Emodin anthrone - Compound Card

Emodin anthrone

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Emodin anthrone

Structure
Zoomed Structure
  • Family: Plantae - Rhamnaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles Cc1cc2Cc3cc(O)cc(c3C(=O)c2c(c1)O)O
InChI InChI=1S/C15H12O4/c1-7-2-8-4-9-5-10(16)6-12(18)14(9)15(19)13(8)11(17)3-7/h2-3,5-6,16-18H,4H2,1H3
InChIKey LAJSXCAVRQXZIO-UHFFFAOYSA-N
Formula C15H12O4
HBA 4
HBD 3
MW 256.26
Rotatable Bonds 0
TPSA 77.76
LogP 2.25
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 256.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Rhamnus prinoides Rhamnaceae Plantae 280022
2 Rhamnus prinoides Rhamnaceae Plantae 280022

Showing of synonyms

  • Abegaz BM, Dagne E. (1988). Anthracene derivatives of Rhamnus prinoides. Bulletin of the Chemical Society of Ethiopia,1988,2(1),15-20. [View] [PubMed]
  • Abegaz BM, Peter MG. (1995). Emodin and emodinanthrone rhamnoside acetates from fruits of Rhamnus prinoides. Phytochemistry,1995,39(6),1411-1414. [View] [PubMed]
Pubchem: 122635
Chebi: 150013
Nmrshiftdb2: 60076214
Metabolights: MTBLC150013
Bindingdb: 50060878
CPRiL: 148211
Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 256.26 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.73
Plasma Protein Binding
60.8
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
6.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.87
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.56
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
Toxic
T. Pyriformis
4.55
Rat (Acute)
2.29
Rat (Chronic Oral)
3.05
Fathead Minnow
4.2
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
411.25
Hydration Free Energy
-10.94
Log(D) at pH=7.4
2.88
Log(P)
3.63
Log S
-3.86
Log(Vapor Pressure)
-7.11
Melting Point
250.05
pKa Acid
6.62
pKa Basic
7.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9675
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9675
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9220
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9220
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.9154
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.9154
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9133
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.9133
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9055
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9055
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9022
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9022
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8995
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8995
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8963
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8963
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8906
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8906
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8901
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8901
Dihydrofolate reductase O30463 O30463_MYCAV Mycobacterium avium 4 0.8892
Dihydrofolate reductase O30463 O30463_MYCAV Mycobacterium avium 4 0.8892
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8851
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8851
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 4 0.8814
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 4 0.8814
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 4 0.8814
Dihydrofolate reductase P16184 DYR_PNECA Pneumocystis carinii 4 0.8814
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8755
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8755
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8708
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8708
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8680
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8680
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8652
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8652
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8633
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8633
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8619
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8619
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8610
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8610
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 4 0.8596
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 4 0.8596
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8558
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8558
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8503
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8503
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8496
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8496
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.8495
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.8495
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8475
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8475
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8439
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8439
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.8431
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.8431
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8393
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8393
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8385
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8385
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8372
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8372
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8316
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8316
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8210
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8210
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8210
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8210
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8180
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8180
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.8173
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.8173
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.8166
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.8166
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 4 0.8124
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 4 0.8124
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8091
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8091
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8087
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8087
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8076
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8076
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8073
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8073
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8040
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8040
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8019
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8019
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7982
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7982
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7970
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7970
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7955
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7955
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7950
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7950
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7935
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7935
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7917
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7917
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7907
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7907
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7896
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7896
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7892
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7892
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7888
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7888
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7820
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7820
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7806
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 3 0.7806
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 3 0.7806
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7806
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7743
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7743
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7732
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7732
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7705
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7705
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7703
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7703
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7698
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7698
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7697
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7697
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7648
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7648
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7643
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7643
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7625
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7625
Aldehyde dehydrogenase, dimeric NADP-preferring P30838 AL3A1_HUMAN Homo sapiens 3 0.7613
Aldehyde dehydrogenase, dimeric NADP-preferring P30838 AL3A1_HUMAN Homo sapiens 3 0.7613
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7584
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7584
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7578
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7578
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7564
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7564
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7552
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7552
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 Q9R1E6 ENPP2_MOUSE Mus musculus 4 0.7542
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 Q9R1E6 ENPP2_MOUSE Mus musculus 4 0.7542
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7528
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7528
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7508
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7508
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7507
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7507
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7480
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7480
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7479
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7479
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7474
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7474
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7453
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7453
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7451
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7451
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7438
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7438
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7410
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7410
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7403
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7403
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7399
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7399
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7378
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7378
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7370
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7370
Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial P08559 ODPA_HUMAN Homo sapiens 3 0.7353
Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial P08559 ODPA_HUMAN Homo sapiens 3 0.7353
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 4 0.7327
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 4 0.7327
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7321
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7321
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7318
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7318
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7318
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7318
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 4 0.7315
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 4 0.7315
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7301
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7301
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7294
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7294
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7261
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7261
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.7261
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7261
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7251
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7251
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7246
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7246
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7235
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7235
Tyrosine-protein kinase Lyn P25911 LYN_MOUSE Mus musculus 3 0.7214
Tyrosine-protein kinase Lyn P25911 LYN_MOUSE Mus musculus 3 0.7214
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7210
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7210
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7206
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7206
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7204
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7204
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7202
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7202
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7198
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7198
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7188
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7188
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7178
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7178
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7166
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7166
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7152
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7152
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7146
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7146
Fatty acid synthase P49327 FAS_HUMAN Homo sapiens 3 0.7124
Fatty acid synthase P49327 FAS_HUMAN Homo sapiens 3 0.7124
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7122
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7122
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7122
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7122
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7120
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7120
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7110
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7110
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7103
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7103
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7102
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 3 0.7102
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7096
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7096
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7095
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7095
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 3 0.7094
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 3 0.7094
Bcl-2-like protein 1 Q07817 B2CL1_HUMAN Homo sapiens 3 0.7091
Bcl-2-like protein 1 Q07817 B2CL1_HUMAN Homo sapiens 3 0.7091
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7090
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7090
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7086
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7086
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7086
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 4 0.7086
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7078
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7078
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7078
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7078
Bifunctional F420 biosynthesis protein FbiB P9WP79 FBIB_MYCTU Mycobacterium tuberculosis 5 0.7077
Bifunctional F420 biosynthesis protein FbiB P9WP79 FBIB_MYCTU Mycobacterium tuberculosis 5 0.7077
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7070
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7070
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7069
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7069
Cytochrome P450 I6YD01 I6YD01_MYCTU Mycobacterium tuberculosis 4 0.7068
Cytochrome P450 I6YD01 I6YD01_MYCTU Mycobacterium tuberculosis 4 0.7068
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7067
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7067
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7059
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7059
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7008
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7008

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