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Sargachromenol

Family: Plantae - Myristicaceae
Kingdom: Plantae
Class: Phenolic

Canonical Smiles	C/C(=C\CCC1(C)C=Cc2c(O1)c(C)cc(c2)O)/CC/C=C(\C(=O)O)/CCC=C(C)C
InChI	InChI=1S/C27H36O4/c1-19(2)9-6-12-22(26(29)30)13-7-10-20(3)11-8-15-27(5)16-14-23-18-24(28)17-21(4)25(23)31-27/h9,11,13-14,16-18,28H,6-8,10,12,15H2,1-5H3,(H,29,30)/b20-11+,22-13-
InChIKey	QKXAGRZCXAYBQX-WDZAAMDOSA-N
Formula	C₂₇H₃₆O₄
HBA	3
HBD	2
MW	424.58
Rotatable Bonds	10
TPSA	66.76
LogP	7.13
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	31
Formal Charge	0
Fraction CSP3	0.44
Exact Mass	424.26
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Pycnanthus angolensis	Myristicaceae	Plantae	224864

Showing of synonyms

Wabo HK, Tatsimo SN, et al. (2007). Pycnanthuquinone C: a new terpenoid-quinone from Pycnanthus angolensis.. Planta medica,2007, 73(2), 187-189. [View] [PubMed]

Pubchem: 10455044

Nmrshiftdb2: 60075467

Chembl: CHEMBL4085945

Bindingdb: 50267968

CPRiL: 165318

SMILES: C1=CCOc(c12)cccc2

Level: 0

Mol. Weight: 424.58 g/mol

Antifungal

Absorption

Caco-2 (logPapp): -4.69
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.03
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -2.66

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.86
Plasma Protein Binding: 68.28
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: Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Non-Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Non-Inhibitor
CYP 3A4 Substrate: Substrate
OATP1B1: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 4.22
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Safe
Bioconcentration Factor: 0.72
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -1.31
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 3.46
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: Safe
T. Pyriformis: -18.25
Rat (Acute): 1.83
Rat (Chronic Oral): 1.95
Fathead Minnow: 4.91
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 431.7
Hydration Free Energy: -4.28
Log(D) at pH=7.4: 3.67
Log(P): 7.81
Log S: -5.54
Log(Vapor Pressure): -9.31
Melting Point: 113.42
pKa Acid: 8.22
pKa Basic: 7.37

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Caspase-7	P55210	CASP7_HUMAN	Homo sapiens	3	0.9383
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	4	0.9314
Branched-chain-amino-acid aminotransferase, mitochondrial	O15382	BCAT2_HUMAN	Homo sapiens	3	0.9233
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.9216
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.9201
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.9197
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	3	0.9180
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.9063
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.9055
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8945
Uncharacterized protein YML079W	Q03629	YMH9_YEAST	Saccharomyces cerevisiae	3	0.8939
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	4	0.8898
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8898
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8887
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	3	0.8882
Phospholipase A2	P00593	PA21B_BOVIN	Bos taurus	3	0.8865
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8823
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.8797
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8793
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8783
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.8777
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.8775
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8772
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8738
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.8721
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8713
Albumin	P02768	ALBU_HUMAN	Homo sapiens	3	0.8670
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8639
Chemotaxis protein CheA	Q56310	CHEA_THEMA	Thermotoga maritima	3	0.8597
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.8576
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.8569
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.8514
Probable tRNA(His) guanylyltransferase	Q9NWX6	THG1_HUMAN	Homo sapiens	3	0.8510
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	3	0.8497
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.8497
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	3	0.8490
Sensor histidine kinase CpxA	P0AE82	CPXA_ECOLI	Escherichia coli	3	0.8487
Pteridine reductase, putative	Q581W1	Q581W1_TRYB2	Trypanosoma brucei brucei	3	0.8486
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.8471
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.8466
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.8444
Na(+):neurotransmitter symporter (Snf family)	O67854	O67854_AQUAE	Aquifex aeolicus	3	0.8424
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.8418
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8393
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8390
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8385
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8355
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8355
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.8341
Histone deacetylase 8	Q9BY41	HDAC8_HUMAN	Homo sapiens	3	0.8337
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8337
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.8333
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.8328
Thiamine-phosphate synthase	P39594	THIE_BACSU	Bacillus subtilis	3	0.8300
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.8300
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8300
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.8291
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	3	0.8287
Succinate dehydrogenase flavoprotein subunit	P0AC41	SDHA_ECOLI	Escherichia coli	3	0.8224
Alcohol dehydrogenase E chain	P00327	ADH1E_HORSE	Equus caballus	3	0.8207
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.8207
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	3	0.8204
Aromatase	P11511	CP19A_HUMAN	Homo sapiens	3	0.8197
Methionine aminopeptidase 2	P50579	MAP2_HUMAN	Homo sapiens	3	0.8196
Camphor 5-monooxygenase	P00183	CPXA_PSEPU	Pseudomonas putida	3	0.8169
Basic phospholipase A2 homolog bothropstoxin-I	Q90249	PA2B1_BOTJR	Bothrops jararacussu	5	0.8163
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.8148
Thymidine kinase	P0DTH5	KITH_HHV11	Human herpesvirus 1	3	0.8112
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	F6MZ55	F6MZ55_9FIRM	Sporomusa ovata	3	0.8100
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8089
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.8069
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.8063
Enoyl-[acyl-carrier-protein] reductase [NADH]	P9WGR1	INHA_MYCTU	Mycobacterium tuberculosis	3	0.8052
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7995
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	4	0.7954
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7948
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	4	0.7933
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	3	0.7892
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7888
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.7879
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7876
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7872
Chitinase	Q54276	Q54276_SERMA	Serratia marcescens	3	0.7863
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7854
UDP-glycosyltransferase 72B1	Q9M156	U72B1_ARATH	Arabidopsis thaliana	3	0.7821
Nitric oxide synthase 1	P29476	NOS1_RAT	Rattus norvegicus	3	0.7802
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7792
Retinoic acid receptor beta	P10826	RARB_HUMAN	Homo sapiens	4	0.7767
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7757
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7747
Methylketone synthase I	E0YCS2	E0YCS2_SOLHA	Solanum habrochaites	3	0.7746
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7745
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7745
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	4	0.7741
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.7730
AGAP003309-PA	A0A1U7F4W2	A0A1U7F4W2_ANOGA	Anopheles gambiae	3	0.7722
Heat shock cognate 90 kDa protein	P54651	HSC90_DICDI	Dictyostelium discoideum	3	0.7697
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7696
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7681
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7666
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	2	0.7662
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7651
Deacetoxycephalosporin C synthase	P18548	CEFE_STRCL	Streptomyces clavuligerus	3	0.7646
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7633
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7630
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7616
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7614
Prostaglandin G/H synthase 2	Q05769	PGH2_MOUSE	Mus musculus	4	0.7611
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7607
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7597
Geranyl diphosphate synthase large subunit	Q9SBR3	Q9SBR3_MENPI	Mentha piperita	3	0.7595
Aspartate carbamoyltransferase catalytic subunit	P0A786	PYRB_ECOLI	Escherichia coli	3	0.7589
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.7577
Vitamin D3 receptor	P13053	VDR_RAT	Rattus norvegicus	3	0.7576
Rhodopsin	P02699	OPSD_BOVIN	Bos taurus	3	0.7570
Serine/threonine-protein kinase Chk2	O96017	CHK2_HUMAN	Homo sapiens	3	0.7569
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7566
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.7565
Integrin alpha-L	P20701	ITAL_HUMAN	Homo sapiens	3	0.7564
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	3	0.7548
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7548
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7544
Bacteriorhodopsin	P02945	BACR_HALSA	Halobacterium salinarum	3	0.7533
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	4	0.7529
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.7526
Inosine-5'-monophosphate dehydrogenase	P50097	IMDH_TRIFO	Tritrichomonas foetus	3	0.7517
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	3	0.7496
glutaryl-CoA dehydrogenase (ETF)	Q3JP94	Q3JP94_BURP1	Burkholderia pseudomallei	2	0.7494
Sulfotransferase 2B1	O00204	ST2B1_HUMAN	Homo sapiens	2	0.7492
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7466
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7460
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7459
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7447
Thymidylate synthase	P04818	TYSY_HUMAN	Homo sapiens	3	0.7423
UTP-monosaccharide-1-phosphate uridylyltransferase	D3G6S4	D3G6S4_LEIMA	Leishmania major	3	0.7422
Carminomycin 4-O-methyltransferase DnrK	Q06528	DNRK_STRPE	Streptomyces peucetius	2	0.7420
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	4	0.7418
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	4	0.7416
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7409
Histone deacetylase-like amidohydrolase	Q70I53	HDAH_ALCSD	Alcaligenes sp.)	3	0.7406
Retinoic acid receptor RXR-alpha	P28700	RXRA_MOUSE	Mus musculus	4	0.7404
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.7402
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	3	0.7390
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	3	0.7385
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	2	0.7379
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7369
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	2	0.7362
cAMP-dependent protein kinase catalytic subunit alpha	P17612	KAPCA_HUMAN	Homo sapiens	3	0.7358
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase	P9WNH5	HSAD_MYCTU	Mycobacterium tuberculosis	3	0.7346
Peripheral plasma membrane protein CASK	O14936	CSKP_HUMAN	Homo sapiens	3	0.7338
Aldo-keto reductase family 1 member B1	P80276	ALDR_PIG	Sus scrofa	3	0.7335
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7333
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7333
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	2	0.7333
Cyclic GMP-AMP phosphodiesterase SMPDL3A	Q92484	ASM3A_HUMAN	Homo sapiens	3	0.7332
Sensor histidine kinase EnvZ	P0AEJ4	ENVZ_ECOLI	Escherichia coli	3	0.7331
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7330
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	Q04631	FNTA_RAT	Rattus norvegicus	3	0.7322
Jasmonoyl--L-amino acid synthetase JAR1	Q9SKE2	JAR1_ARATH	Arabidopsis thaliana	3	0.7319
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	4	0.7313
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	2	0.7311
Bifunctional dihydrofolate reductase-thymidylate synthase	P13922	DRTS_PLAFK	Plasmodium falciparum	2	0.7305
Beta-lactoglobulin	P02754	LACB_BOVIN	Bos taurus	3	0.7288
Phosphotriesterase	Q5KZU5	Q5KZU5_GEOKA	Geobacillus kaustophilus	2	0.7287
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7286
Retinol-binding protein 1	P02696	RET1_RAT	Rattus norvegicus	3	0.7282
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial	Q5HZ00	SPS3_ARATH	Arabidopsis thaliana	2	0.7280
Prostaglandin G/H synthase 1	P05979	PGH1_SHEEP	Ovis aries	2	0.7278
Sulfotransferase 2A1	Q06520	ST2A1_HUMAN	Homo sapiens	2	0.7276
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7275
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7266
Albumin	P02769	ALBU_BOVIN	Bos taurus	3	0.7266
17-beta-hydroxysteroid dehydrogenase 14	Q9BPX1	DHB14_HUMAN	Homo sapiens	3	0.7260
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	3	0.7259
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	2	0.7255
Cytochrome P450 monooxygenase	Q5YNS8	Q5YNS8_NOCFA	Nocardia farcinica	3	0.7250
Catechol 2,3-dioxygenase	Q6REQ5	Q6REQ5_9NOCA	Rhodococcus sp. DK17	3	0.7243
Hygromycin-B 4-O-kinase	P00557	KHYB_ECOLX	Escherichia coli	3	0.7238
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7234
Acetylcholinesterase	P04058	ACES_TETCF	Tetronarce californica	3	0.7233
Gag-Pol polyprotein	P04585	POL_HV1H2	Human immunodeficiency virus type 1 group M subtype B	3	0.7228
Retinoic acid receptor RXR-alpha	P19793	RXRA_HUMAN	Homo sapiens	3	0.7226
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	2	0.7224
Chaperone protein HtpG	P0A6Z3	HTPG_ECOLI	Escherichia coli	3	0.7207
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	2	0.7203
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	2	0.7202
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7200
Estrogen receptor	P03372	ESR1_HUMAN	Homo sapiens	3	0.7198
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7198
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7195
Methionine aminotransferase	P77806	YBDL_ECOLI	Escherichia coli	3	0.7193
Phospholipase A2, major isoenzyme	P00592	PA21B_PIG	Sus scrofa	3	0.7186
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B	Q13370	PDE3B_HUMAN	Homo sapiens	3	0.7179
Estrogen receptor	P03372	ESR1_HUMAN	Homo sapiens	3	0.7179
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	4	0.7174
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	2	0.7169
Vitamin D3 receptor	P13053	VDR_RAT	Rattus norvegicus	4	0.7166
Retinol dehydratase	Q26490	Q26490_SPOFR	Spodoptera frugiperda	3	0.7148
17-beta-hydroxysteroid dehydrogenase type 1	P14061	DHB1_HUMAN	Homo sapiens	2	0.7138
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	2	0.7137
Type IV / VI secretion system DotU domain-containing protein	Q9KN50	Q9KN50_VIBCH	Vibrio cholerae serotype O1	2	0.7133
thiamine diphosphokinase	Q82ZE3	Q82ZE3_ENTFA	Enterococcus faecalis	3	0.7131
Heat shock protein 83	P12861	HSP83_TRYBB	Trypanosoma brucei brucei	3	0.7124
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7117
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	2	0.7116
Trichodiene synthase	P13513	TRI5_FUSSP	Fusarium sporotrichioides	2	0.7115
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	3	0.7111
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7108
Mineralocorticoid receptor	P08235	MCR_HUMAN	Homo sapiens	2	0.7104
Nuclear receptor subfamily 1 group I member 3	O35627	NR1I3_MOUSE	Mus musculus	2	0.7097
Retinol-binding protein 4	P18902	RET4_BOVIN	Bos taurus	4	0.7086
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial	Q15119	PDK2_HUMAN	Homo sapiens	3	0.7077
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	2	0.7074
Amino-acid acetyltransferase	Q5FAK7	Q5FAK7_NEIG1	Neisseria gonorrhoeae	3	0.7070
Glutathione S-transferase P	P09211	GSTP1_HUMAN	Homo sapiens	2	0.7065
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	3	0.7063
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	2	0.7059
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	2	0.7057
Ferrochelatase, mitochondrial	P22830	HEMH_HUMAN	Homo sapiens	3	0.7056
CRISPR system Cmr subunit Cmr2	Q8U1S6	CMR2_PYRFU	Pyrococcus furiosus	3	0.7052
Gibberellin receptor GID1	Q6L545	GID1_ORYSJ	Oryza sativa subsp. japonica	3	0.7050
Ribosomal protein S6 kinase alpha-1	Q15418	KS6A1_HUMAN	Homo sapiens	3	0.7044
Mitogen-activated protein kinase kinase kinase 21	Q5TCX8	M3K21_HUMAN	Homo sapiens	3	0.7035
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7032
Nuclear receptor ROR-gamma	P51449	RORG_HUMAN	Homo sapiens	2	0.7028
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7027
Kinesin heavy chain	Q41460	Q41460_SOLTU	Solanum tuberosum	3	0.7027
PTS system glucose-specific EIIA component	P69783	PTGA_ECOLI	Escherichia coli	3	0.7027
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7010
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7009
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7007
Abscisic acid receptor PYL9	Q84MC7	PYL9_ARATH	Arabidopsis thaliana	2	0.7006
Pentaerythritol tetranitrate reductase	P71278	P71278_ENTCL	Enterobacter cloacae	2	0.7004

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