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

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

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

Structure
Zoomed Structure
  • Family: Plantae - Hyacinthaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Homoisoflavonoid
Canonical Smiles COc1cc(O)c2c(c1O)OC[C@H](C2=O)Cc1ccc(cc1)O
InChI InChI=1S/C17H16O6/c1-22-13-7-12(19)14-15(20)10(8-23-17(14)16(13)21)6-9-2-4-11(18)5-3-9/h2-5,7,10,18-19,21H,6,8H2,1H3/t10-/m1/s1
InChIKey QALFGMCBICJHPI-SNVBAGLBSA-N
Formula C17H16O6
HBA 6
HBD 3
MW 316.31
Rotatable Bonds 3
TPSA 96.22
LogP 2.25
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 316.09
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Resnova humifusa Hyacinthaceae Plantae 208147

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]

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)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.860
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.57

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
74.67
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
11.810
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.870
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.070
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.960
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
2.900
Rat (Acute)
2.180
Rat (Chronic Oral)
3.010
Fathead Minnow
4.250
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
426.790
Hydration Free Energy
-8.590
Log(D) at pH=7.4
2.060
Log(P)
1.7
Log S
-4.39
Log(Vapor Pressure)
-7.78
Melting Point
177.62
pKa Acid
6.7
pKa Basic
5.1
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 0.9794
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9506
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9282
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.9271
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.9264
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9260
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9249
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9213
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9203
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9183
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.9104
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9067
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9056
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9002
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8996
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8968
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8943
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8900
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8874
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8838
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8837
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8760
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8745
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8740
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8723
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8721
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8686
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.8666
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8666
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8662
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8635
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8630
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8626
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8625
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.8594
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8583
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8567
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8516
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8501
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.8492
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8483
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8481
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8479
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8465
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8421
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8397
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8392
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 3 0.8385
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.8382
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 4 0.8366
Nucleoside phosphorylase, putative Q57VZ2 Q57VZ2_TRYB2 Trypanosoma brucei brucei 4 0.8349
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.8346
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.8335
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8333
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8332
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8310
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8305
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8276
BMP-2-inducible protein kinase Q9NSY1 BMP2K_HUMAN Homo sapiens 3 0.8258
Serine hydroxymethyltransferase Q7SIB6 Q7SIB6_GEOSE Geobacillus stearothermophilus 4 0.8224
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8213
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8206
Uridine phosphorylase 2 O95045 UPP2_HUMAN Homo sapiens 4 0.8197
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8193
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 4 0.8189
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 4 0.8180
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8172
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 3 0.8172
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8109
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8105
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8097
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8069
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.8054
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.8026
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8022
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7992
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7991
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7976
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7933
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7922
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7922
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7920
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7893
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7883
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7868
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7856
Adenylate cyclase 2 A0A2U2H3Y1 A0A384LKY8_YERPE Yersinia pestis 3 0.7842
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7825
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7813
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7811
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 4 0.7799
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7799
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7777
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7775
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7770
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7769
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7764
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7759
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7759
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7759
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7749
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7746
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 4 0.7732
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7725
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.7724
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7713
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7709
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7708
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7707
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7705
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7701
Uridine phosphorylase P12758 UDP_ECOLI Escherichia coli 4 0.7700
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7698
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7698
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7696
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7690
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7678
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7673
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7669
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7665
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7659
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7655
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7649
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7648
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7648
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7647
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7644
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7642
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7631
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7625
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7621
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7614
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7611
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7610
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7607
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7604
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 3 0.7590
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7579
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.7565
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7564
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7564
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7562
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7550
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7548
Cyclin-G-associated kinase O14976 GAK_HUMAN Homo sapiens 4 0.7543
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7535
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7526
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7526
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7525
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7524
Isoliquiritigenin 2'-O-methyltransferase P93324 CHOMT_MEDSA Medicago sativa 3 0.7516
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7516
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7508
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7506
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7505
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7502
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7501
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7490
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7481
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7463
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7460
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7459
Decaprenylphosphoryl-beta-D-ribose oxidase I6X8C4 I6X8C4_MYCTU Mycobacterium tuberculosis 3 0.7452
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7452
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7452
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7441
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7430
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7429
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7421
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7419
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7418
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7413
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7412
Geranyl diphosphate 2-C-methyltransferase D3KYU3 GPPMT_STRLS Streptomyces lasalocidi 3 0.7411
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7406
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7402
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7396
DNA gyrase subunit B Q839Z1 GYRB_ENTFA Enterococcus faecalis 3 0.7391
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7389
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7385
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7377
Calmodulin-like domain protein kinase Q3HNM4 Q3HNM4_EIMTE Eimeria tenella 4 0.7376
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7375
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7367
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7361
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 4 0.7360
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7360
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 4 0.7356
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7353
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.7346
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7340
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7339
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7337
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7336
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7334
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7328
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7321
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7317
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7314
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7307
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7303
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7302
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7295
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7295
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7291
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7291
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 5 0.7288
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7280
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7275
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7271
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7268
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7264
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7264
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7255
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7254
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7254
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7245
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7233
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7230
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7229
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7226
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7225
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7222
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7220
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7214
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7210
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7209
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7205
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7191
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7189
Matrilysin P09237 MMP7_HUMAN Homo sapiens 3 0.7187
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7183
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7179
Beta-lactamase P00811 AMPC_ECOLI Escherichia coli 3 0.7178
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7176
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7175
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 5 0.7174
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7171
GMP reductase Q81JJ9 GUAC_BACAN Bacillus anthracis 2 0.7171
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7156
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7154
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7154
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7153
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7151
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7150
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7148
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7143
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7141
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7137
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7136
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7126
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7125
Thymidylate synthase P04818 TYSY_HUMAN Homo sapiens 4 0.7124
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7122
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7118
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7115
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7114
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7111
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7109
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7108
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7105
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7105
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7103
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7102
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7101
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7101
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7099
Sphingosine 1-phosphate receptor 1 P21453 S1PR1_HUMAN Homo sapiens 3 0.7091
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7088
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7087
Transthyretin P02766 TTHY_HUMAN Homo sapiens 4 0.7087
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7084
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7083
Subunit alpha of sarocosine oxidase Q50LF0 Q50LF0_9CORY Corynebacterium sp. U-96 3 0.7077
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7074
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7071
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7069
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7067
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7066
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7063
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 3 0.7060
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7057
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7056
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7056
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7053
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7048
Sphingosine 1-phosphate receptor 1 P21453 S1PR1_HUMAN Homo sapiens 3 0.7046
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7040
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 4 0.7037
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7036
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7031
16S rRNA (adenine(1408)-N(1))-methyltransferase A8C927 NPMA_ECOLX Escherichia coli 3 0.7027
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7023
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7019
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7016
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7015
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7014
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7010
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7007
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 4 0.7006
Protein mono-ADP-ribosyltransferase PARP15 Q460N3 PAR15_HUMAN Homo sapiens 3 0.7006
Probable bifunctional SAT/APS kinase O67174 SATC_AQUAE Aquifex aeolicus 3 0.7003
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7002
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7001

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