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3,4'-dimethoxy-5,7-diacetoxyflavone

Family: Plantae - Rubiaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavone

Canonical Smiles	COc1ccc(cc1)c1oc2cc(OC(=O)C)cc(c2c(=O)c1OC)OC(=O)C
InChI	InChI=1S/C21H18O8/c1-11(22)27-15-9-16(28-12(2)23)18-17(10-15)29-20(21(26-4)19(18)24)13-5-7-14(25-3)8-6-13/h5-10H,1-4H3
InChIKey	OXRCQEMNONCHMK-UHFFFAOYSA-N
Formula	C₂₁H₁₈O₈
HBA	8
HBD	0
MW	398.37
Rotatable Bonds	5
TPSA	101.27
LogP	3.33
Number Rings	3
Number Aromatic Rings	3
Heavy Atom Count	29
Formal Charge	0
Fraction CSP3	0.19
Exact Mass	398.1
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Gardenia ternifolia	Rubiaceae	Plantae	1237590

Showing of synonyms

Awas E, Omosa LK, et al. (2016). Antioxidant activities of flavonoid aglycones from Kenyan Gardenia ternifolia Schum and Thonn. IOSR Journal of Pharmacy and Biological Sciences,2016,11(3),136-141. [View] [PubMed]

Pubchem: 233390

Cas: 6320-37-2

Zinc: ZINC000001664049

Chembl: CHEMBL74644

Comptox: DTXSID00212565

No compound-protein relationship available.

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

Level: 1

Mol. Weight: 398.37 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 398.37 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 398.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.42
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.590
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.49

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.260
Plasma Protein Binding: 65.29
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Non-Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: 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: 4.590
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 1.570
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.390
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 7.340
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: -10.410
Rat (Acute): 2.630
Rat (Chronic Oral): 1.990
Fathead Minnow: 5.460
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: 483.430
Hydration Free Energy: -7.550
Log(D) at pH=7.4: 2.730
Log(P): 2.94
Log S: -5.12
Log(Vapor Pressure): -7.81
Melting Point: 160.85
pKa Acid: 8.61
pKa Basic: 2.17

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9747
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.9747
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9727
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9727
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9643
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9643
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9570
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9570
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9380
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9380
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9115
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.9115
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.9073
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.9073
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.9023
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.9023
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8977
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8977
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8976
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8976
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8976
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8976
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8975
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8975
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8890
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8890
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8862
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8862
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8857
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8857
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8691
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.8691
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8588
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8588
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.8505
Squalene synthase	P37268	FDFT_HUMAN	Homo sapiens	3	0.8505
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase	Q46381	BPHB_COMTE	Comamonas testosteroni	3	0.8476
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase	Q46381	BPHB_COMTE	Comamonas testosteroni	3	0.8476
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8447
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8447
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8428
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.8428
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8426
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8426
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.8365
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	4	0.8365
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8332
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8332
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8308
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8308
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8301
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8301
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8286
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8286
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8234
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8234
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8226
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8226
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8221
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8221
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.8143
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	3	0.8143
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.8128
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.8128
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.8120
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.8120
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8071
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8071
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.8048
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	4	0.8048
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8030
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.8030
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7964
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7964
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7955
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7955
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7948
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7948
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7947
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7947
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7939
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7939
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7935
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7935
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7932
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7932
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7931
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7931
Beta-adrenergic receptor kinase 1	P25098	ARBK1_HUMAN	Homo sapiens	3	0.7921
Beta-adrenergic receptor kinase 1	P25098	ARBK1_HUMAN	Homo sapiens	3	0.7921
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7906
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7906
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7905
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7905
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7868
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7868
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.7853
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	3	0.7853
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7840
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7840
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7821
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7821
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7818
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7818
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7816
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7816
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7779
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7779
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7776
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7776
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7769
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7769
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7766
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7766
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7743
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7743
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7741
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7741
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7716
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7716
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7680
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7680
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7680
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7680
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7679
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7679
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7676
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7676
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7664
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7664
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7655
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7655
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7649
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7649
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	3	0.7645
tyrosine--tRNA ligase	Q4QFJ7	Q4QFJ7_LEIMA	Leishmania major	3	0.7645
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7631
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7631
Beta sliding clamp	P0A988	DPO3B_ECOLI	Escherichia coli	3	0.7610
Beta sliding clamp	P0A988	DPO3B_ECOLI	Escherichia coli	3	0.7610
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	3	0.7584
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	3	0.7584
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7582
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	3	0.7582
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7566
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7566
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P49354	FNTA_HUMAN	Homo sapiens	3	0.7560
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	P49354	FNTA_HUMAN	Homo sapiens	3	0.7560
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	2	0.7551
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7551
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7551
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	2	0.7551
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7521
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7521
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7518
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7518
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7515
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7515
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7511
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.7511
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7492
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7492
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7485
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7485
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	3	0.7485
Dihydroflavonol 4-reductase	P51110	DFRA_VITVI	Vitis vinifera	3	0.7485
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7472
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7472
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7460
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7460
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7455
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7455
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	3	0.7451
cAMP-dependent protein kinase type II-beta regulatory subunit	P12369	KAP3_RAT	Rattus norvegicus	3	0.7451
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7445
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7445
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	3	0.7442
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	3	0.7442
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7435
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7435
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7423
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7423
NAD(P)H dehydrogenase [quinone] 1	P15559	NQO1_HUMAN	Homo sapiens	3	0.7409
NAD(P)H dehydrogenase [quinone] 1	P15559	NQO1_HUMAN	Homo sapiens	3	0.7409
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7407
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7407
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7400
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7400
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7399
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7399
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7371
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7371
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7371
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7371
Nucleoprotein	P33469	NCAP_CVHOC	Human coronavirus OC43	3	0.7366
Nucleoprotein	P33469	NCAP_CVHOC	Human coronavirus OC43	3	0.7366
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7362
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7362
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	3	0.7352
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	3	0.7352
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7350
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7350
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7340
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7340
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7338
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7338
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7337
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7337
Acetyl-CoA carboxylase 2	O00763	ACACB_HUMAN	Homo sapiens	4	0.7336
Acetyl-CoA carboxylase 2	O00763	ACACB_HUMAN	Homo sapiens	4	0.7336
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7317
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	5	0.7317
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	2	0.7315
Peroxisome proliferator-activated receptor gamma	P37231	PPARG_HUMAN	Homo sapiens	2	0.7315
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7313
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	2	0.7313
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7307
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7307
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7305
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7305
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7298
Beta-lactamase	Q9L5C8	Q9L5C8_ECOLX	Escherichia coli	3	0.7298
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	2	0.7297
Caspase-3	P42574	CASP3_HUMAN	Homo sapiens	2	0.7297
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7294
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7294
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7294
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.7294
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7286
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7286
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7280
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7280
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.7272
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	4	0.7272
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7271
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7271
Casein kinase II subunit alpha'	P19784	CSK22_HUMAN	Homo sapiens	3	0.7269
Casein kinase II subunit alpha'	P19784	CSK22_HUMAN	Homo sapiens	3	0.7269
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	2	0.7245
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	2	0.7245
Heat shock protein 75 kDa, mitochondrial	Q12931	TRAP1_HUMAN	Homo sapiens	3	0.7243
Heat shock protein 75 kDa, mitochondrial	Q12931	TRAP1_HUMAN	Homo sapiens	3	0.7243
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7240
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7240
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7239
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7239
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7233
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	3	0.7233
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7224
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7224
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7219
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7219
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7214
Poly [ADP-ribose] polymerase tankyrase-2	Q9H2K2	TNKS2_HUMAN	Homo sapiens	4	0.7214
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7211
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7211
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7193
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7193
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7190
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7190
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7186
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	2	0.7186
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7186
TetR family transcriptional regulator	Q58L87	Q58L87_MYCSM	Mycolicibacterium smegmatis	2	0.7186
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7165
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7165
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7161
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	4	0.7161
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7158
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7158
Neutrophil collagenase	P22894	MMP8_HUMAN	Homo sapiens	2	0.7157
Neutrophil collagenase	P22894	MMP8_HUMAN	Homo sapiens	2	0.7157
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	2	0.7151
Angiotensin-converting enzyme 2	Q9BYF1	ACE2_HUMAN	Homo sapiens	2	0.7151
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7142
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	4	0.7142
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	4	0.7126
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	4	0.7126
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	4	0.7126
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	4	0.7126
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7114
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7114
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7110
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7110
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7108
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7108
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	2	0.7106
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	2	0.7106
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7104
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7104
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7093
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7093
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7089
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7089
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7085
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7085
Pantothenate synthetase	P9WIL4	PANC_MYCTO	Mycobacterium tuberculosis	2	0.7084
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7084
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7084
Pantothenate synthetase	P9WIL4	PANC_MYCTO	Mycobacterium tuberculosis	2	0.7084
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7067
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	3	0.7067
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7067
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	2	0.7067
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7066
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7066
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7061
ABC-type polar amino acid transport system, ATPase component	Q8RCC2	Q8RCC2_CALS4	Caldanaerobacter subterraneus subsp. tengcongensis	2	0.7061
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	2	0.7049
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	2	0.7049
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7045
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7045
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7042
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7042
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7036
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7036
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7024
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7024
Orotidine 5'-phosphate decarboxylase	Q5L0U0	PYRF_GEOKA	Geobacillus kaustophilus	3	0.7020
Orotidine 5'-phosphate decarboxylase	Q5L0U0	PYRF_GEOKA	Geobacillus kaustophilus	3	0.7020
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7009
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7009

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