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(−)-pinoresinol

Family: Plantae - Urticaceae
Kingdom: Plantae
Class: Lignan

Canonical Smiles	COc1cc(ccc1O)[C@@H]1OC[C@@H]2[C@H]1CO[C@H]2c1ccc(c(c1)OC)O
InChI	InChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3/t13-,14-,19+,20+/m1/s1
InChIKey	HGXBRUKMWQGOIE-NSMLZSOPSA-N
Formula	C₂₀H₂₂O₆
HBA	6
HBD	2
MW	358.39
Rotatable Bonds	4
TPSA	77.38
LogP	3.19
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	26
Formal Charge	0
Fraction CSP3	0.4
Exact Mass	358.14
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Urtica dioica	Urticaceae	Plantae	3501
2	Urtica dioica	Urticaceae	Plantae	3501

Showing of synonyms

Schöttner M, Reiner J, et al. (1997). (+)-neo-olivil from roots of Urtica dioica. Phytochemistry,1997,46(6),1107-1109. [View]
Schöttner M, Reiner J, et al. (1997). Lignans from the roots of Urtica dioica and their metabolites bind to human sex hormone binding globulin (SHBG). Planta Medica,1997,63(6),529-532. [View] [PubMed]

Pubchem: 12309636

Cas: 81446-29-9

Zinc: ZINC000001667643

Chebi: 67245

Nmrshiftdb2: 60027980

Metabolights: MTBLC67245

Chembl: CHEMBL267963

Pdb Ligand: GEF

Bindingdb: 50208826

CPRiL: 65756

SMILES: c1ccccc1C(OC2)C(C23)COC3c4ccccc4

Level: 2

Mol. Weight: 358.39 g/mol

SMILES: C1OCC(C12)COC2c3ccccc3

Level: 1

Mol. Weight: 358.39 g/mol

SMILES: C1OCC(C12)COC2

Level: 0

Mol. Weight: 358.39 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 358.39 g/mol

Vasorelaxant

Absorption

Caco-2 (logPapp): -4.55
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.760
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.17

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.970
Plasma Protein Binding: 73.92
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Non-Inhibitor
CYP 1A2 Substrate: 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: Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.440
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.670
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.830
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 5.290
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: Toxic
T. Pyriformis: -5.340
Rat (Acute): 2.050
Rat (Chronic Oral): 2.330
Fathead Minnow: 4.020
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 435.560
Hydration Free Energy: -6.170
Log(D) at pH=7.4: 2.840
Log(P): 1.74
Log S: -4.69
Log(Vapor Pressure): -8.22
Melting Point: 179.79
pKa Acid: 8.51
pKa Basic: 4.36

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9469
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9469
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9406
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9406
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9402
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9402
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.9318
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.9318
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.9255
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.9255
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9116
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9116
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9011
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9011
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8808
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8808
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.8775
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.8775
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8692
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8692
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8575
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8575
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	3	0.8542
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	3	0.8542
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8536
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.8536
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8480
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8480
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8434
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8434
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8244
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8244
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8241
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8241
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	4	0.8209
Caffeic acid O-methyltransferase	Q9ZTU2	Q9ZTU2_LOLPR	Lolium perenne	4	0.8209
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8199
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8199
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8171
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8171
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8170
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8170
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8130
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8130
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8117
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8117
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8108
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.8108
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8098
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8098
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8049
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8049
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8036
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8036
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.8010
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.8010
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	4	0.7990
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	4	0.7990
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	3	0.7981
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	3	0.7981
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7976
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7976
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7928
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7928
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7886
ALK tyrosine kinase receptor	Q9UM73	ALK_HUMAN	Homo sapiens	3	0.7886
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.7778
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.7778
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7764
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7764
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7740
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.7740
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7688
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7688
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7647
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7647
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.7643
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.7643
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7614
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7614
Beta-lactamase	Q79MP6	Q79MP6_PSEAI	Pseudomonas aeruginosa	2	0.7584
Beta-lactamase	Q79MP6	Q79MP6_PSEAI	Pseudomonas aeruginosa	2	0.7584
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7542
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7542
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	4	0.7526
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	4	0.7526
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7516
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7516
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7511
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7511
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7504
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7504
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.7482
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	3	0.7482
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7462
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7462
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7460
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7460
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	3	0.7450
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	3	0.7450
Matrilysin	P09237	MMP7_HUMAN	Homo sapiens	3	0.7446
Matrilysin	P09237	MMP7_HUMAN	Homo sapiens	3	0.7446
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7445
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7445
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7435
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7435
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7405
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7405
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7399
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7399
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7393
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7393
Aspartokinase 1, chloroplastic	Q9LYU8	AK1_ARATH	Arabidopsis thaliana	3	0.7392
Aspartokinase 1, chloroplastic	Q9LYU8	AK1_ARATH	Arabidopsis thaliana	3	0.7392
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7389
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7389
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7375
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7375
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7373
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7373
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7365
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7365
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7362
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7362
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7354
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	2	0.7354
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7352
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7352
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7350
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	2	0.7350
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7344
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7344
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7341
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7341
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7332
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7332
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7330
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7330
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7311
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7311
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	3	0.7309
N-acetyltransferase domain-containing protein	Q9HV14	Q9HV14_PSEAE	Pseudomonas aeruginosa	3	0.7309
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7302
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7302
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7301
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7301
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7295
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7295
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7290
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	3	0.7290
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7287
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	2	0.7287
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7281
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7281
TamL	D3Y1I2	D3Y1I2_9ACTN	Streptomyces sp. 307-9	3	0.7269
TamL	D3Y1I2	D3Y1I2_9ACTN	Streptomyces sp. 307-9	3	0.7269
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7269
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7269
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7267
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7267
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7266
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.7266
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	3	0.7264
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	3	0.7264
Histone-lysine N-methyltransferase, H3 lysine-9 specific SUVH4	Q8GZB6	SUVH4_ARATH	Arabidopsis thaliana	3	0.7243
Histone-lysine N-methyltransferase, H3 lysine-9 specific SUVH4	Q8GZB6	SUVH4_ARATH	Arabidopsis thaliana	3	0.7243
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7238
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7238
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7231
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7231
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7229
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7229
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	2	0.7224
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	2	0.7224
Virulence sensor histidine kinase PhoQ	P0DM80	PHOQ_SALTY	Salmonella typhimurium	3	0.7223
Virulence sensor histidine kinase PhoQ	P0DM80	PHOQ_SALTY	Salmonella typhimurium	3	0.7223
Histone-lysine N-methyltransferase EHMT2	Q96KQ7	EHMT2_HUMAN	Homo sapiens	3	0.7210
Histone-lysine N-methyltransferase EHMT2	Q96KQ7	EHMT2_HUMAN	Homo sapiens	3	0.7210
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	3	0.7208
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	3	0.7208
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7206
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7206
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7194
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7194
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7194
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7194
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7192
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7192
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7183
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7183
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7182
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	2	0.7182
Transitional endoplasmic reticulum ATPase	P55072	TERA_HUMAN	Homo sapiens	3	0.7177
Transitional endoplasmic reticulum ATPase	P55072	TERA_HUMAN	Homo sapiens	3	0.7177
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7166
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7166
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7164
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7164
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7162
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7162
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7159
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7159
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7157
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7157
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.7157
Gag-Pol polyprotein	P12497	POL_HV1N5	Human immunodeficiency virus type 1 group M subtype B	2	0.7157
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	2	0.7155
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	2	0.7155
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	P0AF12	MTNN_ECOLI	Escherichia coli	2	0.7153
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	P0AF12	MTNN_ECOLI	Escherichia coli	2	0.7153
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7138
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7138
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7137
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	2	0.7137
N-terminal acetyltransferase A complex subunit NAT1	P12945	NAT1_YEAST	Saccharomyces cerevisiae	2	0.7137
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7137
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	2	0.7137
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7137
Aminopeptidase N	P04825	AMPN_ECOLI	Escherichia coli	3	0.7133
Aminopeptidase N	P04825	AMPN_ECOLI	Escherichia coli	3	0.7133
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	2	0.7130
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	2	0.7130
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	3	0.7129
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	3	0.7129
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7128
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7128
NADPH-dependent 7-cyano-7-deazaguanine reductase	Q9KTK0	QUEF_VIBCH	Vibrio cholerae serotype O1	3	0.7120
NADPH-dependent 7-cyano-7-deazaguanine reductase	Q9KTK0	QUEF_VIBCH	Vibrio cholerae serotype O1	3	0.7120
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7115
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	3	0.7115
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7109
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7109
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7108
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7108
Purine nucleoside phosphorylase DeoD-type	O34925	DEOD_BACSU	Bacillus subtilis	2	0.7105
Purine nucleoside phosphorylase DeoD-type	O34925	DEOD_BACSU	Bacillus subtilis	2	0.7105
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7104
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7104
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7103
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7103
Inosine-5'-monophosphate dehydrogenase	P50097	IMDH_TRIFO	Tritrichomonas foetus	2	0.7100
Inosine-5'-monophosphate dehydrogenase	P50097	IMDH_TRIFO	Tritrichomonas foetus	2	0.7100
Nicotinamide phosphoribosyltransferase	P43490	NAMPT_HUMAN	Homo sapiens	2	0.7096
Nicotinamide phosphoribosyltransferase	P43490	NAMPT_HUMAN	Homo sapiens	2	0.7096
ATP-dependent protease subunit HslV	P0A7B8	HSLV_ECOLI	Escherichia coli	3	0.7092
ATP-dependent protease subunit HslV	P0A7B8	HSLV_ECOLI	Escherichia coli	3	0.7092
L-aspartate semialdehyde sulfurtransferase	Q57564	Y100_METJA	Methanocaldococcus jannaschii	4	0.7090
L-aspartate semialdehyde sulfurtransferase	Q57564	Y100_METJA	Methanocaldococcus jannaschii	4	0.7090
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7086
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7086
RAC-alpha serine/threonine-protein kinase	P31749	AKT1_HUMAN	Homo sapiens	4	0.7083
RAC-alpha serine/threonine-protein kinase	P31749	AKT1_HUMAN	Homo sapiens	4	0.7083
Histone-lysine N-methyltransferase 2A	Q03164	KMT2A_HUMAN	Homo sapiens	3	0.7082
Histone-lysine N-methyltransferase 2A	Q03164	KMT2A_HUMAN	Homo sapiens	3	0.7082
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7077
Hypoxanthine-guanine phosphoribosyltransferase	P00492	HPRT_HUMAN	Homo sapiens	3	0.7077
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7077
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7077
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7068
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7068
Formate--tetrahydrofolate ligase	Q2RM91	FTHS_MOOTA	Moorella thermoacetica	2	0.7056
Formate--tetrahydrofolate ligase	Q2RM91	FTHS_MOOTA	Moorella thermoacetica	2	0.7056
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	2	0.7050
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	2	0.7050
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7042
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7042
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7038
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7038
RIO-type serine/threonine-protein kinase Rio1	O28471	RIO1_ARCFU	Archaeoglobus fulgidus	2	0.7037
RIO-type serine/threonine-protein kinase Rio1	O28471	RIO1_ARCFU	Archaeoglobus fulgidus	2	0.7037
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	3	0.7030
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	3	0.7030
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7029
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7029
D-alanyl-D-alanine carboxypeptidase	P15555	DAC_STRSR	Streptomyces sp	2	0.7015
D-alanyl-D-alanine carboxypeptidase	P15555	DAC_STRSR	Streptomyces sp	2	0.7015
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7003
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7003

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