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Gracidiol

Family: Plantae - Annonaceae
Kingdom: Plantae
Class: Isoprenoid
- Subclass: Meroisoprenoid

Canonical Smiles	O=C(OC[C@@]([C@H](COC(=O)c1ccccc1)O)(O)C)/C=C/c1ccccc1
InChI	InChI=1S/C21H22O6/c1-21(25,15-27-19(23)13-12-16-8-4-2-5-9-16)18(22)14-26-20(24)17-10-6-3-7-11-17/h2-13,18,22,25H,14-15H2,1H3/b13-12+/t18-,21-/m0/s1
InChIKey	PGZIYXWUICGPMX-AHBRUNABSA-N
Formula	C₂₁H₂₂O₆
HBA	6
HBD	2
MW	370.4
Rotatable Bonds	8
TPSA	93.06
LogP	2.21
Number Rings	2
Number Aromatic Rings	2
Heavy Atom Count	27
Formal Charge	0
Fraction CSP3	0.24
Exact Mass	370.14
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Sphaerocoryne gracilis	Annonaceae	Plantae	489348

Showing of synonyms

Maeda G, Munissi JJE, et al. (2020). A Meroisoprenoid, Heptenolides, and C‐Benzylated Flavonoids from Sphaerocoryne gracilis ssp. Gracilis. Journal of natural products,2020, 83(2), 316-322. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OCCCCOC(=O)c2ccccc2

Level: 1

Mol. Weight: 370.4 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 370.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.57
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.43
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.81

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.88
Plasma Protein Binding: 64.5
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: Non-Inhibitor
CYP 2C9 Substrate: Non-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: 3.73
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 0.33
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.78
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.61
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: Safe
T. Pyriformis: -2.92
Rat (Acute): 1.81
Rat (Chronic Oral): 2.89
Fathead Minnow: 4.63
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: 380.55
Hydration Free Energy: -8.32
Log(D) at pH=7.4: 3.12
Log(P): 3.08
Log S: -3.61
Log(Vapor Pressure): -8.06
Melting Point: 137.83
pKa Acid: 9.3
pKa Basic: 0.52

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoperoxidase	P80025	PERL_BOVIN	Bos taurus	3	0.9580
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	3	0.9369
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.9179
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.9101
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.9075
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.9072
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.9065
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	4	0.9056
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.9033
Bifunctional protein GlmU	P43889	GLMU_HAEIN	Haemophilus influenzae	3	0.9030
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial	Q33862	Q33862_ASCSU	Ascaris suum	3	0.8999
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.8732
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.8666
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	3	0.8628
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.8609
Antitumor antibiotic C-1027 apoprotein	Q06110	CAGA_STRGL	Streptomyces globisporus	3	0.8508
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	3	0.8487
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8460
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.8450
Purine nucleoside phosphorylase	Q8I3X4	Q8I3X4_PLAF7	Plasmodium falciparum	3	0.8433
Thermolysin	P00800	THER_BACTH	Bacillus thermoproteolyticus	3	0.8427
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.8424
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8390
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.8375
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8348
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.8286
Nucleoside 2-deoxyribosyltransferase	Q8RLY5	Q8RLY5_LACHE	Lactobacillus helveticus	3	0.8225
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	3	0.8203
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8164
Stimulator of interferon genes protein	Q86WV6	STING_HUMAN	Homo sapiens	3	0.8155
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8104
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.8052
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8028
Macrophage metalloelastase	P39900	MMP12_HUMAN	Homo sapiens	3	0.8013
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.8010
HTH-type transcriptional regulator EthR	P9WMC1	ETHR_MYCTU	Mycobacterium tuberculosis	3	0.8005
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7992
prolyl oligopeptidase	Q9X6R4	Q9X6R4_AERCA	Aeromonas caviae	2	0.7971
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7933
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	2	0.7887
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7876
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7862
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7860
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7857
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7848
Disintegrin and metalloproteinase domain-containing protein 17	P78536	ADA17_HUMAN	Homo sapiens	3	0.7842
Fatty acid-binding protein, adipocyte	P15090	FABP4_HUMAN	Homo sapiens	2	0.7832
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7817
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	3	0.7803
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	Q3JRA0	ISPF_BURP1	Burkholderia pseudomallei	3	0.7794
Oxygen-insensitive NAD(P)H nitroreductase	P38489	NFSB_ECOLI	Escherichia coli	4	0.7789
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7778
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7777
Streptogramin A acetyltransferase	P50870	VATD_ENTFC	Enterococcus faecium	3	0.7774
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7772
Class B acid phosphatase	Q540U1	APHA_SALTM	Salmonella typhimurium	2	0.7758
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7755
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7746
Carnitine O-palmitoyltransferase 2, mitochondrial	P18886	CPT2_RAT	Rattus norvegicus	3	0.7743
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7730
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7723
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7711
Lethal factor	P15917	LEF_BACAN	Bacillus anthracis	3	0.7700
Agglutinin alpha chain	P18674	LECA_MACPO	Maclura pomifera	3	0.7697
Caffeoyl-CoA O-methyltransferase	Q40313	CAMT_MEDSA	Medicago sativa	3	0.7695
Polymerase acidic protein	P03433	PA_I34A1	Influenza A virus	2	0.7669
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7669
N-alpha-acetyltransferase 50	Q9GZZ1	NAA50_HUMAN	Homo sapiens	3	0.7655
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7654
Histone deacetylase-like amidohydrolase	Q70I53	HDAH_ALCSD	Alcaligenes sp.)	2	0.7636
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7630
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7628
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7625
Copper-transporting ATPase	Q97UU7	Q97UU7_SACS2	Saccharolobus solfataricus	3	0.7621
Ribosomal protein S6 kinase beta-1	P23443	KS6B1_HUMAN	Homo sapiens	2	0.7606
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7593
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7589
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.7586
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7576
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	4	0.7566
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7565
Adenosine kinase	Q9TVW2	ADK_TOXGO	Toxoplasma gondii	3	0.7546
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7519
Lysozyme C II	P11941	LYSC2_ONCMY	Oncorhynchus mykiss	3	0.7511
Orf1ab polyprotein	Q6T1E9	Q6T1E9_CVHSA	SARS coronavirus CUHK-L2	3	0.7495
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7492
Protease	O09893	O09893_9HIV1	Human immunodeficiency virus 1	3	0.7491
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7474
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7445
Nuclear receptor subfamily 1 group I member 2	O75469	NR1I2_HUMAN	Homo sapiens	3	0.7438
Plasma membrane ATPase	Q42932	Q42932_NICPL	Nicotiana plumbaginifolia	2	0.7431
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7425
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7424
Botulinum neurotoxin type A	P0DPI0	BXA1_CLOBO	Clostridium botulinum	3	0.7423
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7417
Collagenase 3	P45452	MMP13_HUMAN	Homo sapiens	5	0.7401
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7393
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7390
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	2	0.7387
Chymotrypsinogen A	P00766	CTRA_BOVIN	Bos taurus	3	0.7380
Camphor 5-monooxygenase	P00183	CPXA_PSEPU	Pseudomonas putida	3	0.7373
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7368
Multidrug transporter MdfA	P0AEY8	MDFA_ECOLI	Escherichia coli	3	0.7355
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7339
Insulin-like growth factor 1 receptor	P08069	IGF1R_HUMAN	Homo sapiens	2	0.7337
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	3	0.7332
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	2	0.7327
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7323
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7322
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7308
Glutamate receptor 2	P19491	GRIA2_RAT	Rattus norvegicus	2	0.7306
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.7305
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7303
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7301
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7299
Probable nicotinate-nucleotide adenylyltransferase	C3L5T6	NADD_BACAC	Bacillus anthracis	2	0.7292
F420-dependent methylenetetrahydromethanopterin dehydrogenase	P94951	MTD_METKA	Methanopyrus kandleri	2	0.7277
3-hydroxydecanoyl-[acyl-carrier-protein] dehydratase	O33877	FABA_PSEAE	Pseudomonas aeruginosa	3	0.7267
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	3	0.7263
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7250
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	2	0.7246
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7242
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.7241
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7241
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7239
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7231
Dipeptidyl peptidase 4	P14740	DPP4_RAT	Rattus norvegicus	2	0.7228
Pantothenate kinase	P9WPA7	COAA_MYCTU	Mycobacterium tuberculosis	3	0.7223
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7222
Neprilysin	P08049	NEP_RABIT	Oryctolagus cuniculus	4	0.7212
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	2	0.7212
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	2	0.7193
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	2	0.7192
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	2	0.7189
Major pollen allergen Bet v 1-A	P15494	BEV1A_BETPN	Betula pendula	2	0.7184
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	2	0.7179
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7178
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7175
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7157
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	2	0.7153
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	2	0.7152
Acetylcholine-binding protein	P58154	ACHP_LYMST	Lymnaea stagnalis	3	0.7147
Annexin A5	P08758	ANXA5_HUMAN	Homo sapiens	2	0.7141
Serine/threonine-protein kinase VRK1	Q99986	VRK1_HUMAN	Homo sapiens	3	0.7140
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	3	0.7139
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7135
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7134
Acidic phospholipase A2 3	P60045	PA2A3_NAJSG	Naja sagittifera	2	0.7130
NADH:flavin oxidoreductase Sye1	Q8EEC8	Q8EEC8_SHEON	Shewanella oneidensis	2	0.7128
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	2	0.7128
Adenosine 5'-monophosphoramidase HINT1	P49773	HINT1_HUMAN	Homo sapiens	3	0.7127
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	2	0.7122
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	2	0.7116
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7113
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	2	0.7111
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7110
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7103
Pyridoxal kinase	P82197	PDXK_SHEEP	Ovis aries	3	0.7102
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7101
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7101
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7100
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7099
Adenosine 5'-monophosphoramidase HINT1	P80912	HINT1_RABIT	Oryctolagus cuniculus	3	0.7087
mRNA cleavage and polyadenylation factor CLP1	Q08685	CLP1_YEAST	Saccharomyces cerevisiae	2	0.7081
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7079
Penicillin V acylase	P12256	PAC_LYSSH	Lysinibacillus sphaericus	3	0.7067
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7065
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7056
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7056
Unconventional myosin-Va	Q02440	MYO5A_CHICK	Gallus gallus	2	0.7037
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	2	0.7036
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.7034
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	2	0.7031
Nickel-binding periplasmic protein	P33590	NIKA_ECOLI	Escherichia coli	2	0.7031
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	3	0.7028
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	2	0.7021
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7015
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	2	0.7014
NAD(P) transhydrogenase subunit alpha part 1	Q2RSB2	PNTAA_RHORT	Rhodospirillum rubrum	3	0.7002
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	2	0.7002

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