3',7-dihydroxy-4'-methoxyflavan - Compound Card

3',7-dihydroxy-4'-methoxyflavan

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3',7-dihydroxy-4'-methoxyflavan

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1ccc(cc1O)C1CCc2c(O1)cc(cc2)O
InChI InChI=1S/C16H16O4/c1-19-15-7-4-11(8-13(15)18)14-6-3-10-2-5-12(17)9-16(10)20-14/h2,4-5,7-9,14,17-18H,3,6H2,1H3
InChIKey KGTOSQKIOMIICT-UHFFFAOYSA-N
Formula C16H16O4
HBA 4
HBD 2
MW 272.3
Rotatable Bonds 2
TPSA 58.92
LogP 3.17
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 272.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Trilepisium madagascariense Moraceae Plantae 241931

Showing of synonyms

  • Ango P, Kapche D, et al. (2012). Chemical constituents of Trilepisium madagascariense (Moraceae) and their antimicrobial activity. Phytochemistry Letters, 2012, 5(3), 524-528. [View]
Pubchem: 11196546
Chebi: 180153
Nmrshiftdb2: 70091986
Bindingdb: 50380998

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC(CC2)c3ccccc3

Level: 1

Mol. Weight: 272.3 g/mol

Structure

SMILES: C1CCOc(c12)cccc2

Level: 0

Mol. Weight: 272.3 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 272.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.650
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)
1.120
Plasma Protein Binding
59.44
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
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.590
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.220
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.230
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.330
Rat (Acute)
1.700
Rat (Chronic Oral)
2.320
Fathead Minnow
4.340
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
385.900
Hydration Free Energy
-9.050
Log(D) at pH=7.4
3.610
Log(P)
2.96
Log S
-3.61
Log(Vapor Pressure)
-6.6
Melting Point
150.47
pKa Acid
9.88
pKa Basic
5.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9824
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9780
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9746
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.9521
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9440
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.9402
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9402
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.9393
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9338
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.9304
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.9291
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9198
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.9153
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9101
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.9097
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9092
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9067
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8980
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8971
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8940
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8923
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 4 0.8917
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8899
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8865
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8858
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8835
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8827
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8809
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.8803
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8775
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8757
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.8724
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8714
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8704
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8699
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8699
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.8690
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8683
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8683
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8654
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8635
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8615
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8560
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8545
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8527
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8512
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8508
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8505
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8481
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8479
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8457
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8443
Bromodomain testis-specific protein Q58F21 BRDT_HUMAN Homo sapiens 3 0.8433
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8432
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8427
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8422
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8409
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8405
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8402
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8397
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8386
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.8370
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.8345
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8323
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8322
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8286
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8278
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 3 0.8269
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8255
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8254
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8231
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8213
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8203
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8173
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8168
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8167
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8158
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8157
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8155
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8136
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8121
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8117
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8115
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.8105
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8073
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.8066
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.8063
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.8060
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8034
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8026
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8022
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8021
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8012
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8011
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7997
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7990
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7951
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7948
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 4 0.7933
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7931
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7930
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7925
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7924
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.7918
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7906
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7892
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 4 0.7890
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7879
Cytochrome P450 2B4 P00178 CP2B4_RABIT Oryctolagus cuniculus 3 0.7872
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7869
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7866
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7856
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7846
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7842
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7834
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7829
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7827
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7826
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7823
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7806
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7804
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7800
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7800
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7797
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7796
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7794
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7789
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7783
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7780
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7772
Reticuline oxidase P30986 RETO_ESCCA Eschscholzia californica 5 0.7769
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7760
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7760
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7758
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7757
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7750
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7739
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7705
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 3 0.7701
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7700
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7691
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7684
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7679
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7677
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7671
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7670
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 5 0.7659
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7655
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7644
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7640
Beta-adrenergic receptor kinase 1 P25098 ARBK1_HUMAN Homo sapiens 3 0.7636
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7633
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7630
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7618
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7612
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7607
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7593
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7592
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7589
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7586
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7582
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7580
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7579
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7577
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 4 0.7570
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7568
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7560
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7536
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7515
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7511
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7507
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7502
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7501
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7497
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7493
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7493
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7492
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7490
Purine nucleoside phosphorylase 2 P45563 XAPA_ECOLI Escherichia coli 3 0.7486
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7482
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7479
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7478
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7477
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7472
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7471
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7470
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7467
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7466
C-1-tetrahydrofolate synthase, cytoplasmic P11586 C1TC_HUMAN Homo sapiens 3 0.7465
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7461
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7450
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7448
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7442
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7437
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7436
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7434
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7420
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7412
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7395
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7391
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7390
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7389
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7386
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7383
Reticuline oxidase P30986 RETO_ESCCA Eschscholzia californica 4 0.7382
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7381
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7372
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7368
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7362
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7362
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7356
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7356
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7354
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7354
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7352
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7340
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7329
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7328
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7328
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7318
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7314
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7300
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7296
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7291
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7291
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7290
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7287
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7283
Ribosome-inactivating protein alpha-trichosanthin P09989 RIPT_TRIKI Trichosanthes kirilowii 3 0.7280
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7280
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7277
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7271
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7268
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7261
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7257
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7256
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7255
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7255
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7254
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7243
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7239
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7228
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7227
Cytochrome P450 2C8 P10632 CP2C8_HUMAN Homo sapiens 3 0.7210
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7204
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7202
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7196
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7191
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7190
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7187
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7186
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7184
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7182
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 3 0.7181
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7175
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 2 0.7173
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7173
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 3 0.7172
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7165
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7163
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7159
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7158
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7158
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7158
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7156
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7153
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7146
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7145
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7142
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.7140
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7139
Cytidylate kinase Q5SL35 KCY_THET8 Thermus thermophilus 3 0.7139
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7136
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7126
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7124
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7124
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7123
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7121
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7119
Adenosine kinase P55263 ADK_HUMAN Homo sapiens 3 0.7114
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7111
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 3 0.7110
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 4 0.7108
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 2 0.7108
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 3 0.7105
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7102
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7099
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7095
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7092
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7087
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7087
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7086
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7085
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7080
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7079
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 4 0.7077
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7074
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7073
Serine hydroxymethyltransferase Q7SIB6 Q7SIB6_GEOSE Geobacillus stearothermophilus 3 0.7069
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7068
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7064
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7064
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7063
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7061
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 3 0.7060
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7058
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7057
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7056
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7055
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7048
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7040
Thymidylate synthase Q9Y052 Q9Y052_CAEEL Caenorhabditis elegans 3 0.7038
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7035
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7035
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7033
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7027
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7023
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7023
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7022
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7018
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7015
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7015
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7015
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7010
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7009
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7008
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 4 0.7004
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7004
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7003

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