2,7-dihydroxy-4-methoxyphenanthrene - Compound Card

2,7-dihydroxy-4-methoxyphenanthrene

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2,7-dihydroxy-4-methoxyphenanthrene

Structure
Zoomed Structure
  • Family: Plantae - Dioscoreaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles COc1cc(O)cc2c1c1ccc(cc1cc2)O
InChI InChI=1S/C15H12O3/c1-18-14-8-12(17)7-10-3-2-9-6-11(16)4-5-13(9)15(10)14/h2-8,16-17H,1H3
InChIKey CJYQJCATAOEZRC-UHFFFAOYSA-N
Formula C15H12O3
HBA 3
HBD 2
MW 240.26
Rotatable Bonds 1
TPSA 49.69
LogP 3.41
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.07
Exact Mass 240.08
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dioscorea bulbifera Dioscoreaceae Plantae 35874

Showing of synonyms

  • Kuete V, Betrandteponno R, et al. (2012). Antibacterial activities of the extracts, fractions and compounds from Dioscorea bulbifera.. BMC complementary and alternative medicine,2012, 12, 228. [View] [PubMed]
Pubchem: 14777892
Nmrshiftdb2: 60032274

No compound-protein relationship available.

Structure

SMILES: c1cccc(c1c23)ccc2cccc3

Level: 0

Mol. Weight: 240.26 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.330
Plasma Protein Binding
58.55
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
3.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.960
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.220
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.040
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Toxic
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.170
Rat (Acute)
2.300
Rat (Chronic Oral)
2.680
Fathead Minnow
4.680
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
399.680
Hydration Free Energy
-8.330
Log(D) at pH=7.4
2.300
Log(P)
3.45
Log S
-4.77
Log(Vapor Pressure)
-6.3
Melting Point
199.59
pKa Acid
8.38
pKa Basic
5.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9580
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9292
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9284
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9279
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9255
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9254
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9238
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9228
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9185
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9169
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.9145
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9136
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9135
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9127
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9106
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9099
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9096
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9090
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9077
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9035
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9031
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9029
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9019
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8911
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.8893
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8857
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8839
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8803
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8803
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 4 0.8788
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8787
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8785
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8776
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8762
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8741
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8736
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8697
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8697
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8668
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8646
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8625
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.8575
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.8562
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8556
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8554
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8516
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8480
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8475
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8473
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8472
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.8463
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.8435
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8428
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8425
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8325
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8322
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8319
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8312
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8269
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8228
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8213
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8180
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.8174
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8173
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8144
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8142
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8130
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.8126
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8100
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.8075
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8059
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8037
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8021
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8013
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8000
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7981
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7960
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7960
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7952
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7949
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7917
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7899
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7881
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7866
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7814
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7802
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7796
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7774
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7759
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7707
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7692
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7646
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7637
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7634
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7618
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7615
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 3 0.7612
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7582
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7579
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.7577
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7576
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7559
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7550
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7549
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7543
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7540
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7523
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7520
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7504
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7504
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7499
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7492
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7491
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7491
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7490
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7479
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7478
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7468
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7468
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7465
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7459
Estrogen receptor beta Q62986 ESR2_RAT Rattus norvegicus 3 0.7454
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7453
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7446
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 4 0.7437
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7436
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7435
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7434
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7426
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7421
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7421
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.7419
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7414
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7412
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7409
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7399
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7382
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7373
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7371
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7367
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7363
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7360
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7358
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7353
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7352
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7347
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7345
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7342
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7338
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7328
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7325
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7322
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7318
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7309
Endoplasmin P14625 ENPL_HUMAN Homo sapiens 3 0.7305
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7305
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7291
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7287
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7286
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7286
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7276
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7267
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7264
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7259
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7240
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7238
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7236
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7235
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7229
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7209
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7207
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7202
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7199
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7197
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7195
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7194
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 3 0.7194
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7191
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7188
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7187
Estrogen receptor beta Q92731 ESR2_HUMAN Homo sapiens 3 0.7185
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7180
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7169
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7164
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7157
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7155
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7154
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7150
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7147
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7144
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7143
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7135
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7134
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7131
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7122
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7116
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7109
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 4 0.7103
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7089
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7087
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7080
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7065
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7060
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7055
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7054
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7049
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7043
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7039
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 2 0.7039
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7032
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7032
Bifunctional dihydrofolate reductase-thymidylate synthase D9N170 D9N170_PLAFA Plasmodium falciparum 3 0.7031
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7025
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7007

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