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(-)-prantschimgin

Family: Apiaceae
Kingdom: Plantae
Class: Coumarin

Canonical Smiles	CC(=CC(=O)OC([C@H]1Oc2c(C1)cc1c(c2)oc(=O)cc1)(C)C)C
InChI	InChI=1S/C19H20O5/c1-11(2)7-18(21)24-19(3,4)16-9-13-8-12-5-6-17(20)23-14(12)10-15(13)22-16/h5-8,10,16H,9H2,1-4H3/t16-/m0/s1
InChIKey	PQCLZBCFLJVBGA-INIZCTEOSA-N
Formula	C₁₉H₂₀O₅
HBA	5
HBD	0
MW	328.36
Rotatable Bonds	3
TPSA	65.74
LogP	3.38
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	24
Formal Charge	0
Fraction CSP3	0.37
Exact Mass	328.13
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ferula lutea	Apiaceae	Plantae	52470

Showing of synonyms

Ben Salem S, Jabrane A, et al. (2013). New bioactive dihydrofuranocoumarins from the roots of the Tunisian Ferula lutea (Poir.) Maire.. Bioorganic and Medicinal Chemistry Letters,2013,23(14),4248-4252. [View] [PubMed]

Pubchem: 908164

Cas: 13209-79-5

Zinc: ZINC000005817054

Nmrshiftdb2: 60062109

Chembl: CHEMBL2402007

Bindingdb: 50492399

CPRiL: 179312

SMILES: C1COc(c12)cc3c(c2)ccc(=O)o3

Level: 0

Mol. Weight: 188.18 g/mol

Antioxidant

Cytotoxic

Absorption

Caco-2 (logPapp): -4.71
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.37
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.38

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.05
Plasma Protein Binding: 65.51
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: 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: 6.04
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.49
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.59
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.14
Micronucleos: Toxic
NR-AhR: Toxic
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: 1.68
Rat (Acute): 2.29
Rat (Chronic Oral): 1.5
Fathead Minnow: 4.7
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: 410.9
Hydration Free Energy: -7.8
Log(D) at pH=7.4: 3.47
Log(P): 3.77
Log S: -5.14
Log(Vapor Pressure): -6.62
Melting Point: 133.78
pKa Acid: 7.98
pKa Basic: 5.94

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.9403
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.9403
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8987
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8987
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8938
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8938
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8914
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8914
Metapyrocatechase	Q7WYF5	Q7WYF5_9PSED	Pseudomonas alkylphenolica	3	0.8822
Metapyrocatechase	Q7WYF5	Q7WYF5_9PSED	Pseudomonas alkylphenolica	3	0.8822
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8795
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8795
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	3	0.8716
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	3	0.8716
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8709
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8709
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.8625
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.8625
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8615
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8615
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8612
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8612
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8567
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	3	0.8567
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8566
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8566
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8459
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8459
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8416
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8416
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8368
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8368
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8330
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8330
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8319
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8319
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8294
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.8294
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8274
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.8274
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8232
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8232
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.8191
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.8191
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8177
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8177
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8175
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8175
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.8169
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.8169
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.8162
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.8162
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8096
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8096
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8052
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8052
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8041
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8041
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	4	0.8024
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	4	0.8024
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8015
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8015
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8011
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8011
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7981
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7981
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7881
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7881
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7846
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7846
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7795
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7795
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7790
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7790
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7761
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7761
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7741
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7741
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7719
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7719
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7708
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7708
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7682
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7682
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7661
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7661
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7654
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7654
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7620
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7620
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7609
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7609
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7609
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7609
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7604
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7604
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7576
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7576
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7571
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7571
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7568
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7568
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7559
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7559
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7557
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7557
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7557
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7557
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7553
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7553
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7541
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7541
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7533
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7533
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7522
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7522
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7517
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7517
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7502
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7502
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7497
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7497
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7494
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7494
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7483
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7483
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7468
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7468
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	2	0.7462
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	2	0.7462
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7458
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7458
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7455
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7455
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7448
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7448
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7432
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7432
Prolyl endopeptidase	P23687	PPCE_PIG	Sus scrofa	3	0.7422
Prolyl endopeptidase	P23687	PPCE_PIG	Sus scrofa	3	0.7422
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7412
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7412
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	2	0.7398
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	2	0.7398
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7395
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7395
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	2	0.7383
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	2	0.7383
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7378
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	2	0.7378
Prolyl endopeptidase	P23687	PPCE_PIG	Sus scrofa	3	0.7375
Prolyl endopeptidase	P23687	PPCE_PIG	Sus scrofa	3	0.7375
Vitamin D(3) 25-hydroxylase	C4B644	CPVDH_PSEAH	Pseudonocardia autotrophica	3	0.7374
Vitamin D(3) 25-hydroxylase	C4B644	CPVDH_PSEAH	Pseudonocardia autotrophica	3	0.7374
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7355
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7355
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7354
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.7354
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7349
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7349
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7338
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7338
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	2	0.7333
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	2	0.7333
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7322
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7322
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7315
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7315
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7307
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7307
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	2	0.7289
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	2	0.7289
Alpha-tocopherol transfer protein	Q8BWP5	TTPA_MOUSE	Mus musculus	4	0.7285
Alpha-tocopherol transfer protein	Q8BWP5	TTPA_MOUSE	Mus musculus	4	0.7285
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7284
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7284
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	2	0.7281
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	2	0.7281
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7278
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7278
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7261
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7261
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	2	0.7258
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	2	0.7258
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7213
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7213
N-alpha-acetyltransferase 50	Q9GZZ1	NAA50_HUMAN	Homo sapiens	3	0.7211
N-alpha-acetyltransferase 50	Q9GZZ1	NAA50_HUMAN	Homo sapiens	3	0.7211
Sulfotransferase 1A1	P50225	ST1A1_HUMAN	Homo sapiens	2	0.7195
Sulfotransferase 1A1	P50225	ST1A1_HUMAN	Homo sapiens	2	0.7195
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7191
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7191
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	2	0.7169
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	2	0.7169
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7130
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7130
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7121
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7121
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7120
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7120
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7097
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7097
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7042
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7042
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	3	0.7032
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	3	0.7032
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7030
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7030
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7028
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7028
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7026
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7026
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7013
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7013

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