5-hydroxy-1,3-dimethoxyxanthone - Compound Card

5-hydroxy-1,3-dimethoxyxanthone

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5-hydroxy-1,3-dimethoxyxanthone

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Xanthone
    • Subclass: Methoxyxanthone
Canonical Smiles COc1cc(OC)cc2c1c(=O)c1c(o2)c(O)ccc1
InChI InChI=1S/C15H12O5/c1-18-8-6-11(19-2)13-12(7-8)20-15-9(14(13)17)4-3-5-10(15)16/h3-7,16H,1-2H3
InChIKey PAWPPMMKSKJGQV-UHFFFAOYSA-N
Formula C15H12O5
HBA 5
HBD 1
MW 272.26
Rotatable Bonds 2
TPSA 68.9
LogP 2.67
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.13
Exact Mass 272.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hypericum roeperianum Hypericaceae Plantae —
2 Hypericum roeperianum Hypericaceae Plantae —

Showing of synonyms

  • Demgne OMF, Damen F, et al. (2021). Botanicals and phytochemicals from the bark of Hypericum roeperianum (Hypericaceae) had strong antibacterial activity and showed synergistic effects with antibiotics against multidrug-resistant bacteria expressing active efflux pumps.. Journal of ethnopharmacology,2021, 277, 114257. [View] [PubMed]
  • Damen F, Simo Mpetga JD, et al. (2022). Roeperone A, a new tetraoxygenated xanthone and other compounds from the leaves of Hypericum roeperianum Schimp. (Hypericaceae).. Natural product research,2022, 36(8), 2071-2077. [View] [PubMed]
Pubchem: 378687
Nmrshiftdb2: 70022462

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc3c(c2=O)cccc3

Level: 0

Mol. Weight: 272.26 g/mol

Antibacterial

Absorption

Caco-2 (logPapp)
-4.56
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.330
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.510
Plasma Protein Binding
74.72
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
1.580
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.780
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.590
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.660
Micronucleos
Toxic
NR-AhR
Toxic
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
4.530
Rat (Acute)
2.010
Rat (Chronic Oral)
2.310
Fathead Minnow
4.920
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
400.110
Hydration Free Energy
-9.950
Log(D) at pH=7.4
2.320
Log(P)
2.91
Log S
-4.59
Log(Vapor Pressure)
-6.72
Melting Point
188.33
pKa Acid
7.23
pKa Basic
2.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9767
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9511
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.9466
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9398
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9360
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9293
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9187
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9166
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9136
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9109
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9097
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9065
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9046
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9037
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.9030
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.9000
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8966
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8816
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8783
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8767
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.8758
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8753
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8743
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8713
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8707
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8699
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8665
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.8646
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8640
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8589
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8564
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8458
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8423
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.8401
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.8400
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8337
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8332
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8324
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8243
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.8218
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8179
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8163
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8150
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.8141
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.8125
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8124
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 3 0.8097
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8076
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8072
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.8058
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8015
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8004
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7988
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7985
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7983
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7843
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7837
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7801
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7794
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7792
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7784
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7753
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7747
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7719
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7676
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7672
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7669
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7667
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7661
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7653
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7642
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7636
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7636
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7634
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7631
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7595
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7595
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7593
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7578
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7574
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7556
Nucleoside diphosphate kinase A 2 P52175 NDKA2_BOVIN Bos taurus 3 0.7541
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7540
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7527
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 3 0.7517
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7508
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7499
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7484
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7482
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7478
cAMP-dependent protein kinase catalytic subunit alpha P17612 KAPCA_HUMAN Homo sapiens 3 0.7478
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7476
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7474
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7470
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7463
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7459
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7458
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7448
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7446
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7436
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7433
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7428
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7418
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7403
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7399
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7399
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7399
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7385
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7370
Alcohol dehydrogenase E chain P00327 ADH1E_HORSE Equus caballus 3 0.7370
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7357
Multidrug efflux pump subunit AcrB P31224 ACRB_ECOLI Escherichia coli 3 0.7346
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7338
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7328
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7319
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7314
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7313
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 3 0.7309
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7307
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 3 0.7299
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7295
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7293
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7292
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7282
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 3 0.7282
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 4 0.7275
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7272
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7267
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7263
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7252
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7252
Exotoxin A P11439 TOXA_PSEAE Pseudomonas aeruginosa 3 0.7246
Sepiapterin reductase Q64105 SPRE_MOUSE Mus musculus 3 0.7239
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7237
Deoxyribodipyrimidine photo-lyase Q8PYK9 Q8PYK9_METMA Methanosarcina mazei 4 0.7234
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7221
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7213
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7207
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 3 0.7203
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7199
Thiosulfate reductase Q72LA4 Q72LA4_THET2 Thermus thermophilus 4 0.7188
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7188
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 3 0.7183
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7167
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7158
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7146
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7144
Bifunctional dihydrofolate reductase-thymidylate synthase A7UD81 A7UD81_PLAFA Plasmodium falciparum 3 0.7143
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7143
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 2 0.7142
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7127
ADP-ribosyl cyclase/cyclic ADP-ribose hydrolase 2 Q10588 BST1_HUMAN Homo sapiens 4 0.7122
Methyltransferase O26771 O26771_METTH Methanothermobacter thermautotrophicus 3 0.7121
AGAP003309-PA A0A1U7F4W2 A0A1U7F4W2_ANOGA Anopheles gambiae 3 0.7112
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 3 0.7101
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7098
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7086
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7085
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 3 0.7083
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7079
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7069
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7064
Eukaryotic translation initiation factor 4E type 3 Q9DBB5 IF4E3_MOUSE Mus musculus 3 0.7063
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7057
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7056
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7053
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7049
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7046
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7045
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7019
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7013
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 2 0.7011
F420-dependent methylenetetrahydromethanopterin dehydrogenase P94951 MTD_METKA Methanopyrus kandleri 2 0.7011
Cytochrome P450 2C5 P00179 CP2C5_RABIT Oryctolagus cuniculus 2 0.7009
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 3 0.7001
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7001
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7001

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