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11beta-methoxycurvularin

Family: Fungi - Trichocomaceae
Kingdom: Fungi
Class: Lactone
- Subclass: Macrolide

Canonical Smiles	CO[C@@H]1CCC[C@H](C)OC(=O)Cc2c(C(=O)C1)c(O)cc(c2)O
InChI	InChI=1S/C17H22O6/c1-10-4-3-5-13(22-2)9-15(20)17-11(7-16(21)23-10)6-12(18)8-14(17)19/h6,8,10,13,18-19H,3-5,7,9H2,1-2H3/t10-,13+/m0/s1
InChIKey	LBVPDFGFLMFDPI-GXFFZTMASA-N
Formula	C₁₇H₂₂O₆
HBA	6
HBD	2
MW	322.36
Rotatable Bonds	1
TPSA	93.06
LogP	2.34
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	23
Formal Charge	0
Fraction CSP3	0.53
Exact Mass	322.14
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Penicillium species	Trichocomaceae	Fungi	5073

Showing of synonyms

Aly AH, Debbab A, et al. (2011). NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum. Bioorganic and Medicinal Chemistry,2011,19(1),414-421. [View] [PubMed]

Pubchem: 14829839

Cas: 134933-23-6

Zinc: ZINC000013412701

Nmrshiftdb2: 80008150

Chembl: CHEMBL1643633

No compound-protein relationship available.

SMILES: c1cccc(c12)CC(=O)OCCCCCCC2=O

Level: 0

Mol. Weight: 322.36 g/mol

Antitumor

Absorption

Caco-2 (logPapp): -4.8
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.850
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.03

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.530
Plasma Protein Binding: 38.46
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: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 11.230
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.120
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: -1.050
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.840
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Toxic
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -1.290
Rat (Acute): 1.890
Rat (Chronic Oral): 2.240
Fathead Minnow: 4.010
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 411.580
Hydration Free Energy: -10.420
Log(D) at pH=7.4: 1.330
Log(P): 2.03
Log S: -3.23
Log(Vapor Pressure): -7.02
Melting Point: 186.91
pKa Acid: 7.73
pKa Basic: 6.36

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.9265
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.9265
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.9219
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.9219
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.9218
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.9218
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.9179
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.9179
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.9156
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	3	0.9156
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.9143
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.9143
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.9102
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.9102
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.9061
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.9061
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.8992
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.8992
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8984
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8984
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8966
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8966
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8959
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8959
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8829
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8829
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.8672
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.8672
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8621
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8621
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8583
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8583
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8531
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8531
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8424
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8424
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.8292
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.8292
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8274
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.8274
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8218
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8218
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.8210
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.8210
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8193
DNA gyrase subunit A	P0AES5	GYRA_SHIFL	Shigella flexneri	3	0.8193
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8172
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8172
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8098
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8098
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8079
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8079
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8071
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.8071
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7986
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7986
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7936
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7936
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7924
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7924
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7892
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7892
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7797
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7797
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7744
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7744
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7719
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Q81LL4	MTNN_BACAN	Bacillus anthracis	3	0.7719
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7658
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7658
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7649
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7649
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7596
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	P62617	ISPF_ECOLI	Escherichia coli	3	0.7596
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7591
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7591
4-hydroxyphenylacetate 3-monooxygenase, reductase component	Q5SJP7	HPAC_THET8	Thermus thermophilus	3	0.7588
4-hydroxyphenylacetate 3-monooxygenase, reductase component	Q5SJP7	HPAC_THET8	Thermus thermophilus	3	0.7588
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7584
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7584
Oxygen-insensitive NAD(P)H nitroreductase	P38489	NFSB_ECOLI	Escherichia coli	3	0.7554
Oxygen-insensitive NAD(P)H nitroreductase	P38489	NFSB_ECOLI	Escherichia coli	3	0.7554
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.7508
cAMP-dependent protein kinase type I-alpha regulatory subunit	P00514	KAP0_BOVIN	Bos taurus	3	0.7508
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7507
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7507
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7493
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7493
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7485
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7485
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	2	0.7484
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	2	0.7484
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7423
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7423
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7407
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7407
Flavin-dependent thymidylate synthase	Q9WYT0	THYX_THEMA	Thermotoga maritima	3	0.7369
Flavin-dependent thymidylate synthase	Q9WYT0	THYX_THEMA	Thermotoga maritima	3	0.7369
Dihydrofolate reductase	P0ABQ4	DYR_ECOLI	Escherichia coli	3	0.7364
Dihydrofolate reductase	P0ABQ4	DYR_ECOLI	Escherichia coli	3	0.7364
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7357
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7357
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7346
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7346
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	4	0.7324
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	4	0.7324
D-mycarose 3-C-methyltransferase	Q194Q4	Q194Q4_STRAA	Streptomyces argillaceus	4	0.7321
D-mycarose 3-C-methyltransferase	Q194Q4	Q194Q4_STRAA	Streptomyces argillaceus	4	0.7321
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7317
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7317
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7306
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7306
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7299
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7299
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7296
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7296
Ribosome-inactivating protein 3	P25891	RIP3_MAIZE	Zea mays	3	0.7291
Ribosome-inactivating protein 3	P25891	RIP3_MAIZE	Zea mays	3	0.7291
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7289
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7289
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7277
Metallo-beta-lactamase type 2	C7C422	BLAN1_KLEPN	Klebsiella pneumoniae	2	0.7277
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7240
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7240
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7227
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7227
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7223
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7223
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7217
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7217
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7215
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7215
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.7211
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.7211
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7201
LIM domain kinase 1	P53667	LIMK1_HUMAN	Homo sapiens	2	0.7201
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7195
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7195
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7195
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7195
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7173
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7173
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7171
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7171
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7141
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7141
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7136
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7136
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7118
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7118
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7107
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7107
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7107
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7107
tRNA (adenine(9)-N1)-methyltransferase	Q4J894	TRM10_SULAC	Sulfolobus acidocaldarius	3	0.7094
tRNA (adenine(9)-N1)-methyltransferase	Q4J894	TRM10_SULAC	Sulfolobus acidocaldarius	3	0.7094
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7091
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7091
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7086
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.7086
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7081
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7081
Petrobactin biosynthesis protein AsbB	Q81RQ8	Q81RQ8_BACAN	Bacillus anthracis	3	0.7072
Petrobactin biosynthesis protein AsbB	Q81RQ8	Q81RQ8_BACAN	Bacillus anthracis	3	0.7072
Tyrosine 3-monooxygenase	P04177	TY3H_RAT	Rattus norvegicus	3	0.7070
Tyrosine 3-monooxygenase	P04177	TY3H_RAT	Rattus norvegicus	3	0.7070
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7046
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7046
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7038
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7038
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	2	0.7034
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	2	0.7034
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7027
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7027
CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1	Q02745	SIA4A_PIG	Sus scrofa	4	0.7016
CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1	Q02745	SIA4A_PIG	Sus scrofa	4	0.7016
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7011
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7011

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