3-hydroxy-2-hydroxymethyl anthraquinone - Compound Card

3-hydroxy-2-hydroxymethyl anthraquinone

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3-hydroxy-2-hydroxymethyl anthraquinone

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles OCC(C(=O)NCCC(=O)Nc1ccc2c(c1)C(=O)c1c(C2=O)ccc(c1)Cl)(CO)C
InChI InChI=1S/C22H21ClN2O6/c1-22(10-26,11-27)21(31)24-7-6-18(28)25-13-3-5-15-17(9-13)20(30)16-8-12(23)2-4-14(16)19(15)29/h2-5,8-9,26-27H,6-7,10-11H2,1H3,(H,24,31)(H,25,28)
InChIKey ABFFLCXQQNZTDE-UHFFFAOYSA-N
Formula C22H21ClN2O6
HBA 6
HBD 4
MW 444.87
Rotatable Bonds 7
TPSA 132.8
LogP 1.55
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.27
Exact Mass 444.11
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Pentas schimperi Rubiaceae Plantae 25384
2 Pentas schimperi Rubiaceae Plantae 25384

Showing of synonyms

  • Kuete V, Donfack AR, et al. (2015). Cytotoxicity of anthraquinones from the roots of Pentas schimperi towards multi-factorial drug-resistant cancer cells.. Investigational new drugs,2015, 33(4), 861-869. [View] [PubMed]
  • Goffin E, Ziemons E, et al. (2002). In vitro antiplasmodial activity of Tithonia diversifolia and identification of its main active constituent: tagitinin C.. Planta medica,2002, 68(6), 543-545. [View] [PubMed]
Pubchem: 101473964

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 444.87 g/mol

Anti-15-lipoxygenase
Cancer cell growth inhibitory

Absorption

Caco-2 (logPapp)
-5.96
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.050
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.26

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.020
Plasma Protein Binding
59.53
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
Non-Inhibitor

Excretion

Clearance
4.720
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.490
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.930
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.220
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
-34.080
Rat (Acute)
2.270
Rat (Chronic Oral)
2.890
Fathead Minnow
4.280
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
555.170
Hydration Free Energy
-4.110
Log(D) at pH=7.4
1.430
Log(P)
2.11
Log S
-3.36
Log(Vapor Pressure)
-13.23
Melting Point
213.55
pKa Acid
6.27
pKa Basic
6.57
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9432
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.9415
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9368
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9365
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.9271
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9225
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.9195
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9148
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9036
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9030
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.8989
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8888
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8867
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.8794
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.8781
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.8759
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8730
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.8638
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8605
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8589
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8580
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.8527
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.8516
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8513
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8495
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8433
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.8415
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8409
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.8365
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8354
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8278
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.8226
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.8086
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8085
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 3 0.8045
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8003
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7996
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7950
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7949
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7948
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7934
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7923
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 3 0.7879
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7873
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7872
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7870
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7866
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7865
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7863
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7855
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7855
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7849
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7844
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7830
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7812
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7809
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7791
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7775
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7735
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7728
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7711
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7704
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7699
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7699
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7698
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7683
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7672
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7670
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7661
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7654
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7650
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7641
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7629
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7616
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7616
Tubulin alpha chain A0A0R4I993 A0A0R4I993_SUSBA Sus barbatus 3 0.7607
Ketimine reductase mu-crystallin O54983 CRYM_MOUSE Mus musculus 2 0.7587
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7566
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7563
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7561
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7559
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7544
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7536
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7536
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7527
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 4 0.7524
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7519
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7518
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7516
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7512
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7503
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7496
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7486
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7482
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7481
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7477
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7454
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7450
Dihydrofolate reductase P00381 DYR_LACCA Lacticaseibacillus casei 3 0.7450
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7441
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7434
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7424
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7422
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 2 0.7406
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7394
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.7384
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.7382
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7382
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7369
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7365
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7364
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 2 0.7349
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7342
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7341
Pantothenate kinase P9WPA7 COAA_MYCTU Mycobacterium tuberculosis 3 0.7338
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7337
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 2 0.7328
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7325
Bifunctional dihydrofolate reductase-thymidylate synthase D9N170 D9N170_PLAFA Plasmodium falciparum 3 0.7315
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7305
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7301
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7294
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 3 0.7294
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7292
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7291
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7286
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7284
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7278
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 3 0.7235
Alpha-L-fucosidase, putative Q9WYE2 Q9WYE2_THEMA Thermotoga maritima 4 0.7226
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7223
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7216
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 2 0.7211
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7203
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7201
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7201
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7200
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7191
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7187
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7185
NmrA-like family domain-containing protein 1 Q9HBL8 NMRL1_HUMAN Homo sapiens 2 0.7183
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7173
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7173
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7166
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7166
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7164
Pyridoxal kinase P82197 PDXK_SHEEP Ovis aries 3 0.7162
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7161
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7160
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7159
Cysteine synthase P45040 CYSK_HAEIN Haemophilus influenzae 3 0.7156
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 2 0.7155
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7155
Wee1-like protein kinase P30291 WEE1_HUMAN Homo sapiens 5 0.7154
Cytochrome P450 2D6 P10635 CP2D6_HUMAN Homo sapiens 3 0.7152
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7145
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7144
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7138
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7136
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7135
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7131
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7131
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7129
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 2 0.7122
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7115
Dihydrofolate reductase type 1 from Tn4003 P13955 DYRA_STAAU Staphylococcus aureus 3 0.7107
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7101
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7099
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7099
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 4 0.7095
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7095
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 2 0.7093
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7086
Dihydrofolate reductase Q83AB2 Q83AB2_COXBU Coxiella burnetii 3 0.7085
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7081
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7079
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7070
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7067
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7067
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7063
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7062
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7056
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 2 0.7055
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7054
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7050
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7049
ABC-type polar amino acid transport system, ATPase component Q8RCC2 Q8RCC2_CALS4 Caldanaerobacter subterraneus subsp. tengcongensis 2 0.7040
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7038
Carbonic anhydrase 4 Q64444 CAH4_MOUSE Mus musculus 2 0.7025
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7020
Dihydrofolate reductase P00374 DYR_HUMAN Homo sapiens 3 0.7016
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7010

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