1'-monodecarboxyvaloneic acid dilactone - Compound Card

1'-monodecarboxyvaloneic acid dilactone

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1'-monodecarboxyvaloneic acid dilactone

Structure
Zoomed Structure
  • Family: Plantae - Onagraceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Ellagitannin
Canonical Smiles Oc1ccc(c(c1O)O)Oc1cc2c(=O)oc3c4c2c(c1O)oc(=O)c4cc(c3O)O
InChI InChI=1S/C20H10O11/c21-7-1-2-9(15(25)13(7)23)29-10-4-6-12-11-5(19(27)31-18(12)16(10)26)3-8(22)14(24)17(11)30-20(6)28/h1-4,21-26H
InChIKey LGMNKSBINQXDAI-UHFFFAOYSA-N
Formula C20H10O11
HBA 11
HBD 6
MW 426.29
Rotatable Bonds 2
TPSA 191.03
LogP 2.52
Number Rings 5
Number Aromatic Rings 5
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 426.02
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Epilobium hirsutum Onagraceae Plantae 210355

Showing of synonyms

  • Barakat HH, Hussein SAM, et al. (1997). Polyphenolic metabolites of Epilobium hirsutum. Phytochemistry,1997,46(5),935-941. [View]
Pubchem: 10410181
Nmrshiftdb2: 60029125

No compound-protein relationship available.

Structure

SMILES: c12c3c4c(=O)oc2cc(Oc5ccccc5)cc1c(=O)oc3ccc4

Level: 1

Mol. Weight: 426.29 g/mol

Structure

SMILES: c12c3c4c(=O)oc2cccc1c(=O)oc3ccc4

Level: 0

Mol. Weight: 426.29 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 426.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.28
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.460
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.420
Plasma Protein Binding
94.66
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
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
9.940
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.180
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.240
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.090
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
-51.940
Rat (Acute)
2.370
Rat (Chronic Oral)
3.880
Fathead Minnow
4.580
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
637.660
Hydration Free Energy
-5.500
Log(D) at pH=7.4
1.750
Log(P)
1.32
Log S
-4.32
Log(Vapor Pressure)
-10.08
Melting Point
341.91
pKa Acid
7.64
pKa Basic
4.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9236
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9236
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9189
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9189
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8950
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.8950
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8910
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8910
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8766
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8766
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8757
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.8757
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8726
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8726
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8575
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8575
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8529
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8529
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8522
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8522
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8500
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8500
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8459
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8459
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8412
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8412
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8360
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8360
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8346
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8346
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8244
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8244
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8235
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8235
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8233
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8233
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8214
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8214
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8206
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8206
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8191
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8191
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8177
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8177
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8115
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8115
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8069
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8069
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8022
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8022
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8010
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8010
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8001
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8001
S-methyl-5'-thioinosine phosphorylase Q9HZK1 MTIP_PSEAE Pseudomonas aeruginosa 4 0.7996
S-methyl-5'-thioinosine phosphorylase Q9HZK1 MTIP_PSEAE Pseudomonas aeruginosa 4 0.7996
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7985
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7985
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7964
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7964
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7947
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7947
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 4 0.7923
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 4 0.7923
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7895
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7895
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7873
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7873
Serine/threonine-protein kinase receptor R3 P37023 ACVL1_HUMAN Homo sapiens 4 0.7852
Serine/threonine-protein kinase receptor R3 P37023 ACVL1_HUMAN Homo sapiens 4 0.7852
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7851
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7851
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7833
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7833
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.7786
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.7786
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7783
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9QYJ6 PDE10_RAT Rattus norvegicus 3 0.7783
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7759
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7759
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7756
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7756
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7741
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7741
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7702
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7702
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7641
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7641
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7612
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7612
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7610
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 3 0.7610
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7609
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7609
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7582
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7582
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7582
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7582
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7571
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7571
TRAF2 and NCK-interacting protein kinase Q9UKE5 TNIK_HUMAN Homo sapiens 5 0.7546
TRAF2 and NCK-interacting protein kinase Q9UKE5 TNIK_HUMAN Homo sapiens 5 0.7546
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7540
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7540
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7539
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 4 0.7539
Purine nucleoside phosphorylase Q9BMI9 Q9BMI9_SCHMA Schistosoma mansoni 4 0.7526
Purine nucleoside phosphorylase Q9BMI9 Q9BMI9_SCHMA Schistosoma mansoni 4 0.7526
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7510
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7510
Pyrimidine-specific ribonucleoside hydrolase RihB P33022 RIHB_ECOLI Escherichia coli 5 0.7509
Pyrimidine-specific ribonucleoside hydrolase RihB P33022 RIHB_ECOLI Escherichia coli 5 0.7509
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7507
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7507
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7504
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7504
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7498
Seminal ribonuclease P00669 RNS_BOVIN Bos taurus 3 0.7498
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7497
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7497
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7493
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7493
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7413
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7413
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7405
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7405
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7387
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7387
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7382
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7382
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7372
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7372
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 4 0.7370
Purine nucleoside phosphorylase Q8DTU4 Q8DTU4_STRMU Streptococcus mutans serotype c 4 0.7370
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7367
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7367
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7361
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.7361
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7297
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7297
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7289
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7289
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7288
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7288
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7287
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7287
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7287
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7287
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7279
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7279
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7278
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7278
Reductase homolog Q9ZGC1 Q9ZGC1_STRCY Streptomyces cyanogenus 4 0.7256
Reductase homolog Q9ZGC1 Q9ZGC1_STRCY Streptomyces cyanogenus 4 0.7256
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7234
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7234
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7230
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7230
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7167
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7167
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7157
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7157
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7143
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7143
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7128
Elongation factor Tu 1 P0CE47 EFTU1_ECOLI Escherichia coli 3 0.7128
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7108
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7108
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7096
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7096
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7075
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7075
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 3 0.7069
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 3 0.7069
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7060
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7060
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7040
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7040
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7006
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7006

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