(1R,5S,7S)-7-[2-(4-hydroxyphenyl)ethyl]-2,6-dioxabicyclo[3.3.1]nonan-3-one - Compound Card

(1R,5S,7S)-7-[2-(4-hydroxyphenyl)ethyl]-2,6-dioxabicyclo[3.3.1]nonan-3-one

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(1R,5S,7S)-7-[2-(4-hydroxyphenyl)ethyl]-2,6-dioxabicyclo[3.3.1]nonan-3-one

Structure
Zoomed Structure
  • Family: Plantae - Loranthaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Benzenoid
Canonical Smiles O=C1C[C@H]2O[C@H](C[C@@H](O1)C2)CCc1ccc(cc1)O
InChI InChI=1S/C15H18O4/c16-11-4-1-10(2-5-11)3-6-12-7-13-8-14(18-12)9-15(17)19-13/h1-2,4-5,12-14,16H,3,6-9H2/t12-,13+,14-/m0/s1
InChIKey IMYQAUYSYBBAGZ-MJBXVCDLSA-N
Formula C15H18O4
HBA 4
HBD 1
MW 262.3
Rotatable Bonds 3
TPSA 55.76
LogP 2.19
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.53
Exact Mass 262.12
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Globimetula dinklagei Loranthaceae Plantae 70883
2 Agelanthus brunneus Loranthaceae Plantae 48922

Showing of synonyms

  • Thomas Wieland MK, Pantaleon A, et al. (2021). (‒)-Brunneusine, a new phenolic compound with antibacterial properties in aqueous medium from the leaves of Agelanthus brunneus (Engl.) Tiegh (LORANTHACEAE). Naturforsch C J Biosci, 2021,77(3-4),157-165. [View]
  • Mkounga P, Maza HL, et al. (2016). New lupan-type triterpenoids.. Zeitschrift fur Naturforschung. C, Journal of biosciences,2016, 71(11-12), 381-386. [View] [PubMed]
Pubchem: 24762839

No compound-protein relationship available.

Structure

SMILES: c1ccccc1CCC(O2)CC(C3)OC(=O)CC23

Level: 1

Mol. Weight: 262.3 g/mol

Structure

SMILES: C12CC(=O)OC(C1)CCO2

Level: 0

Mol. Weight: 262.3 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 262.3 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.47
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.7
Plasma Protein Binding
55.98
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.97
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.32
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.2
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
4.17
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
-1.11
Rat (Acute)
2.07
Rat (Chronic Oral)
1.76
Fathead Minnow
3.92
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
361.92
Hydration Free Energy
-7.98
Log(D) at pH=7.4
2.08
Log(P)
1.38
Log S
-2.46
Log(Vapor Pressure)
-6.37
Melting Point
129.03
pKa Acid
9.36
pKa Basic
6.98
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9578
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9490
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.9465
Protein LlR18A P52778 L18A_LUPLU Lupinus luteus 3 0.9419
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9384
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.9381
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.9380
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9368
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9367
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9352
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9326
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9326
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9290
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.9285
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.9265
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9265
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9260
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.9255
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9245
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.9234
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9233
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9215
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9194
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9193
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9189
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.9184
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.9155
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.9124
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.9051
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9049
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.9044
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.9001
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8971
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8970
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.8966
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8965
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8955
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8936
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8929
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8913
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8862
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8859
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8830
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8793
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8778
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8764
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8744
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8668
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8652
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8612
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8595
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.8566
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.8538
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8520
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8503
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.8458
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8447
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8445
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8426
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8426
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8411
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8410
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8383
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8356
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8339
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8331
Avidin P02701 AVID_CHICK Gallus gallus 4 0.8318
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8314
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8286
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8284
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8202
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.8141
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8137
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8129
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8116
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8098
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8087
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.8067
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8046
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8030
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8016
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8007
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.8003
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.8000
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7991
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7965
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7959
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7957
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7938
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7895
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7884
Threonine synthase 1, chloroplastic Q9S7B5 THRC1_ARATH Arabidopsis thaliana 3 0.7875
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.7872
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7868
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7867
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7852
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7840
Acetylcholine-binding protein P58154 ACHP_LYMST Lymnaea stagnalis 3 0.7840
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7840
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7823
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7819
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7810
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7795
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7784
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7778
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7758
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7749
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7748
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7746
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7735
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7731
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7723
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7716
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7708
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7693
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7686
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7683
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7674
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7662
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7657
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7651
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7639
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7638
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7636
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7617
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7613
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7604
Universal stress protein family protein, putative A0QYW6 A0QYW6_MYCS2 Mycolicibacterium smegmatis155) 3 0.7604
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7600
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7599
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7596
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7590
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7585
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7584
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7584
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7582
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7564
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 4 0.7549
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7546
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7542
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7539
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7528
Mevalonate kinase P17256 KIME_RAT Rattus norvegicus 3 0.7514
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7512
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7509
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7506
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7497
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7496
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.7487
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7469
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7466
Plasma membrane ATPase Q42932 Q42932_NICPL Nicotiana plumbaginifolia 2 0.7462
Mannosylglycerate synthase D0MI02 D0MI02_RHOM4 Rhodothermus marinus 3 0.7461
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7455
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7442
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7441
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7438
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7431
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7430
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7430
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7427
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7423
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7423
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7419
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7418
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7417
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7414
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7410
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7410
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7408
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7404
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7404
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7402
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7401
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7399
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7396
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7395
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7394
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7392
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 2 0.7389
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7385
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7385
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7383
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7380
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7377
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7374
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7371
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7368
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7367
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7366
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7364
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7357
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7353
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7346
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7338
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7335
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7334
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7334
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7333
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7323
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7322
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7318
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7317
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7316
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7315
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7315
Genome polyprotein A9LIE0 A9LIE0_9FLAV dengue virus type 3 3 0.7312
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7307
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7305
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7305
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7302
tRNA (cytidine-2'-O-)-methyltransferase TrmJ Q4JB16 TRMJ_SULAC Sulfolobus acidocaldarius 3 0.7301
Chalcone synthase 2 P30074 CHS2_MEDSA Medicago sativa 3 0.7297
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7296
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7294
Metallophosphoesterase MPPED2 B1WBP0 MPPD2_RAT Rattus norvegicus 3 0.7294
Acyl-CoA:acyl-CoA alkyltransferase Q8PDX2 OLEA_XANCP Xanthomonas campestris pv. campestris 3 0.7293
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7286
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7286
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7286
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7285
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7285
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7281
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7279
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7278
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7278
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7276
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7275
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7268
Genome polyprotein Q6YMS4 POLG_DEN3S Dengue virus type 3 3 0.7267
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7263
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7261
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7261
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7260
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7256
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7255
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7252
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7248
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7244
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7240
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 2 0.7237
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7230
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7230
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 2 0.7227
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7226
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7224
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7224
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7218
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7217
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7212
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7211
Threonine--tRNA ligase editing subunit Q9YFY3 SYTE_AERPE Aeropyrum pernix 4 0.7210
Type II methyltransferase M.RsrI P14751 MTR1_RHOSH Cereibacter sphaeroides 3 0.7210
Precorrin-3 methylase O68097 O68097_RHOCA Rhodobacter capsulatus 3 0.7209
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7209
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7209
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7206
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7205
Type II methyltransferase M.RsrI P14751 MTR1_RHOSH Cereibacter sphaeroides 3 0.7204
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7202
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7200
Nucleoside diphosphate kinase P15266 NDK_MYXXA Myxococcus xanthus 2 0.7200
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7197
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7197
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7196
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7196
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7186
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7183
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7179
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7179
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7176
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7171
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7170
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7168
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7165
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7165
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7164
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7162
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7154
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7151
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7149
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7146
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7146
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7146
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7145
Aspartate carbamoyltransferase catalytic subunit P0A786 PYRB_ECOLI Escherichia coli 2 0.7140
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7126
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 2 0.7125
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7124
Protein kinase C iota type Q62074 KPCI_MOUSE Mus musculus 2 0.7123
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7123
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7121
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7120
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7117
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7115
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7114
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7106
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7106
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7103
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7100
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7097
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7095
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7092
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7091
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7091
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7086
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7082
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7081
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7079
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7072
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 3 0.7070
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7066
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7065
Ferrichrome outer membrane transporter/phage receptor P06971 FHUA_ECOLI Escherichia coli 3 0.7062
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7062
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7061
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 2 0.7059
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7059
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7058
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7051
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7048
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7048
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7047
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7045
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7040
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7039
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7038
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7037
Ribosome-inactivating protein dianthin-30 P24476 RIP0_DIACA Dianthus caryophyllus 3 0.7035
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7034
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7032
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7023
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7022
Spermidine synthase P19623 SPEE_HUMAN Homo sapiens 3 0.7020
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7019
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7019
Vitamin D3 receptor P11473 VDR_HUMAN Homo sapiens 3 0.7018
Nitric oxide synthase 3 P29474 NOS3_HUMAN Homo sapiens 2 0.7016
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7011
Petrobactin biosynthesis protein AsbB Q81RQ8 Q81RQ8_BACAN Bacillus anthracis 3 0.7010
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7008
Seed lectin subunit I P05045 LEC1_VIGUC Vigna unguiculata subsp. cylindrica 2 0.7008
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7007
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7006
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7005
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7005
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7005
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7004
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7000

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