1,8-dihydroxy-3-geranyloxy-6-methylanthraquinone - Compound Card

1,8-dihydroxy-3-geranyloxy-6-methylanthraquinone

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1,8-dihydroxy-3-geranyloxy-6-methylanthraquinone

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles C/C(=C\COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C)/CCC=C(C)C
InChI InChI=1S/C25H26O5/c1-14(2)6-5-7-15(3)8-9-30-17-12-19-23(21(27)13-17)25(29)22-18(24(19)28)10-16(4)11-20(22)26/h6,8,10-13,26-27H,5,7,9H2,1-4H3/b15-8+
InChIKey JVTPNJZXKNTJEF-OVCLIPMQSA-N
Formula C25H26O5
HBA 5
HBD 2
MW 406.48
Rotatable Bonds 6
TPSA 83.83
LogP 5.25
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.28
Exact Mass 406.18
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Psorospermum aurantiacum Hypericaceae Plantae 999533
2 Psorospermum densipunctatum Hypericaceae Plantae 999533

Showing of synonyms

  • Tanemossu S, Franke K, et al. (2015). Chemical constituents of Psorospermum densipunctatum (Hypericaceae). Biochemical Systematics and Ecology, 2015, 59, 174-176. [View]
  • Tiani G, Ahmed I, et al. (2013). Kenganthranol F, a new Anthranol from Psorospermum aurantiacum.. Natural Product Communications, 2013, 8(1), 103-104. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 406.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.71
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.18
Plasma Protein Binding
71.97
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
3.77
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.16
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.89
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.32
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-13.52
Rat (Acute)
2.2
Rat (Chronic Oral)
2.82
Fathead Minnow
5.53
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
486.48
Hydration Free Energy
-5.88
Log(D) at pH=7.4
4.2
Log(P)
7.4
Log S
-7.58
Log(Vapor Pressure)
-8.86
Melting Point
158.12
pKa Acid
7.86
pKa Basic
5.34
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9606
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9391
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9310
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9022
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8969
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8964
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.8932
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8899
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8884
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8863
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8852
E3 ubiquitin-protein ligase Mdm2 P56273 MDM2_XENLA Xenopus laevis 3 0.8794
Thiamine-phosphate synthase P39594 THIE_BACSU Bacillus subtilis 3 0.8755
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8730
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.8671
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8640
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8589
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8509
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8443
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8401
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8369
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8350
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8345
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8296
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8290
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8264
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8239
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8198
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 4 0.8193
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.8186
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8152
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8117
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.8089
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.8053
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.8043
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8001
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7942
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7933
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7927
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7914
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7911
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7899
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7853
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7842
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7818
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7816
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7810
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7808
Cytochrome b6 P83791 CYB6_MASLA Mastigocladus laminosus 3 0.7800
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7780
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7762
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7759
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7747
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7734
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7731
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7720
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7715
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7713
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7704
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7684
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7669
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7668
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7651
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7641
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7636
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7627
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7626
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7613
Glutathione S-transferase A1 P08263 GSTA1_HUMAN Homo sapiens 2 0.7612
Prostaglandin E synthase 2 Q9N0A4 PGES2_MACFA Macaca fascicularis 3 0.7604
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7597
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7594
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7589
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7584
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7583
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7580
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7571
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7557
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7554
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7554
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7532
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7510
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7509
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7507
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7500
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7498
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7497
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7488
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7470
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7465
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7463
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7463
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7456
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7455
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7454
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7443
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7431
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7427
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7422
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7422
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7421
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7415
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7415
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7413
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7409
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7407
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 4 0.7399
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7397
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 3 0.7384
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7378
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7377
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7366
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7365
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 2 0.7364
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7361
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7342
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7342
Fructose-1,6-bisphosphatase 1 P00636 F16P1_PIG Sus scrofa 3 0.7339
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7337
E3 ubiquitin-protein ligase Mdm2 Q00987 MDM2_HUMAN Homo sapiens 3 0.7335
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7325
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7324
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 3 0.7313
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7312
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7301
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7290
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7286
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7263
Bifunctional F420 biosynthesis protein FbiB P9WP79 FBIB_MYCTU Mycobacterium tuberculosis 5 0.7256
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7254
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7252
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7249
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7247
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7245
Tyrosine-protein kinase Lyn P25911 LYN_MOUSE Mus musculus 3 0.7239
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7229
Casein kinase I isoform delta P48730 KC1D_HUMAN Homo sapiens 3 0.7228
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7215
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 4 0.7207
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7205
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7205
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7203
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 4 0.7195
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7190
Cholesterol side-chain cleavage enzyme, mitochondrial P00189 CP11A_BOVIN Bos taurus 4 0.7187
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7169
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7167
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7160
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7157
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7157
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7153
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7151
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7148
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7147
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7138
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7135
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7134
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7132
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7125
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7123
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7122
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7120
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7101
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7094
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7088
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7087
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7080
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7076
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7064
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7060
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7054
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7042
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7039
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7036
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7035
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7028
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 3 0.7027
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7021
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7021
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.7016
DNA double-strand break repair protein Mre11 Q9X1X0 Q9X1X0_THEMA Thermotoga maritima MSB8 4 0.7011
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7010

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