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Apigenin-7-O-methylglucuronide

Family: Asteraceae-Compositae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonol Glycoside

Canonical Smiles	COC(=O)[C@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C22H20O11/c1-30-21(29)20-18(27)17(26)19(28)22(33-20)31-11-6-12(24)16-13(25)8-14(32-15(16)7-11)9-2-4-10(23)5-3-9/h2-8,17-20,22-24,26-28H,1H3/t17-,18-,19+,20-,22+/m0/s1
InChIKey	XXKIWCKZQFBXIR-SXFAUFNYSA-N
Formula	C₂₂H₂₀O₁₁
HBA	11
HBD	5
MW	460.39
Rotatable Bonds	4
TPSA	176.12
LogP	0.23
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	33
Formal Charge	0
Fraction CSP3	0.27
Exact Mass	460.1
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Centaurea furfuracea	Asteraceae-Compositae	Plantae	41503
2	Volutaria lippii	Asteraceae-Compositae	Plantae	41663

Showing of synonyms

Akkal S, Benayache F, et al. (2003). Flavonoids from Centaurea furfuracea (Asteraceae). Biochemical Systematics and Ecology,2003,31,641-643. [View]
Rafrafi M, Ben Salah H, et al. (2021). Sesquiterpene lactones and flavonoids with chemotaxonomic significance from Volutaria lippii (L.) Cass. Biochemical Systematics and Ecology, 2021, 96, 104249. [View]

Pubchem: 13844658

Cas: 53538-13-9

Zinc: ZINC000040874044

Nmrshiftdb2: 60025904

Chembl: CHEMBL464868

Bindingdb: 50251270

CPRiL: 429373

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 322.36 g/mol

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 246.26 g/mol

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 222.24 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.69
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.56

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.090
Plasma Protein Binding: 84.24
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: 10.650
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Safe
Bioconcentration Factor: -0.360
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.070
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.710
Micronucleos: Toxic
NR-AhR: Toxic
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: -120.820
Rat (Acute): 2.290
Rat (Chronic Oral): 3.890
Fathead Minnow: 4.230
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 561.270
Hydration Free Energy: -3.500
Log(D) at pH=7.4: 1.870
Log(P): 1.13
Log S: -4.74
Log(Vapor Pressure): -11.34
Melting Point: 209.5
pKa Acid: 6.58
pKa Basic: 3.66

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9545
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9545
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9494
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9494
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9300
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9300
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.9197
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.9197
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9174
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9174
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9033
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9033
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8974
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.8974
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8844
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8844
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8819
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.8819
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8689
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8689
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8515
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8515
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8496
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8496
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8435
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8435
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.8426
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.8426
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8411
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8411
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8392
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8392
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8361
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8361
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8302
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8302
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8297
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8297
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8270
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8270
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8188
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8188
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8182
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8182
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8112
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8112
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8050
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8050
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.8037
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.8037
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8013
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8013
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.8012
Serine/threonine-protein kinase toxin HipA	P23874	HIPA_ECOLI	Escherichia coli	3	0.8012
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7978
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7978
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7978
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.7978
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7957
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7957
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7894
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7894
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7858
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7858
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7857
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7857
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7849
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7849
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7849
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7849
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7810
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7810
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7794
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.7794
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7794
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7794
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7780
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7780
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7775
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7775
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7772
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7772
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7759
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7759
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7679
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7679
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7668
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7668
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7641
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7641
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7626
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7626
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7625
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7625
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7622
Mitogen-activated protein kinase kinase kinase 5	Q99683	M3K5_HUMAN	Homo sapiens	3	0.7622
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7582
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7582
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7575
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7575
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7557
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7557
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7537
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7537
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7522
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7522
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7517
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7517
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7507
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7507
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.7506
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.7506
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	4	0.7479
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	4	0.7479
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7460
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7460
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7455
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7455
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7430
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7430
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7417
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7417
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7399
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7399
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7346
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.7346
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7309
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7309
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7302
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7302
DNA mismatch repair protein Msh2	P43246	MSH2_HUMAN	Homo sapiens	3	0.7298
DNA mismatch repair protein Msh2	P43246	MSH2_HUMAN	Homo sapiens	3	0.7298
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7291
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7291
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7284
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7284
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7222
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7222
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7213
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7213
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7196
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7196
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7192
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7192
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7191
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7191
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7189
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7189
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	3	0.7188
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	3	0.7188
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7179
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7179
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7177
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	4	0.7177
Bifunctional dihydrofolate reductase-thymidylate synthase	O02604	DRTS_PLAVI	Plasmodium vivax	3	0.7166
Bifunctional dihydrofolate reductase-thymidylate synthase	O02604	DRTS_PLAVI	Plasmodium vivax	3	0.7166
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.7164
Heat shock protein HSP 90-beta	P08238	HS90B_HUMAN	Homo sapiens	3	0.7164
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7161
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7161
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	3	0.7156
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	3	0.7156
Threonine--tRNA ligase	P0A8M3	SYT_ECOLI	Escherichia coli	3	0.7155
Threonine--tRNA ligase	P0A8M3	SYT_ECOLI	Escherichia coli	3	0.7155
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	3	0.7154
NAD-dependent protein deacetylase	Q9WYW0	NPD_THEMA	Thermotoga maritima	3	0.7154
Ephrin type-A receptor 2	P29317	EPHA2_HUMAN	Homo sapiens	3	0.7152
Ephrin type-A receptor 2	P29317	EPHA2_HUMAN	Homo sapiens	3	0.7152
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7150
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7150
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7144
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7144
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7104
Nuclear receptor subfamily 5 group A member 2	O00482	NR5A2_HUMAN	Homo sapiens	3	0.7104
DNA mismatch repair protein MutS	P23909	MUTS_ECOLI	Escherichia coli	3	0.7104
EbrA repressor	Q79SH7	Q79SH7_STRLI	Streptomyces lividans	3	0.7104
Nuclear receptor subfamily 5 group A member 2	O00482	NR5A2_HUMAN	Homo sapiens	3	0.7104
EbrA repressor	Q79SH7	Q79SH7_STRLI	Streptomyces lividans	3	0.7104
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	3	0.7102
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	3	0.7102
Acyl-coenzyme A synthetase ACSM2A, mitochondrial	Q08AH3	ACS2A_HUMAN	Homo sapiens	2	0.7091
Acyl-coenzyme A synthetase ACSM2A, mitochondrial	Q08AH3	ACS2A_HUMAN	Homo sapiens	2	0.7091
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7088
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7088
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7079
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7079
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.7066
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.7066
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7063
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7063
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7054
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7054
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7046
Neuropilin-1	O14786	NRP1_HUMAN	Homo sapiens	3	0.7046
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7037
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7037
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7028
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640	Q9CCZ4	Y2640_MYCLE	Mycobacterium leprae	3	0.7028
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	3	0.7027
Methyltransferase	D0VX01	D0VX01_WSLV	Wesselsbron virus	3	0.7027
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7021
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	2	0.7021
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7017
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7017
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7010
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7010

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