3,5,7-trihydroxy-3-(4’-methoxybenzyl)-4-chromanone - Compound Card

3,5,7-trihydroxy-3-(4’-methoxybenzyl)-4-chromanone

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3,5,7-trihydroxy-3-(4’-methoxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1ccc(cc1)CC1(O)COc2c(C1=O)c(O)cc(c2)O
InChI InChI=1S/C17H16O6/c1-22-12-4-2-10(3-5-12)8-17(21)9-23-14-7-11(18)6-13(19)15(14)16(17)20/h2-7,18-19,21H,8-9H2,1H3
InChIKey BLSFQQNRFOVLGQ-UHFFFAOYSA-N
Formula C17H16O6
HBA 6
HBD 3
MW 316.31
Rotatable Bonds 3
TPSA 96.22
LogP 1.66
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 Eucomis vandermerwei Hyacinthaceae Plantae 208121
2 Ledebouria graminifolia Hyacinthaceae Plantae 2826844

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]
  • 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]

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

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
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
-1.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.070
Plasma Protein Binding
56.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.120
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.520
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.720
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.440
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
3.170
Rat (Acute)
2.250
Rat (Chronic Oral)
3.100
Fathead Minnow
4.290
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
405.810
Hydration Free Energy
-9.850
Log(D) at pH=7.4
2.350
Log(P)
2.42
Log S
-4.42
Log(Vapor Pressure)
-7.38
Melting Point
179.81
pKa Acid
7.08
pKa Basic
4.06
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9569
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9402
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.9314
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9094
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9067
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9053
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8994
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8993
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8896
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.8871
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8866
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.8844
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8840
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8818
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8716
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8662
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8660
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8651
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8587
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8571
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8555
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8487
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8466
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8451
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8419
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8401
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8392
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8389
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8374
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8372
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8372
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8354
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8345
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 3 0.8332
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8296
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8286
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8248
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8227
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8219
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8188
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8162
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8139
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8136
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.8127
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8126
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8124
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8124
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.8103
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8097
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.8077
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.8065
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 4 0.8055
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8041
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.8014
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8012
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8007
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8005
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7990
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7983
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7981
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7974
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7973
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7967
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7963
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7959
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7948
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.7923
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7916
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7896
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7868
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7860
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7856
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7856
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7826
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7825
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7818
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7804
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7799
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7797
Albumin P02768 ALBU_HUMAN Homo sapiens 4 0.7792
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7791
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7778
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7771
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7767
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 3 0.7763
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7759
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7756
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7756
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7749
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7743
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7737
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7727
Ephrin type-A receptor 2 P29317 EPHA2_HUMAN Homo sapiens 3 0.7723
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7720
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7720
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7717
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7708
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.7703
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 4 0.7692
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7691
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7673
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7672
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7663
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7632
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7630
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 4 0.7625
ALK tyrosine kinase receptor Q9UM73 ALK_HUMAN Homo sapiens 3 0.7621
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7618
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 4 0.7614
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7612
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7596
Ascorbate-specific PTS system EIIC component P39301 ULAA_ECOLI Escherichia coli 3 0.7579
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7570
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7570
Bifunctional dihydrofolate reductase-thymidylate synthase Q07422 DRTS_TOXGO Toxoplasma gondii 3 0.7567
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7544
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7543
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 3 0.7534
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7533
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7526
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7518
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7509
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7502
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7499
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7496
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7490
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7478
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7473
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7453
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7440
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7410
Mitogen-activated protein kinase 1 P63086 MK01_RAT Rattus norvegicus 3 0.7400
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7400
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7396
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7384
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7381
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7380
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7376
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7368
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 4 0.7367
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7356
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7354
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7347
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7346
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7344
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7342
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7341
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 3 0.7333
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7332
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7329
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7321
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7318
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7314
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7314
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7311
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7308
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 4 0.7303
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 3 0.7297
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7292
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7286
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7286
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7279
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 3 0.7278
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7269
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7266
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7265
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7258
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 3 0.7252
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.7252
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7242
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7240
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7239
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7237
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7235
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7225
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7225
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7220
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7220
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7217
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7217
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7217
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.7215
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7200
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7198
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7194
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7190
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.7189
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7150
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7149
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7147
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7144
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 4 0.7141
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7133
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7127
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7127
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 2 0.7124
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7120
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7110
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7107
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 4 0.7103
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7103
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7100
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7088
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7077
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7075
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 3 0.7071
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7063
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7060
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7059
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7058
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7056
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7053
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7050
Transitional endoplasmic reticulum ATPase P55072 TERA_HUMAN Homo sapiens 3 0.7049
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7048
Beta-lactamase Q79MP6 Q79MP6_PSEAI Pseudomonas aeruginosa 2 0.7048
LD-carboxypeptidase A0A6L8PVW7 A0A1Q4LWC0_BACAN Bacillus anthracis 3 0.7039
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7033
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7024
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7021
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7010
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7009

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