(R)-5,6-dimethoxy-7-hydroxy-3-(4’-hydroxybenzyl)-4-chromanone - Compound Card

(R)-5,6-dimethoxy-7-hydroxy-3-(4’-hydroxybenzyl)-4-chromanone

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(R)-5,6-dimethoxy-7-hydroxy-3-(4’-hydroxybenzyl)-4-chromanone

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1c2c(OC[C@H](C2=O)Cc2ccc(cc2)O)cc(c1OC)O
InChI InChI=1S/C18H18O6/c1-22-17-13(20)8-14-15(18(17)23-2)16(21)11(9-24-14)7-10-3-5-12(19)6-4-10/h3-6,8,11,19-20H,7,9H2,1-2H3/t11-/m1/s1
InChIKey JGEWOYYCQZZPHV-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 vandermerwei Hyacinthaceae Plantae 208121

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: 163084630
Nmrshiftdb2: 70039883

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 330.34 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 330.34 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 330.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.720
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.130
Plasma Protein Binding
73.49
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
11.090
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.140
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.840
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.360
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
2.480
Rat (Acute)
1.910
Rat (Chronic Oral)
2.760
Fathead Minnow
4.620
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
424.750
Hydration Free Energy
-8.610
Log(D) at pH=7.4
2.330
Log(P)
2.07
Log S
-5.2
Log(Vapor Pressure)
-7.62
Melting Point
164.12
pKa Acid
7.69
pKa Basic
3.33
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9332
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9327
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9264
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.9212
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9198
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9145
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9075
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9031
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9027
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9000
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 4 0.8994
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8983
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8966
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8946
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.8914
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8883
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8831
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8831
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8820
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8803
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8802
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8747
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.8716
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8712
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8709
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8690
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8671
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8634
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8630
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8624
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8620
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8582
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8573
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8565
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8556
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8551
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8544
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8543
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8508
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8499
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8478
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8416
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8402
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 3 0.8397
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8381
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8365
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8338
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8329
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8309
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8305
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8301
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.8285
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8279
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8267
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8219
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8214
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.8208
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8200
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8153
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 4 0.8138
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.8125
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8118
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.8115
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8107
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8105
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8089
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.8082
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8077
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8074
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8069
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8065
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8047
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8038
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8021
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7999
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7977
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7976
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7958
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7944
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7933
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7930
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7930
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7924
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7868
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7866
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7859
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7853
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7832
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7830
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7809
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7809
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7808
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7793
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7772
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7757
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7752
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7746
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7746
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7737
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7736
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7733
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7726
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 4 0.7721
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7714
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7698
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7686
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7680
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7680
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7679
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7662
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7648
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7647
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7632
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7632
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7620
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7612
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7611
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7609
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7602
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7595
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7588
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7578
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7570
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7560
Cytokinin dehydrogenase 1 Q9T0N8 CKX1_MAIZE Zea mays 3 0.7556
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 4 0.7550
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7545
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7545
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7533
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7513
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7512
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7512
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7508
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7506
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7499
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7494
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7490
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7473
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7470
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7470
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7463
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.7463
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7458
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7452
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7451
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7447
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7440
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7435
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7431
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7423
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7411
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7407
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7395
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7390
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7386
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7382
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7371
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7371
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7369
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7367
Ferric enterobactin-binding periplasmic protein FepB P0AEL6 FEPB_ECOLI Escherichia coli 3 0.7367
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7367
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7365
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7358
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7347
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7346
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7342
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7338
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7334
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7334
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7331
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7331
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7326
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7326
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7322
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.7316
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7313
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 4 0.7312
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7312
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7309
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7308
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7303
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7298
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7294
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7293
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 4 0.7280
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7276
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7271
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7266
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7266
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7263
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7262
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7260
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7259
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7259
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7249
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7246
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7246
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7245
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7244
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7240
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7237
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7232
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7226
Methionine adenosyltransferase 2 subunit beta Q9NZL9 MAT2B_HUMAN Homo sapiens 4 0.7222
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7215
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7215
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7214
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7212
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7209
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7200
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7200
Nicotinamide phosphoribosyltransferase P43490 NAMPT_HUMAN Homo sapiens 2 0.7198
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7193
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7190
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7186
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7186
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7175
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7174
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7171
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7166
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7159
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7159
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.7154
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7153
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7152
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7147
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7139
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7135
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7134
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7126
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7124
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7123
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7111
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7106
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7105
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7105
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7104
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7093
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7090
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7088
Aldehyde dehydrogenase, mitochondrial P05091 ALDH2_HUMAN Homo sapiens 3 0.7084
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7078
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7076
ATP-dependent protease subunit HslV P0A7B8 HSLV_ECOLI Escherichia coli 3 0.7075
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7073
Phosphoenolpyruvate carboxykinase [GTP] A5TYT6 PCKG_MYCTA Mycobacterium tuberculosis 3 0.7071
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7061
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7061
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7036
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7030
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7026
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7026
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7023
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7020
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7018
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7017
Pyruvate kinase PKM P14618 KPYM_HUMAN Homo sapiens 3 0.7015
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7012
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7012
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7012
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7008
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7004

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