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Cystodione B

Family: Chromista - Sargassaceae-Fucaceae
Kingdom: Chromista
Class: Terpenoid
- Subclass: Meroditerpenoid

Canonical Smiles	COc1c(/C=C/C(CC(=O)/C=C(/CCCC(C(=O)/C=C/C(O)(C)C)C)\C)(O)C)cc(cc1C)O
InChI	InChI=1S/C28H40O6/c1-19(9-8-10-20(2)25(31)12-13-27(4,5)32)15-24(30)18-28(6,33)14-11-22-17-23(29)16-21(3)26(22)34-7/h11-17,20,29,32-33H,8-10,18H2,1-7H3/b13-12+,14-11+,19-15+
InChIKey	KQMOBTZIZPBRGT-NJVZEBFXSA-N
Formula	C₂₈H₄₀O₆
HBA	6
HBD	3
MW	472.62
Rotatable Bonds	13
TPSA	104.06
LogP	5.08
Number Rings	1
Number Aromatic Rings	1
Heavy Atom Count	34
Formal Charge	0
Fraction CSP3	0.5
Exact Mass	472.28
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cystoseira usneoides	Sargassaceae-Fucaceae	Chromista	590723

Showing of synonyms

de Los Reyes C, Zbakh H, et al. (2013). Antioxidant and anti-inflammatory meroterpenoids from the brown alga Cystoseira usneoides. Journal of Natural Products,2013,76(4),621-629. [View] [PubMed]

Pubchem: 71665622

Nmrshiftdb2: 70030208

Chembl: CHEMBL2333076

No compound-protein relationship available.

SMILES: c1ccccc1

Level: 0

Mol. Weight: 472.62 g/mol

Antiinflammatory property

Antioxidant

Absorption

Caco-2 (logPapp): -4.73
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.790
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: -2.3

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.810
Plasma Protein Binding: 54.01
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 6.820
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.630
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.460
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 7.040
Micronucleos: Safe
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: -39.170
Rat (Acute): 2.440
Rat (Chronic Oral): 2.360
Fathead Minnow: 5.330
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 475.980
Hydration Free Energy: -3.230
Log(D) at pH=7.4: 3.460
Log(P): 4.55
Log S: -5.3
Log(Vapor Pressure): -8.21
Melting Point: 136.41
pKa Acid: 10.54
pKa Basic: 5.44

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.9259
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.9259
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.9198
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	3	0.9198
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	3	0.9165
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	3	0.9165
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.9153
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.9153
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9018
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9018
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	3	0.9014
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	3	0.9014
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8939
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8939
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.8841
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.8841
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	3	0.8812
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	3	0.8812
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8810
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8810
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8787
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8787
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8766
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8766
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.8661
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.8661
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8615
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8615
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8609
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8609
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.8599
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.8599
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8584
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8584
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8489
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.8489
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8443
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8443
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8415
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.8415
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8408
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8408
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.8375
Achbp	I6L8L2	I6L8L2_CAPTE	Capitella teleta	3	0.8375
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8335
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8335
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8303
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8303
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.8289
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.8289
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8270
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8270
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.8250
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.8250
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8245
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8245
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8210
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.8210
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8114
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8114
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8114
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8114
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.8079
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.8079
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	3	0.8068
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	3	0.8068
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.8043
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.8043
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.8034
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.8034
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase	Q6T1W8	FDTA_ANETH	Aneurinibacillus thermoaerophilus	3	0.7999
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase	Q6T1W8	FDTA_ANETH	Aneurinibacillus thermoaerophilus	3	0.7999
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7976
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7976
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7972
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7972
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7964
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7964
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7958
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7958
Precorrin-3 methylase	O68097	O68097_RHOCA	Rhodobacter capsulatus	4	0.7953
Precorrin-3 methylase	O68097	O68097_RHOCA	Rhodobacter capsulatus	4	0.7953
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7948
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7948
Thiamine-phosphate synthase	P39594	THIE_BACSU	Bacillus subtilis	3	0.7943
Thiamine-phosphate synthase	P39594	THIE_BACSU	Bacillus subtilis	3	0.7943
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.7934
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.7934
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7894
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7894
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7853
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.7853
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7853
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7853
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7852
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7852
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7844
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7844
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7841
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7841
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7815
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7815
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7803
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.7803
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7796
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7796
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7786
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.7786
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7786
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	4	0.7786
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7766
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7766
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7765
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7765
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	3	0.7692
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	3	0.7692
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7683
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7683
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7645
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7645
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7620
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7620
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7618
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7618
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7616
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7616
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7613
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7613
Nitroreductase domain-containing protein	Q8DW21	Q8DW21_STRMU	Streptococcus mutans serotype c	3	0.7604
Nitroreductase domain-containing protein	Q8DW21	Q8DW21_STRMU	Streptococcus mutans serotype c	3	0.7604
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7603
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7603
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	3	0.7600
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	3	0.7600
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7586
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.7586
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7570
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7570
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7558
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7558
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7552
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7552
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7531
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7531
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	2	0.7530
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	2	0.7530
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	4	0.7515
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7515
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7515
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	4	0.7515
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7507
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7507
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7488
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7488
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7473
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.7473
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	4	0.7466
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7466
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	4	0.7466
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7466
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7458
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	2	0.7458
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7455
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7455
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.7449
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.7449
Phenolphthiocerol/phthiocerol polyketide synthase subunit C	P96202	PPSC_MYCTU	Mycobacterium tuberculosis	3	0.7437
Phenolphthiocerol/phthiocerol polyketide synthase subunit C	P96202	PPSC_MYCTU	Mycobacterium tuberculosis	3	0.7437
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7428
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7428
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7423
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7423
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7412
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7412
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7408
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7408
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.7389
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.7389
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7381
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7381
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	3	0.7380
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	3	0.7380
Fructose-1,6-bisphosphatase 1	P00636	F16P1_PIG	Sus scrofa	3	0.7376
Fructose-1,6-bisphosphatase 1	P00636	F16P1_PIG	Sus scrofa	3	0.7376
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	3	0.7361
Sterol 14alpha-demethylase	P9WPP9	CP51_MYCTU	Mycobacterium tuberculosis	3	0.7361
Troponin C, slow skeletal and cardiac muscles	P63316	TNNC1_HUMAN	Homo sapiens	2	0.7357
Troponin C, slow skeletal and cardiac muscles	P63316	TNNC1_HUMAN	Homo sapiens	2	0.7357
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7351
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	2	0.7351
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	3	0.7345
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase	Q84HC8	NCSB1_STRCZ	Streptomyces carzinostaticus	3	0.7345
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	2	0.7335
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	2	0.7335
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7332
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7332
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7328
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7328
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7328
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7328
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	3	0.7318
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	3	0.7318
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7309
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7309
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7294
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	3	0.7294
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7291
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7291
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7287
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7287
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7273
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7273
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7268
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7268
Cytochrome b-c1 complex subunit 1, mitochondrial	P31800	QCR1_BOVIN	Bos taurus	3	0.7263
Cytochrome b-c1 complex subunit 1, mitochondrial	P31800	QCR1_BOVIN	Bos taurus	3	0.7263
N-acetylhexosamine 1-kinase	E8MF12	NAHK_BIFL2	Bifidobacterium longum subsp. longum	3	0.7261
N-acetylhexosamine 1-kinase	E8MF12	NAHK_BIFL2	Bifidobacterium longum subsp. longum	3	0.7261
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.7258
Cytochrome P450	S6BVH1	S6BVH1_RHOER	Rhodococcus erythropolis	3	0.7258
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7226
Albumin	P02768	ALBU_HUMAN	Homo sapiens	2	0.7226
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7224
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7224
16S rRNA (guanine(1405)-N(7))-methyltransferase	Q763K9	Q763K9_ECOLX	Escherichia coli	3	0.7223
16S rRNA (guanine(1405)-N(7))-methyltransferase	Q763K9	Q763K9_ECOLX	Escherichia coli	3	0.7223
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	2	0.7218
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	2	0.7218
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7217
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7217
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7213
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7213
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7207
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7207
Kynurenine 3-monooxygenase	P38169	KMO_YEAST	Saccharomyces cerevisiae	2	0.7206
Kynurenine 3-monooxygenase	P38169	KMO_YEAST	Saccharomyces cerevisiae	2	0.7206
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7203
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7203
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7201
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7201
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7201
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7201
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7194
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	2	0.7194
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7190
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	2	0.7190
Glucosidase II subunit alpha	Q9STC1	Q9STC1_GRALE	Gracilariopsis lemaneiformis	3	0.7189
Glucosidase II subunit alpha	Q9STC1	Q9STC1_GRALE	Gracilariopsis lemaneiformis	3	0.7189
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7179
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7179
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7178
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7178
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	3	0.7176
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	3	0.7176
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7167
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7167
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7159
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	3	0.7159
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7139
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.7138
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	4	0.7138
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7133
Ribosyldihydronicotinamide dehydrogenase [quinone]	P16083	NQO2_HUMAN	Homo sapiens	2	0.7133
3',5'-cyclic-AMP phosphodiesterase 4A	P27815	PDE4A_HUMAN	Homo sapiens	3	0.7124
3',5'-cyclic-AMP phosphodiesterase 4A	P27815	PDE4A_HUMAN	Homo sapiens	3	0.7124
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	3	0.7122
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4	Q9Y3Q4	HCN4_HUMAN	Homo sapiens	3	0.7122
Orotidine 5'-phosphate decarboxylase	O26232	PYRF_METTH	Methanothermobacter thermautotrophicus	3	0.7115
Orotidine 5'-phosphate decarboxylase	O26232	PYRF_METTH	Methanothermobacter thermautotrophicus	3	0.7115
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7104
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7104
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7100
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	2	0.7100
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7096
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7096
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7093
Genome polyprotein	Q2YHF0	POLG_DEN4T	Dengue virus type 4	3	0.7093
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7091
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7091
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7091
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7091
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7084
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7084
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	2	0.7084
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7084
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7072
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7072
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7069
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	2	0.7069
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7067
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7067
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7064
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7064
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7062
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7062
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7060
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7060
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7052
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7052
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	2	0.7051
Dicamba O-demethylase, oxygenase component	Q5S3I3	DDMC_STEMA	Stenotrophomonas maltophilia	2	0.7051
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7050
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7050
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7045
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7045
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	2	0.7045
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	2	0.7045
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	2	0.7027
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	2	0.7027
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7026
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	2	0.7026
Japanin	M1MR49	M1MR49_RHIAP	Rhipicephalus appendiculatus	3	0.7023
Japanin	M1MR49	M1MR49_RHIAP	Rhipicephalus appendiculatus	3	0.7023
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7020
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7020
Aromatic-amino-acid aminotransferase	P95468	TYRB_PARDE	Paracoccus denitrificans	2	0.7019
Aromatic-amino-acid aminotransferase	P95468	TYRB_PARDE	Paracoccus denitrificans	2	0.7019
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	3	0.7012
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	3	0.7012
GTP 3',8-cyclase	P69848	MOAA_STAA8	Staphylococcus aureus	3	0.7012
Poly [ADP-ribose] polymerase 1	P09874	PARP1_HUMAN	Homo sapiens	3	0.7012
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7010
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7010

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