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Desacetyluvaricin

Family: Plantae - Annonaceae
Kingdom: Plantae
Class: Acetogenin

Canonical Smiles	CCCCCCCCCC[C@@H]([C@H]1CC[C@@H](O1)[C@H]1CC[C@@H](O1)[C@@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O
InChI	InChI=1S/C37H66O6/c1-3-4-5-6-7-13-16-19-22-31(38)33-24-26-35(42-33)36-27-25-34(43-36)32(39)23-20-17-14-11-9-8-10-12-15-18-21-30-28-29(2)41-37(30)40/h28-29,31-36,38-39H,3-27H2,1-2H3/t29-,31-,32+,33+,34+,35+,36+/m0/s1
InChIKey	URLVCROWVOSNPT-HJPPHTJLSA-N
Formula	C₃₇H₆₆O₆
HBA	6
HBD	2
MW	606.93
Rotatable Bonds	25
TPSA	85.22
LogP	8.89
Number Rings	3
Number Aromatic Rings	0
Heavy Atom Count	43
Formal Charge	0
Fraction CSP3	0.92
Exact Mass	606.49
Number of Lipinski Rule Violations	2

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ophrypetalum odoratum	Annonaceae	Plantae	489344

Showing of synonyms

Sung'hwa F, Mgina CA, et al. (1999). Ophrypetalin and other annonaceous acetogenins from Ophrypetalum odoratum. Natural Product Letters,1999,13(3),195-202. [View] [PubMed]

Pubchem: 127149

Cas: 98767-45-4

Zinc: ZINC000036242692

Nmrshiftdb2: 60075624

Chembl: CHEMBL145449

Bindingdb: 50094725

CPRiL: 233860

SMILES: O=C1OCC=C1CCCCCCCCCCCCCC2CCC(O2)C3CCCO3

Level: 2

Mol. Weight: 606.93 g/mol

SMILES: O1CCCC1CCCCCCCCCCCCCC2=CCOC2=O

Level: 1

Mol. Weight: 606.93 g/mol

SMILES: O1CCCC1C2CCCO2

Level: 1

Mol. Weight: 606.93 g/mol

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 606.93 g/mol

SMILES: C1CCOC1

Level: 0

Mol. Weight: 606.93 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.91
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.73
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 9.24

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.78
Plasma Protein Binding: 83.26
Steady State Volume of Distribution: -

Metabolism

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

Excretion

Clearance: 1.33
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.45
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.38
Liver Injury II: Safe
hERG Blockers: Toxic
Daphnia Maga: 5.09
Micronucleos: Safe
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: Toxic
T. Pyriformis: -23314.84
Rat (Acute): 2.71
Rat (Chronic Oral): 2.48
Fathead Minnow: 45.49
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 803.54
Hydration Free Energy: -2.92
Log(D) at pH=7.4: 5.32
Log(P): 10.15
Log S: -6.1
Log(Vapor Pressure): -12.8
Melting Point: 74.5
pKa Acid: 9.9
pKa Basic: 5.28

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9646
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9646
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.9577
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.9577
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.9560
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.9560
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9463
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9463
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.9445
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.9445
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.9409
Trichothecene 15-O-acetyltransferase TRI3	Q9C1B7	TRI3_FUSSP	Fusarium sporotrichioides	3	0.9409
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9396
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9396
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9374
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9374
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9194
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.9194
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.9135
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.9135
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.9134
Aldo-keto reductase family 1 member C3	P42330	AK1C3_HUMAN	Homo sapiens	3	0.9134
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.9064
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.9064
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.9061
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.9061
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.9060
11-beta-hydroxysteroid dehydrogenase 1	P50172	DHI1_MOUSE	Mus musculus	3	0.9060
Gastrotropin	Q6IMW5	Q6IMW5_DANRE	Danio rerio	3	0.9010
Gastrotropin	Q6IMW5	Q6IMW5_DANRE	Danio rerio	3	0.9010
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.8947
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.8947
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8821
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8821
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.8768
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.8768
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8649
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8649
Gag-Pol polyprotein	P0C6F2	POL_HV1LW	Human immunodeficiency virus type 1 group M subtype B	3	0.8640
Gag-Pol polyprotein	P0C6F2	POL_HV1LW	Human immunodeficiency virus type 1 group M subtype B	3	0.8640
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.8637
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.8637
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.8613
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.8613
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8573
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8573
Steroid 21-hydroxylase	P08686	CP21A_HUMAN	Homo sapiens	3	0.8538
Steroid 21-hydroxylase	P08686	CP21A_HUMAN	Homo sapiens	3	0.8538
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.8505
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.8505
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8503
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8503
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8387
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8387
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8373
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8373
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8367
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8367
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.8305
Xylose isomerase	P24300	XYLA_STRRU	Streptomyces rubiginosus	3	0.8305
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8288
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.8288
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.8226
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.8226
Alcohol dehydrogenase 1C	P00326	ADH1G_HUMAN	Homo sapiens	3	0.8197
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.8197
Alcohol dehydrogenase 1C	P00326	ADH1G_HUMAN	Homo sapiens	3	0.8197
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.8197
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8166
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	3	0.8166
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.8161
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.8161
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.8154
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.8154
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.8153
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.8153
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	4	0.8108
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	4	0.8108
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	4	0.8105
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	4	0.8105
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.8058
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.8058
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.8054
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.8054
4-alpha-glucanotransferase	O87172	MALQ_THETH	Thermus thermophilus	3	0.8030
4-alpha-glucanotransferase	O87172	MALQ_THETH	Thermus thermophilus	3	0.8030
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.8027
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.8027
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8027
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8027
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.8016
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.8016
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.8007
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.8007
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7988
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.7988
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7963
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7963
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7934
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7934
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7928
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7928
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7926
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7926
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7887
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7887
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7884
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7884
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7862
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.7862
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7831
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7831
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7824
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7824
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7819
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7819
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7801
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7801
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7786
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7786
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7777
Prostaglandin reductase 2	Q8N8N7	PTGR2_HUMAN	Homo sapiens	2	0.7777
Multidrug transporter MdfA	P0AEY8	MDFA_ECOLI	Escherichia coli	3	0.7759
Multidrug transporter MdfA	P0AEY8	MDFA_ECOLI	Escherichia coli	3	0.7759
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7748
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7748
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7745
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7745
Protein BRASSINOSTEROID INSENSITIVE 1	O22476	BRI1_ARATH	Arabidopsis thaliana	3	0.7707
Protein BRASSINOSTEROID INSENSITIVE 1	O22476	BRI1_ARATH	Arabidopsis thaliana	3	0.7707
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7692
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7692
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7687
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	3	0.7687
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7679
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	3	0.7679
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7675
Sodium-dependent dopamine transporter	Q7K4Y6	DAT_DROME	Drosophila melanogaster	2	0.7675
Retinol-binding protein 1	P09455	RET1_HUMAN	Homo sapiens	3	0.7663
Retinol-binding protein 1	P09455	RET1_HUMAN	Homo sapiens	3	0.7663
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	2	0.7658
NPC intracellular cholesterol transporter 1	O15118	NPC1_HUMAN	Homo sapiens	2	0.7658
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7634
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7634
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7622
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7622
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7618
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7618
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7615
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7615
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7609
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7609
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7603
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7603
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7599
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7599
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	2	0.7598
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	2	0.7598
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7592
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7592
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7589
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7589
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7587
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7587
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	2	0.7583
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	2	0.7583
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7563
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7563
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7560
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7560
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7557
Abscisic acid receptor PYL3	Q9SSM7	PYL3_ARATH	Arabidopsis thaliana	2	0.7557
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7552
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7552
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7549
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7549
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7546
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7546
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7537
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7537
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7535
Sex hormone-binding globulin	P04278	SHBG_HUMAN	Homo sapiens	3	0.7535
Fatty acid-binding protein 10-A, liver basic	Q9I8L5	FA10A_DANRE	Danio rerio	2	0.7534
Fatty acid-binding protein 10-A, liver basic	Q9I8L5	FA10A_DANRE	Danio rerio	2	0.7534
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7526
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7526
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7521
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7521
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	2	0.7516
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	2	0.7516
Cholesterol side-chain cleavage enzyme, mitochondrial	P05108	CP11A_HUMAN	Homo sapiens	3	0.7514
Cholesterol side-chain cleavage enzyme, mitochondrial	P05108	CP11A_HUMAN	Homo sapiens	3	0.7514
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7513
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7513
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	3	0.7512
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	3	0.7512
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7511
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7511
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7498
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7498
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7497
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7497
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.7496
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.7496
Epoxide hydrolase	Q41415	Q41415_SOLTU	Solanum tuberosum	3	0.7495
Epoxide hydrolase	Q41415	Q41415_SOLTU	Solanum tuberosum	3	0.7495
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7494
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7494
Androgen receptor	P19091	ANDR_MOUSE	Mus musculus	3	0.7493
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7493
Androgen receptor	P19091	ANDR_MOUSE	Mus musculus	3	0.7493
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7493
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7493
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7493
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7491
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7491
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	2	0.7487
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	2	0.7487
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7485
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7485
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7484
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7484
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7469
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7469
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7468
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7468
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7464
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7464
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7460
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7460
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7457
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7457
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7451
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7451
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7448
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7448
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7446
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7446
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	2	0.7433
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	2	0.7433
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7432
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7432
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7428
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7428
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7424
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7424
Gibberellin receptor GID1A	Q9MAA7	GID1A_ARATH	Arabidopsis thaliana	3	0.7420
Vitamin D3 receptor	P13053	VDR_RAT	Rattus norvegicus	3	0.7420
Gibberellin receptor GID1A	Q9MAA7	GID1A_ARATH	Arabidopsis thaliana	3	0.7420
Vitamin D3 receptor	P13053	VDR_RAT	Rattus norvegicus	3	0.7420
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7419
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7419
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7419
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7419
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7417
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7417
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7408
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7408
Nuclear receptor ROR-beta	P45446	RORB_RAT	Rattus norvegicus	2	0.7407
Nuclear receptor ROR-beta	P45446	RORB_RAT	Rattus norvegicus	2	0.7407
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7398
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7398
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	2	0.7397
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	2	0.7397
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7393
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7393
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7392
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7392
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7385
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	2	0.7385
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7382
Androgen receptor	O97775	ANDR_PANTR	Pan troglodytes	3	0.7382
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.7375
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.7375
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7372
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7372
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7372
Transcriptional activator, LuxR/UhpA family of regulators	Q7NQP7	Q7NQP7_CHRVO	Chromobacterium violaceum	2	0.7372
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	2	0.7361
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	2	0.7361
Carnitine O-acetyltransferase	P47934	CACP_MOUSE	Mus musculus	2	0.7360
Carnitine O-acetyltransferase	P47934	CACP_MOUSE	Mus musculus	2	0.7360
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7350
Progesterone receptor	P06401	PRGR_HUMAN	Homo sapiens	2	0.7350
Trichodiene synthase	P13513	TRI5_FUSSP	Fusarium sporotrichioides	2	0.7344
Trichodiene synthase	P13513	TRI5_FUSSP	Fusarium sporotrichioides	2	0.7344
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7339
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7339
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7329
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7329
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7328
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7328
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7326
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7326
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7310
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7310
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7307
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7307
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7306
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7306
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7299
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7299
Alanine aminotransferase	Q9P9M8	Q9P9M8_9EURY	Pyrococcus furiosus	2	0.7293
Alanine aminotransferase	Q9P9M8	Q9P9M8_9EURY	Pyrococcus furiosus	2	0.7293
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7284
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7284
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7282
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7282
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	2	0.7280
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	2	0.7280
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7279
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7279
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7277
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7277
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7257
Lanosterol 14-alpha-demethylase	Q385E8	Q385E8_TRYB2	Trypanosoma brucei brucei	3	0.7257
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7246
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	3	0.7246
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	2	0.7245
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	2	0.7245
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	2	0.7235
Vitamin D-binding protein	P02774	VTDB_HUMAN	Homo sapiens	2	0.7235
Alpha/beta hydrolase fold protein	D2J2T6	D2J2T6_9RHIZ	Ochrobactrum sp. T63	3	0.7223
Alpha/beta hydrolase fold protein	D2J2T6	D2J2T6_9RHIZ	Ochrobactrum sp. T63	3	0.7223
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7213
Photosynthetic reaction center cytochrome c subunit	P07173	CYCR_BLAVI	Blastochloris viridis	2	0.7213
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7203
Avidin	P02701	AVID_CHICK	Gallus gallus	2	0.7203
Protein BRASSINOSTEROID INSENSITIVE 1	O22476	BRI1_ARATH	Arabidopsis thaliana	3	0.7198
Protein BRASSINOSTEROID INSENSITIVE 1	O22476	BRI1_ARATH	Arabidopsis thaliana	3	0.7198
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	2	0.7192
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	2	0.7192
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	2	0.7181
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	2	0.7181
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	2	0.7171
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	2	0.7171
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7163
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7163
ADP-ribosylation factor 1	P84080	ARF1_BOVIN	Bos taurus	3	0.7138
ADP-ribosylation factor 1	P84080	ARF1_BOVIN	Bos taurus	3	0.7138
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	2	0.7135
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	2	0.7135
Chorismate mutase AroH	P19080	AROH_BACSU	Bacillus subtilis	2	0.7131
Chorismate mutase AroH	P19080	AROH_BACSU	Bacillus subtilis	2	0.7131
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7123
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7123
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	2	0.7116
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	2	0.7116
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7110
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7110
Phosphotriesterase	Q5KZU5	Q5KZU5_GEOKA	Geobacillus kaustophilus	3	0.7099
Phosphotriesterase	Q5KZU5	Q5KZU5_GEOKA	Geobacillus kaustophilus	3	0.7099
Gibberellin receptor GID1	Q6L545	GID1_ORYSJ	Oryza sativa subsp. japonica	3	0.7094
Gibberellin receptor GID1	Q6L545	GID1_ORYSJ	Oryza sativa subsp. japonica	3	0.7094
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7060
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7060
N-alpha-acetyltransferase 50	Q9GZZ1	NAA50_HUMAN	Homo sapiens	3	0.7040
N-alpha-acetyltransferase 50	Q9GZZ1	NAA50_HUMAN	Homo sapiens	3	0.7040
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7034
Abscisic acid receptor PYL2	O80992	PYL2_ARATH	Arabidopsis thaliana	2	0.7034
Pyrrolysine--tRNA ligase	Q8PWY1	PYLS_METMA	Methanosarcina mazei	2	0.7033
Pyrrolysine--tRNA ligase	Q8PWY1	PYLS_METMA	Methanosarcina mazei	2	0.7033
Cholesterol oxidase	P22637	CHOD_BREST	Brevibacterium sterolicum	3	0.7026
Cholesterol oxidase	P22637	CHOD_BREST	Brevibacterium sterolicum	3	0.7026
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7021
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7021
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	2	0.7004
Quorum-sensing transcriptional activator	Q8XBD0	Q8XBD0_ECO57	Escherichia coli O157:H7	2	0.7004

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