(−)-S-trans-marmin - Compound Card

(−)-S-trans-marmin

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(−)-S-trans-marmin

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
    • Subclass: Monoterpenoid Coumarin
Canonical Smiles C/C(=C\COc1ccc2c(c1)oc(=O)cc2)/CC[C@@H](C(O)(C)C)O
InChI InChI=1S/C19H24O5/c1-13(4-8-17(20)19(2,3)22)10-11-23-15-7-5-14-6-9-18(21)24-16(14)12-15/h5-7,9-10,12,17,20,22H,4,8,11H2,1-3H3/b13-10+/t17-/m0/s1
InChIKey QYYKWTUUCOTGNS-RTGRKSDTSA-N
Formula C19H24O5
HBA 5
HBD 2
MW 332.4
Rotatable Bonds 7
TPSA 79.9
LogP 3.03
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.42
Exact Mass 332.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pituranthos triradiatus Apiaceae Plantae 99500

Showing of synonyms

  • Halim AF, Saad HEA, et al. (1995). Pituranthoside from Pituranthos triradiatus. Phytochemistry,1995,40(3),927-929. [View]
Pubchem: 15560114
Nmrshiftdb2: 60031940

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 332.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.3
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.03
Plasma Protein Binding
66.07
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
3.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.47
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.58
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
0.78
Rat (Acute)
2.38
Rat (Chronic Oral)
1.97
Fathead Minnow
4.72
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
413.6
Hydration Free Energy
-13.09
Log(D) at pH=7.4
2.37
Log(P)
2.57
Log S
-3.98
Log(Vapor Pressure)
-7.53
Melting Point
138.27
pKa Acid
7.85
pKa Basic
6.98
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9853
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9853
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9748
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.9748
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9745
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9745
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9615
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9615
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9596
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9596
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9492
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9492
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9492
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9492
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.9471
Metapyrocatechase Q7WYF5 Q7WYF5_9PSED Pseudomonas alkylphenolica 3 0.9471
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9282
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9282
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9222
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9222
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9217
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.9217
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9188
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9188
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9120
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9120
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8983
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8983
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8921
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8921
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8806
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8806
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8763
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8763
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8696
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8696
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8630
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8630
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8600
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8600
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 4 0.8538
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 4 0.8538
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8516
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8516
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8514
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.8514
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8508
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8508
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8505
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8505
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8463
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8463
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8433
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8433
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8379
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8379
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8376
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8376
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8350
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8350
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.8331
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.8331
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.8222
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.8222
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8195
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.8195
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.8160
Phenolphthiocerol/phthiocerol polyketide synthase subunit C P96202 PPSC_MYCTU Mycobacterium tuberculosis 3 0.8160
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 4 0.8156
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 4 0.8156
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8144
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8144
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8143
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8143
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8143
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8143
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8139
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8139
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.8052
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.8052
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8049
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8049
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8023
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8023
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7967
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7967
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7956
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7956
Fatty acid-binding protein, intestinal P02693 FABPI_RAT Rattus norvegicus 3 0.7950
Fatty acid-binding protein, intestinal P02693 FABPI_RAT Rattus norvegicus 3 0.7950
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7948
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7948
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7935
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7935
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7929
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7929
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7922
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7922
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7897
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 4 0.7897
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7894
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7894
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7889
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7889
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7856
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7856
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7854
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7854
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7849
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7849
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7832
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.7832
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7823
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7823
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7815
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7815
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7775
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7775
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7772
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7772
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7770
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7770
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7754
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7754
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7740
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7740
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7739
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7739
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7738
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7738
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7736
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7736
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7725
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7725
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7713
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7713
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7689
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7689
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7688
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7688
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7680
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7680
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7678
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7678
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7675
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7675
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7656
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 2 0.7656
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7643
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7643
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7605
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7605
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7602
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7602
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7600
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7600
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7592
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7592
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7591
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 2 0.7591
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7580
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7580
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7570
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7570
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7560
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7560
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7556
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7556
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7538
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7538
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7508
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7508
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7506
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7506
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7500
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7500
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7498
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7498
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7487
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7487
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7483
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7483
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7476
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7476
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7471
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7471
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7471
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7471
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7466
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7466
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7453
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7453
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7448
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7448
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7447
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7447
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7439
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7439
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7438
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7438
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7428
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7428
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7427
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7427
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7427
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7427
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7416
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7416
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7409
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7409
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7408
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7408
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7407
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7407
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7405
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7405
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7387
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7387
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7387
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7387
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7379
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7379
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7370
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7370
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7369
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7369
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7356
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7356
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7356
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7356
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7354
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7354
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7351
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7351
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7345
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7345
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7328
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7328
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7321
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7321
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7319
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7319
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7309
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7309
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7294
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7294
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7275
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7275
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7260
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7260
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7254
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7254
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7244
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7244
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7244
Trichosurin Q29147 TRIC_TRIVU Trichosurus vulpecula 2 0.7244
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7243
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7243
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7241
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7241
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7238
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7238
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7236
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7236
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7235
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7235
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7230
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7230
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7227
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7227
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7205
Aldo-keto reductase family 1 member A1 P50578 AK1A1_PIG Sus scrofa 3 0.7205
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7198
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7198
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7191
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7191
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7188
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7188
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7185
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7185
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7182
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7182
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7180
Dicamba O-demethylase, oxygenase component Q5S3I3 DDMC_STEMA Stenotrophomonas maltophilia 2 0.7180
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7179
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7179
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7179
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 2 0.7179
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7173
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7173
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7173
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7173
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7171
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7171
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7163
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 2 0.7163
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7159
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7159
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7157
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7157
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7150
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7150
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7141
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7141
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7136
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7136
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7133
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7133
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7106
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7106
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7105
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7105
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7100
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7100
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7095
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7095
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7091
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7091
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7090
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7090
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7080
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 2 0.7080
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7074
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7074
Basic phospholipase A2 homolog bothropstoxin-I Q90249 PA2B1_BOTJR Bothrops jararacussu 4 0.7068
Basic phospholipase A2 homolog bothropstoxin-I Q90249 PA2B1_BOTJR Bothrops jararacussu 4 0.7068
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7067
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7067
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7065
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7065
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7063
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7063
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7063
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7063
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7056
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7056
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7056
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7056
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7046
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7046
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7037
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7037
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7022
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7022
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7021
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7021
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7014
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7014
Alpha-tocopherol transfer protein Q8BWP5 TTPA_MOUSE Mus musculus 4 0.7004
Alpha-tocopherol transfer protein Q8BWP5 TTPA_MOUSE Mus musculus 4 0.7004

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