14-O-methylacetal-15-O-[6'-( p-hydroxyphenylacetyl)]-beta-D-glucopyranosylurospermal A - Compound Card

14-O-methylacetal-15-O-[6'-( p-hydroxyphenylacetyl)]-beta-D-glucopyranosylurospermal A

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14-O-methylacetal-15-O-[6'-( p-hydroxyphenylacetyl)]-beta-D-glucopyranosylurospermal A

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone Glycoside
Canonical Smiles COC1O[C@H]2C/C/1=C\CC/C(=C/[C@@H]1[C@@H]2C(=C)C(=O)O1)/COC1OC(COC(=O)Cc2ccc(cc2)O)C(C(C1O)O)O
InChI InChI=1S/C30H36O12/c1-15-24-20(40-28(15)36)10-17(4-3-5-18-12-21(24)41-29(18)37-2)13-39-30-27(35)26(34)25(33)22(42-30)14-38-23(32)11-16-6-8-19(31)9-7-16/h5-10,20-22,24-27,29-31,33-35H,1,3-4,11-14H2,2H3/b17-10-,18-5+/t20-,21+,22?,24+,25?,26?,27?,29?,30?/m1/s1
InChIKey ZWPBLILWVHAYBJ-MNBLCGQESA-N
Formula C30H36O12
HBA 12
HBD 4
MW 588.61
Rotatable Bonds 8
TPSA 170.44
LogP 0.81
Number Rings 5
Number Aromatic Rings 1
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 588.22
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Sonchus asper Asteraceae Plantae 50193

Showing of synonyms

  • Helal AM, Nakamura N, et al. (2000). Sesquiterpene lactone glucosides from Sonchus asper. Phytochemistry,2000, 53,473-477. [View] [PubMed]
Pubchem: 163083653

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CC(=O)OCC2CCCC(O2)OCC(CCC=C34)=CC5C(C(=C)C(=O)O5)C(C3)OC4

Level: 2

Mol. Weight: 588.61 g/mol

Structure

SMILES: C1OC(C2)C(C(=C)C(=O)O3)C3C=C(CCC=C12)COC4CCCCO4

Level: 1

Mol. Weight: 588.61 g/mol

Structure

SMILES: c1ccccc1CC(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 588.61 g/mol

Structure

SMILES: C1OC(C2)C(C(=C)C(=O)O3)C3C=CCCC=C12

Level: 0

Mol. Weight: 588.61 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 588.61 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 588.61 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.09
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.770
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
6.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.890
Plasma Protein Binding
56.61
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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.170
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.380
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.060
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-14538.230
Rat (Acute)
3.080
Rat (Chronic Oral)
3.440
Fathead Minnow
35.390
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
317.560
Hydration Free Energy
-2.920
Log(D) at pH=7.4
1.890
Log(P)
0.74
Log S
-3.17
Log(Vapor Pressure)
-12.69
Melting Point
176.93
pKa Acid
6.64
pKa Basic
3.67
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9042
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9042
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8897
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8897
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8818
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8818
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8791
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8791
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8762
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8762
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8717
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.8717
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8693
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8693
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8655
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8655
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.8566
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.8566
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8506
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8506
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8485
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8485
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8461
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8461
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8449
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8449
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8219
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8219
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8202
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8202
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8180
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8180
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8148
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8148
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7979
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7979
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7949
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7949
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7936
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7936
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7890
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7890
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7872
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7872
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 3 0.7864
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 3 0.7864
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7826
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7826
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7770
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7770
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7743
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7743
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7701
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7701
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7683
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7683
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7682
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7682
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7675
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7675
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7667
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7667
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7666
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7666
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7664
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7664
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.7642
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.7642
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7567
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7567
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7557
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7557
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7523
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7523
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7514
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7514
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7513
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7513
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7506
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7506
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7488
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7488
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7488
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7488
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7475
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7475
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7467
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7467
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7462
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 3 0.7462
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7458
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7458
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7456
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7456
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7441
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7441
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7406
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7406
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7405
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7405
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7405
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7405
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7398
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7398
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7391
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7391
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7390
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7390
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7382
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7382
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 4 0.7382
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7382
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7375
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7375
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7359
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7359
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7353
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7353
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7339
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7339
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7338
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7338
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7334
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7334
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7326
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7326
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7300
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7300
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7297
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7297
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7280
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7280
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7267
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7267
Ribosome-inactivating protein alpha-trichosanthin P09989 RIPT_TRIKI Trichosanthes kirilowii 3 0.7266
Ribosome-inactivating protein alpha-trichosanthin P09989 RIPT_TRIKI Trichosanthes kirilowii 3 0.7266
Ethylene receptor 1 P49333 ETR1_ARATH Arabidopsis thaliana 3 0.7260
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7260
Ethylene receptor 1 P49333 ETR1_ARATH Arabidopsis thaliana 3 0.7260
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7260
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7254
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7254
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7208
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7208
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7207
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7207
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7199
Chaperone protein ClpB Q9RA63 CLPB_THET8 Thermus thermophilus 4 0.7199
Chaperone protein ClpB Q9RA63 CLPB_THET8 Thermus thermophilus 4 0.7199
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7199
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7196
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7196
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7190
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7190
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7188
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7188
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7176
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7176
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7170
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7170
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7167
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7167
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7162
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7162
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7162
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7162
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7159
Amino-acid acetyltransferase Q5FAK7 Q5FAK7_NEIG1 Neisseria gonorrhoeae 2 0.7159
Amino-acid acetyltransferase Q5FAK7 Q5FAK7_NEIG1 Neisseria gonorrhoeae 2 0.7159
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7159
adenine phosphoribosyltransferase Q967M2 Q967M2_GIAIN Giardia intestinalis 2 0.7154
adenine phosphoribosyltransferase Q967M2 Q967M2_GIAIN Giardia intestinalis 2 0.7154
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7148
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7148
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7123
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7123
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7122
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7122
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7117
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7117
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7109
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7109
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7107
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7107
Aspartate carbamoyltransferase catalytic subunit P0A786 PYRB_ECOLI Escherichia coli 2 0.7094
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7094
Aspartate carbamoyltransferase catalytic subunit P0A786 PYRB_ECOLI Escherichia coli 2 0.7094
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7094
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7093
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7093
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7091
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7091
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7086
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7086
Mevalonate kinase P17256 KIME_RAT Rattus norvegicus 3 0.7085
Mevalonate kinase P17256 KIME_RAT Rattus norvegicus 3 0.7085
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7082
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7082
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7077
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7077
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7068
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7068
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7066
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 2 0.7066
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7066
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7066
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7061
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7061
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7060
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7060
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7048
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7048
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7044
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7044
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7016
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7016
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7007
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7007
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7007
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7005
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7005
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7004
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7004
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7002
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7002

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