4′-hydroxy-3,5-dimethoxy-2-prenylstilbene - Compound Card

4′-hydroxy-3,5-dimethoxy-2-prenylstilbene

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4′-hydroxy-3,5-dimethoxy-2-prenylstilbene

Structure
Zoomed Structure
  • Family: Plantae - Cyperaceae
  • Kingdom: Plantae
  • Class: Stilbene
Canonical Smiles COc1cc(C=Cc2ccc(cc2)O)c(c(c1)OC)CC=C(C)C
InChI InChI=1S/C21H24O3/c1-15(2)5-12-20-17(13-19(23-3)14-21(20)24-4)9-6-16-7-10-18(22)11-8-16/h5-11,13-14,22H,12H2,1-4H3
InChIKey GKCIQPGASKMTPP-UHFFFAOYSA-N
Formula C21H24O3
HBA 3
HBD 1
MW 324.42
Rotatable Bonds 6
TPSA 38.69
LogP 5.09
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 324.17
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cyperus conglomeratus Cyperaceae Plantae 1423382

Showing of synonyms

  • Zaki A, Ross S, et al. (2018). New flavans and stilbenes from Cyperus conglomeratus. Phytochemistry Letters, 2018, 26, 159-163. [View]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C=Cc2ccccc2

Level: 1

Mol. Weight: 324.42 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 324.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.530
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.000
Plasma Protein Binding
36.68
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.780
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.010
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.710
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.130
Micronucleos
Safe
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
2.210
Rat (Acute)
1.860
Rat (Chronic Oral)
2.470
Fathead Minnow
5.220
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
416.740
Hydration Free Energy
-7.610
Log(D) at pH=7.4
3.990
Log(P)
6.09
Log S
-6.15
Log(Vapor Pressure)
-6.51
Melting Point
122.81
pKa Acid
11.27
pKa Basic
7.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9701
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9700
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.9654
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.9583
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9448
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9435
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.9345
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.9256
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.9245
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.9234
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9188
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9177
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9141
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9139
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.9136
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9108
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9086
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9079
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9022
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.8979
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8968
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8960
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8955
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.8953
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8932
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8924
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8907
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8905
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8885
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8879
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8839
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.8835
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.8822
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8810
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8768
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8756
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8737
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8732
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8682
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8672
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8670
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8668
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8659
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8648
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8587
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8534
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8525
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8514
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.8514
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.8449
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8448
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.8444
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.8406
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8392
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.8386
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8385
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8366
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.8366
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8354
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8344
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8332
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8303
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.8272
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8269
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8235
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8223
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8222
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 3 0.8204
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8202
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8169
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8139
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8093
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8093
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8066
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8049
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8047
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8039
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.8036
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8029
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8015
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8011
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8004
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7996
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7974
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.7964
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7958
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 4 0.7950
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7943
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7941
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7930
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7915
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7914
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7908
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7903
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7902
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7887
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7877
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7860
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7859
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7847
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7836
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7835
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7832
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7830
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7824
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7813
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7812
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7804
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7802
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7800
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7784
Ephrin type-B receptor 4 P54760 EPHB4_HUMAN Homo sapiens 3 0.7764
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7761
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.7758
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7747
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7746
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7741
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7739
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7731
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7730
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7722
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7712
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7703
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7702
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7690
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7675
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7662
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7661
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7660
Angiopoietin-1 receptor Q02763 TIE2_HUMAN Homo sapiens 3 0.7647
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7645
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7636
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7622
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7605
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7603
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7602
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7593
Dihydrofolate reductase O30463 O30463_MYCAV Mycobacterium avium 3 0.7588
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7587
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7584
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7573
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7570
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7569
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7569
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7568
Biphenyl-2,3-diol 1,2-dioxygenase P47228 BPHC_PARXL Paraburkholderia xenovorans 3 0.7568
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7565
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7559
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7556
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7554
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7549
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7548
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7546
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7544
Serine/threonine-protein kinase VRK1 Q99986 VRK1_HUMAN Homo sapiens 3 0.7539
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7536
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7531
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7523
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7522
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7521
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7516
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7516
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7510
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7509
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7501
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7501
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7501
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7495
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7490
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7489
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7484
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 3 0.7484
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7482
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7482
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7479
Thyroxine-binding globulin P05543 THBG_HUMAN Homo sapiens 3 0.7474
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7472
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7468
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7459
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 3 0.7452
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7452
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7448
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7439
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7435
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7423
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7421
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7420
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7420
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7419
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7417
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7405
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7401
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7398
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7396
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7383
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7381
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7381
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7379
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7375
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7371
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7369
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7367
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7361
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7360
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7360
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7358
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7347
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7342
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7336
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7331
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7330
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7329
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7328
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7321
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7305
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7300
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7298
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7296
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7295
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 4 0.7290
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7289
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7286
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7284
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7283
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7273
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7271
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7270
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7270
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7265
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7261
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7260
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7255
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7252
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7250
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7248
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7244
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7238
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7237
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7234
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7231
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7230
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7228
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7225
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7223
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7221
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7220
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7219
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7215
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7212
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7211
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7209
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7209
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7205
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7204
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7200
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7198
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 3 0.7196
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7196
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7194
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7190
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7189
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7186
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7186
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7185
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7185
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7184
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7179
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7178
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7177
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7176
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7170
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7169
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7166
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 3 0.7166
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7163
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7161
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7156
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7156
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7155
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7152
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7152
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7150
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7150
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7148
Prostaglandin F2a synthase Q8I6L9 Q8I6L9_TRYCR Trypanosoma cruzi 2 0.7145
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 4 0.7141
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7138
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7131
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7124
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7123
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7123
Capsid scaffolding protein P88911 P88911_HHV8 Human herpesvirus 8 type M 3 0.7122
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7122
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7117
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7117
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7115
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7115
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7113
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7110
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7108
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 2 0.7108
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7108
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7105
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7105
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7101
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7101
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7101
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7100
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.7099
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7098
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7092
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7091
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7091
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7089
Orotidine 5'-phosphate decarboxylase Q5L0U0 PYRF_GEOKA Geobacillus kaustophilus 3 0.7088
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7088
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7075
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7070
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7070
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7069
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 3 0.7066
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7065
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7062
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7059
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 5 0.7058
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7058
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7055
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7053
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7053
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7048
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7046
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7044
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7044
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7042
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7040
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7039
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7038
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7035
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7034
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7034
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7033
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 2 0.7033
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7031
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7031
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7030
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7028
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7024
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7023
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7022
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7020
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7018
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7018
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7016
Seed lectin subunit I P05045 LEC1_VIGUC Vigna unguiculata subsp. cylindrica 2 0.7013
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7008
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 4 0.7005
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7005
cGMP-dependent protein kinase, putative A5K0N4 A5K0N4_PLAVS Plasmodium vivax 3 0.7002
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7002

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