5,7-dihydroxy-3-(3',4'-dihydroxybenzyl)-4-chromanone - Compound Card

5,7-dihydroxy-3-(3',4'-dihydroxybenzyl)-4-chromanone

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5,7-dihydroxy-3-(3',4'-dihydroxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles Oc1cc(O)c2c(c1)OCC(C2=O)Cc1ccc(c(c1)O)O
InChI InChI=1S/C16H14O6/c17-10-5-13(20)15-14(6-10)22-7-9(16(15)21)3-8-1-2-11(18)12(19)4-8/h1-2,4-6,9,17-20H,3,7H2
InChIKey GVVKSKFIFOYDOK-UHFFFAOYSA-N
Formula C16H14O6
HBA 6
HBD 4
MW 302.28
Rotatable Bonds 2
TPSA 107.22
LogP 1.94
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.19
Exact Mass 302.08
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: 14159175

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 302.28 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 302.28 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 302.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.04
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.83
Plasma Protein Binding
66.5
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
13.0
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.77
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.07
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
4.77
Rat (Acute)
2.17
Rat (Chronic Oral)
3.09
Fathead Minnow
4.2
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
454.7
Hydration Free Energy
-10.77
Log(D) at pH=7.4
1.67
Log(P)
2.07
Log S
-3.38
Log(Vapor Pressure)
-8.52
Melting Point
222.42
pKa Acid
6.78
pKa Basic
8.01
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 0.9432
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9429
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9340
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9305
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9276
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.9260
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.9257
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.9219
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9214
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9114
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.9102
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9040
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9001
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.9000
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8984
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8939
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8935
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8916
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8869
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8867
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8816
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8795
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8718
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8693
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8652
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8639
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8633
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8622
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8618
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8608
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8587
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8586
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8574
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8573
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.8573
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8559
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8545
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8523
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8515
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.8511
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8489
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.8484
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8470
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 4 0.8436
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8426
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8426
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8422
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8418
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.8414
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8410
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8407
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8406
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8394
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.8381
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8359
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8357
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 6 0.8356
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8349
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8342
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8323
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8298
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8297
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8200
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8194
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8187
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8180
Methionine adenosyltransferase 2 subunit beta Q9NZL9 MAT2B_HUMAN Homo sapiens 5 0.8169
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8150
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 3 0.8136
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8132
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8108
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 3 0.8099
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8069
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8060
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8055
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8044
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8043
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8015
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7970
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7967
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7961
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7960
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7958
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7952
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.7937
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7931
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7926
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7925
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7919
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7918
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7890
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7887
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7871
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7871
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7863
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7857
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7856
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7839
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7831
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7826
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7825
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7808
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7798
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7797
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7789
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7776
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7772
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7764
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7736
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7734
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 4 0.7733
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 4 0.7726
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7714
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7713
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7713
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7707
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7699
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7694
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7678
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7656
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7654
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7650
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7645
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7611
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7611
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7608
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7600
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7599
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7581
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7572
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7572
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7567
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7563
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7534
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7526
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7515
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7510
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7510
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7507
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7499
Antiviral protein I P10297 RIP1_PHYAM Phytolacca americana 4 0.7498
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7494
Cellular tumor antigen p53 P04637 P53_HUMAN Homo sapiens 3 0.7493
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7489
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7488
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7479
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7478
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7476
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7476
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7474
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7473
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7473
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7466
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7461
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7461
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7443
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7440
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7435
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7432
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7432
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7426
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7425
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7414
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7411
UDP-N-acetylmuramoyl-L-alanyl-D-glutamate--LD-lysine ligase Q9WY79 MURE_THEMA Thermotoga maritima 3 0.7408
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7397
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7397
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7383
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7379
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7378
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7377
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7377
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7377
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7376
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7371
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7357
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7351
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7350
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7336
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7335
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7332
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7332
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7330
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7322
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7314
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.7299
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7296
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7294
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7293
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7291
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7290
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7289
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7288
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7262
Vitamin D3 receptor P11473 VDR_HUMAN Homo sapiens 4 0.7261
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7249
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7246
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7244
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7239
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7238
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7234
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7227
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7224
DNA-(apurinic or apyrimidinic site) lyase Q97FM4 Q97FM4_CLOAB Clostridium acetobutylicum 4 0.7223
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7216
Endoplasmic reticulum aminopeptidase 2 Q6P179 ERAP2_HUMAN Homo sapiens 2 0.7201
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 5 0.7200
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7197
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7197
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7193
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7189
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7188
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7187
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7185
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.7180
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7179
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.7178
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7177
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7172
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7166
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7157
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7150
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7150
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7148
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7140
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7128
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7122
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7121
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7114
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7113
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7103
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 4 0.7102
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7098
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7094
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7091
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7085
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7084
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7083
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7082
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7082
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7075
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7071
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7070
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7067
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7066
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7063
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7062
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7059
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7051
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7048
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7046
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7042
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7041
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7040
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7038
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7032
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7021
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7014
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7014
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7012

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