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Coladin

Family: Plantae - Apiaceae
Kingdom: Plantae
Class: Coumarin
- Subclass: Sesquiterpene Coumarin

Canonical Smiles	CC(=O)O[C@@H]1CC[C@@]2([C@@H](C1(C)C)CCC(=C)[C@H]2COc1ccc2c(c1)oc(=O)cc2)C
InChI	InChI=1S/C26H32O5/c1-16-6-10-22-25(3,4)23(30-17(2)27)12-13-26(22,5)20(16)15-29-19-9-7-18-8-11-24(28)31-21(18)14-19/h7-9,11,14,20,22-23H,1,6,10,12-13,15H2,2-5H3/t20-,22-,23-,26+/m1/s1
InChIKey	MNGYOFNIAOWXIT-DNRBGDKYSA-N
Formula	C₂₆H₃₂O₅
HBA	5
HBD	0
MW	424.54
Rotatable Bonds	4
TPSA	65.74
LogP	5.51
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	31
Formal Charge	0
Fraction CSP3	0.54
Exact Mass	424.22
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ferula sinaica	Apiaceae	Plantae	1514050

Showing of synonyms

Ahmed AA, Hegazy MEF, et al. (2007). Ferulsinaic acid, a sesquiterpene coumarin with a rare carbon skeleton from Ferula species. Phytochemistry,2007,68(5),680-686. [View]

Pubchem: 1765141

Cas: 54631-86-6

Zinc: ZINC000002110192

Nmrshiftdb2: 60079922

Comptox: DTXSID30203067

No compound-protein relationship available.

SMILES: C1CCCC(C12)CCC(=C)C2COc(cc3)cc(c34)oc(=O)cc4

Level: 1

Mol. Weight: 424.54 g/mol

SMILES: C=C(C1)CCC(C12)CCCC2

Level: 0

Mol. Weight: 424.54 g/mol

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

Level: 0

Mol. Weight: 424.54 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.89
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.58
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.26

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.55
Plasma Protein Binding: 96.39
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Non-Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 6.13
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.95
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.15
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.8
Micronucleos: Safe
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: -38.38
Rat (Acute): 2.78
Rat (Chronic Oral): 1.67
Fathead Minnow: 4.26
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: 471.72
Hydration Free Energy: -3.76
Log(D) at pH=7.4: 4.31
Log(P): 5.27
Log S: -6.23
Log(Vapor Pressure): -8.29
Melting Point: 131.42
pKa Acid: 8.48
pKa Basic: 6.59

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.9748
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.9748
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.9746
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.9746
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.9731
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.9731
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	3	0.9653
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	3	0.9653
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.9559
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.9559
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.9505
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.9505
Metapyrocatechase	Q7WYF5	Q7WYF5_9PSED	Pseudomonas alkylphenolica	3	0.9448
Metapyrocatechase	Q7WYF5	Q7WYF5_9PSED	Pseudomonas alkylphenolica	3	0.9448
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.9170
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.9170
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9089
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.9089
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8857
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8857
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8726
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8726
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8619
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8619
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8616
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8616
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8547
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8547
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.8482
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.8482
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8444
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8444
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.8410
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.8410
glutaryl-CoA dehydrogenase (ETF)	Q3JP94	Q3JP94_BURP1	Burkholderia pseudomallei	2	0.8404
glutaryl-CoA dehydrogenase (ETF)	Q3JP94	Q3JP94_BURP1	Burkholderia pseudomallei	2	0.8404
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8391
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8391
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8366
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8366
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8216
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8216
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.8185
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.8185
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	2	0.8082
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	2	0.8082
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8057
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8057
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.8054
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.8054
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	4	0.7990
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	4	0.7990
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7929
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7929
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7928
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7928
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7898
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7898
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7890
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7890
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7848
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7848
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7834
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7834
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7818
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7818
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	2	0.7779
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	2	0.7779
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7775
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7775
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7741
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7741
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7735
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7735
cGMP-dependent protein kinase 1	P00516	KGP1_BOVIN	Bos taurus	3	0.7730
cGMP-dependent protein kinase 1	P00516	KGP1_BOVIN	Bos taurus	3	0.7730
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	2	0.7715
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	2	0.7715
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7703
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7703
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7643
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7643
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7624
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7624
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7616
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7616
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7610
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7610
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	2	0.7594
Gag-Pol polyprotein	P03366	POL_HV1B1	Human immunodeficiency virus type 1 group M subtype B	2	0.7594
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7591
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7591
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7591
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7591
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7559
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	2	0.7559
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	2	0.7550
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	2	0.7550
Uridine phosphorylase	Q5XA29	Q5XA29_STRP6	Streptococcus pyogenes serotype M6	3	0.7546
Uridine phosphorylase	Q5XA29	Q5XA29_STRP6	Streptococcus pyogenes serotype M6	3	0.7546
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7518
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7518
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	2	0.7516
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	2	0.7516
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7495
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7495
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7490
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7490
DNA topoisomerase 1	P06612	TOP1_ECOLI	Escherichia coli	3	0.7475
DNA topoisomerase 1	P06612	TOP1_ECOLI	Escherichia coli	3	0.7475
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7461
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7461
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7454
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7454
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7453
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	2	0.7453
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7435
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7435
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7428
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7428
AGAP003309-PA	A0A1U7F4W2	A0A1U7F4W2_ANOGA	Anopheles gambiae	2	0.7424
AGAP003309-PA	A0A1U7F4W2	A0A1U7F4W2_ANOGA	Anopheles gambiae	2	0.7424
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7391
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7391
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase	O67060	ISPE_AQUAE	Aquifex aeolicus	2	0.7383
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase	O67060	ISPE_AQUAE	Aquifex aeolicus	2	0.7383
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7380
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7380
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	2	0.7370
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	2	0.7370
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7340
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7340
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7339
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7339
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7339
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7339
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	2	0.7326
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	2	0.7326
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7321
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7321
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7320
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7320
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7309
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7309
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7298
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	2	0.7298
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	2	0.7286
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	2	0.7286
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7285
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	2	0.7285
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7266
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7266
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7250
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7250
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7246
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7246
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7239
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	2	0.7239
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	2	0.7234
RNA-dependent RNA polymerase	Q6A562	Q6A562_9VIRU	Thosea asigna virus	2	0.7234
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7223
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7223
Aromatic-amino-acid aminotransferase	P95468	TYRB_PARDE	Paracoccus denitrificans	2	0.7223
Aromatic-amino-acid aminotransferase	P95468	TYRB_PARDE	Paracoccus denitrificans	2	0.7223
Aldo-keto reductase family 1 member B1	P80276	ALDR_PIG	Sus scrofa	2	0.7214
Aldo-keto reductase family 1 member B1	P80276	ALDR_PIG	Sus scrofa	2	0.7214
Cytochrome P450 2E1	P05181	CP2E1_HUMAN	Homo sapiens	3	0.7204
Cytochrome P450 2E1	P05181	CP2E1_HUMAN	Homo sapiens	3	0.7204
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7180
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7180
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7176
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	2	0.7176
Aldo-keto reductase family 1 member A1	P50578	AK1A1_PIG	Sus scrofa	3	0.7171
Aldo-keto reductase family 1 member A1	P50578	AK1A1_PIG	Sus scrofa	3	0.7171
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	2	0.7170
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	2	0.7170
Eugenol synthase 1	Q15GI4	EGS1_OCIBA	Ocimum basilicum	3	0.7167
Eugenol synthase 1	Q15GI4	EGS1_OCIBA	Ocimum basilicum	3	0.7167
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7165
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	2	0.7165
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7159
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7159
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7152
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	2	0.7152
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7135
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	2	0.7135
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7135
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	2	0.7135
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7134
Focal adhesion kinase 1	Q05397	FAK1_HUMAN	Homo sapiens	2	0.7134
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7124
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7124
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7117
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7117
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7109
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7109
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7105
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7105
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7104
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7104
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7101
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7101
Glutathione S-transferase A1	P08263	GSTA1_HUMAN	Homo sapiens	2	0.7094
Glutathione S-transferase A1	P08263	GSTA1_HUMAN	Homo sapiens	2	0.7094
Trichosurin	Q29147	TRIC_TRIVU	Trichosurus vulpecula	2	0.7081
Trichosurin	Q29147	TRIC_TRIVU	Trichosurus vulpecula	2	0.7081
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7078
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.7078
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7077
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7077
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	2	0.7074
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	2	0.7074
Glutathione S-transferase P	P09211	GSTP1_HUMAN	Homo sapiens	2	0.7044
Glutathione S-transferase P	P09211	GSTP1_HUMAN	Homo sapiens	2	0.7044
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	2	0.7036
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	2	0.7036
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7033
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7033
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7026
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7026
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7023
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7023
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	2	0.7019
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	2	0.7019

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