
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9382
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9332
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9208
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9205
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9204
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.9197
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9182
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.9162
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.9143
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9137
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9132
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9077
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9038
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9025
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9006
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8981
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8971
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8954
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8922
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8919
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8905
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8898
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8898
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8892
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8888
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8879
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8866
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8842
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8825
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8824
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8789
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8777
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8738
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8718
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8664
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8633
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8618
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.8600
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8600
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8569
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8561
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8536
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8524
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8517
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.8508
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8508
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8485
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8455
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8435
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8404
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8398
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8349
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.8320
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.8290
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8279
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8256
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.8254
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8247
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.8245
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8225
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8220
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8187
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8156
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8141
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8136
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8124
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8122
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8114
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8113
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8089
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8088
Ephrin type-A receptor 3 P29320 EPHA3_HUMAN Homo sapiens 4 0.8083
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8056
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8042
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.8027
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8020
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8018
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8016
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8013
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.8009
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7995
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7949
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7932
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7925
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7916
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7909
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7908
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7905
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7904
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7891
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7891
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7886
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7879
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7878
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7874
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7869
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7861
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7856
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7826
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7804
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7802
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7800
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7797
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7764
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7746
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7707
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7705
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7702
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 5 0.7692
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7690
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7683
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7666
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7654
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7645
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7639
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7634
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7631
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7622
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7618
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7607
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7606
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7598
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7598
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7594
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7592
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7578
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 5 0.7576
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7571
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7569
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 3 0.7566
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7563
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7561
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7561
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7558
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7556
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7545
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7544
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7541
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7531
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7531
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7528
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7528
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7520
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7514
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7510
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7510
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7502
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7496
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7488
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7482
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7476
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7471
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7462
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7460
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7460
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7447
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7443
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7442
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7441
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7439
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7437
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7430
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7422
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7420
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7411
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7404
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7400
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7384
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7383
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7383
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 5 0.7382
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7380
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7380
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7374
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7373
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7372
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7367
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7361
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7357
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7357
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7356
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7354
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7338
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7319
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7318
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7307
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7306
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7304
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7304
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7302
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7301
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7294
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7289
Protein RecA Q59560 RECA_MYCS2 Mycolicibacterium smegmatis155) 3 0.7288
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7286
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.7285
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7285
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7279
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7278
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7276
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7264
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7257
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7250
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7242
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7241
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7230
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7228
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7217
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7211
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7210
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7210
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7207
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 2 0.7204
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7204
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7204
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7200
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7197
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7192
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7190
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7188
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7175
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7171
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7170
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7170
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7169
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7167
Antiviral protein I P10297 RIP1_PHYAM Phytolacca americana 4 0.7160
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7160
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7153
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7152
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7145
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7137
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7136
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7135
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7133
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 4 0.7132
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7132
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7131
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7130
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7130
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7126
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7123
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7116
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7114
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7109
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7085
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7084
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7083
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 4 0.7079
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7073
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7067
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7067
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7066
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7063
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7059
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7057
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7055
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7049
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7047
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7044
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7043
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7040
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7033
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7031
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7030
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7029
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7028
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7022
Transitional endoplasmic reticulum ATPase P55072 TERA_HUMAN Homo sapiens 3 0.7020
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7016
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7014
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7010
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7008
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7002

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