(E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid - Compound Card

(E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid

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(E)-7-deoxy-7,8-didehydro-12-acetoxy-sydonic acid

Structure
Zoomed Structure
  • Family: Trichocomaceae
  • Kingdom: Fungi
  • Class: Terpenoid
    • Subclass: Meroterpenoid
Canonical Smiles CC(COC(=O)C)CC/C=C(/c1ccc(cc1O)C(=O)O)\C
InChI InChI=1S/C17H22O5/c1-11(10-22-13(3)18)5-4-6-12(2)15-8-7-14(17(20)21)9-16(15)19/h6-9,11,19H,4-5,10H2,1-3H3,(H,20,21)/b12-6+
InChIKey PDKRBLNMQWASDJ-WUXMJOGZSA-N
Formula C17H22O5
HBA 4
HBD 2
MW 306.36
Rotatable Bonds 7
TPSA 83.83
LogP 3.47
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.41
Exact Mass 306.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus versicolor Trichocomaceae Fungi 46472

Showing of synonyms

  • Elsbaey M, Tanaka C, et al. (2019). New secondary metabolites from the mangrove endophytic fungus Aspergillus versicolor. Phytochemistry Letters,2019,32,70-76. [View]
Pubchem: 146682516
Nmrshiftdb2: 60048235

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.81
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.21

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
53.16
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-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
8.19
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.11
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.89
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.76
Micronucleos
Safe
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
2.4
Rat (Acute)
2.06
Rat (Chronic Oral)
2.93
Fathead Minnow
4.19
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
356.96
Hydration Free Energy
-9.04
Log(D) at pH=7.4
1.14
Log(P)
4.01
Log S
-3.63
Log(Vapor Pressure)
-6.6
Melting Point
139.62
pKa Acid
7.02
pKa Basic
5.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9648
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 3 0.9574
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.9558
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9388
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9363
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 3 0.9310
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9228
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.9112
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9107
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9067
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9047
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9023
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8948
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8943
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.8936
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8927
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8917
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8902
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8865
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8859
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8842
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.8742
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8644
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8630
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8594
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8585
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8580
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.8558
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8546
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8483
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8475
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.8475
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8462
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8451
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8443
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.8439
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 3 0.8433
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8393
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8354
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.8349
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8337
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8332
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.8322
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 3 0.8320
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 3 0.8300
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8292
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8285
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8284
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8266
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.8244
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 3 0.8190
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.8189
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8168
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8153
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8148
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8130
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8121
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.8116
Acyl-coenzyme A synthetase ACSM2A, mitochondrial Q08AH3 ACS2A_HUMAN Homo sapiens 3 0.8107
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8083
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8080
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8069
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8064
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8064
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8059
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8056
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8049
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 3 0.8044
L-lactate dehydrogenase (cytochrome) P00175 CYB2_YEAST Saccharomyces cerevisiae 3 0.8019
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7991
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7986
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7981
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.7977
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7976
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7968
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7951
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7913
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7876
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7865
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7862
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.7839
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7824
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7809
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7800
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7782
2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase Q988D3 Q988D3_RHILO Mesorhizobium japonicum) 3 0.7769
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.7764
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7759
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7746
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7741
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7735
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7735
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7709
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7709
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7706
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 4 0.7689
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7679
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7675
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7665
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7640
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.7640
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7626
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7619
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7618
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7613
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7610
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7609
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7604
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7599
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7591
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7585
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7585
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7581
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7575
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7569
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7567
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7565
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7557
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 4 0.7556
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7550
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7547
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7545
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7513
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7507
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7495
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7490
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7488
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7484
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7474
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7471
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7469
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7469
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7468
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7462
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7461
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7456
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7440
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7428
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7428
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7425
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7419
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7419
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7407
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7401
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7391
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7389
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7385
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 2 0.7376
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7372
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7370
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7362
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7358
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7356
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7355
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7350
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7350
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7348
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7347
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7345
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7344
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7343
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7331
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7322
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 3 0.7321
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 3 0.7316
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7313
Mandelate racemase P11444 MANR_PSEPU Pseudomonas putida 2 0.7313
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7305
Carboxyethyl-arginine beta-lactam-synthase P0DJQ7 BLS_STRCL Streptomyces clavuligerus 3 0.7305
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7293
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7287
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7286
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7286
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7285
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7283
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7278
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7272
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7270
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7258
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7255
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7250
HTH-type transcriptional regulator EthR P9WMC1 ETHR_MYCTU Mycobacterium tuberculosis 3 0.7248
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7237
Casein kinase I isoform gamma-2 P78368 KC1G2_HUMAN Homo sapiens 3 0.7233
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7231
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7231
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7229
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7229
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7228
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7225
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7225
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7218
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7215
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7213
L-methionine gamma-lyase P13254 MEGL_PSEPU Pseudomonas putida 3 0.7213
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7208
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7193
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7188
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7188
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7187
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7185
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7185
Angiotensin-converting enzyme Q10714 ACE_DROME Drosophila melanogaster 2 0.7185
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7182
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7178
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7178
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7174
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7171
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7171
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7169
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7167
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7166
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7164
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7160
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7159
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7157
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7141
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7140
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7134
Prostaglandin G/H synthase 2 Q05769 PGH2_MOUSE Mus musculus 3 0.7133
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7127
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7124
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7123
Egl nine homolog 1 Q9GZT9 EGLN1_HUMAN Homo sapiens 2 0.7122
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7115
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7114
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7112
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7110
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7109
SKP1-like protein 1A Q39255 SKP1A_ARATH Arabidopsis thaliana 3 0.7089
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7085
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7085
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7085
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7085
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7082
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7081
Anthranilate phosphoribosyltransferase P50384 TRPD_SACS2 Saccharolobus solfataricus 3 0.7079
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7074
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 4 0.7073
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7069
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7064
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7062
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7060
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7055
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7049
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7046
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 3 0.7046
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7042
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7042
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7038
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 2 0.7034
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7030
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7029
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7026
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7021
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7014
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7014
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7012
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7007
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 2 0.7006
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7002
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7002

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