3-geranyl-1-(2'-methylpropanoyl)-phloroglucinol - Compound Card

3-geranyl-1-(2'-methylpropanoyl)-phloroglucinol

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3-geranyl-1-(2'-methylpropanoyl)-phloroglucinol

Structure
Zoomed Structure
  • Family: Plantae - Hypericaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C/C(=C\Cc1c(O)cc(c(c1O)C(=O)C(C)C)O)/CCC=C(C)C
InChI InChI=1S/C20H28O4/c1-12(2)7-6-8-14(5)9-10-15-16(21)11-17(22)18(20(15)24)19(23)13(3)4/h7,9,11,13,21-22,24H,6,8,10H2,1-5H3/b14-9+
InChIKey TXDNBNXWWCEVMG-NTEUORMPSA-N
Formula C20H28O4
HBA 4
HBD 3
MW 332.44
Rotatable Bonds 7
TPSA 77.76
LogP 4.88
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 332.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hypericum roeperianum Hypericaceae Plantae —

Showing of synonyms

  • Fobofou SA, Franke K, et al. (2015). Isolation and anticancer, anthelminthic, and antiviral (HIV) activity of acylphloroglucinols, and regioselective synthesis of empetrifranzinans from Hypericum roeperianum.. Bioorganic & medicinal chemistry,2015, 23(19), 6327-6334. [View] [PubMed]
Pubchem: 10426888
Nmrshiftdb2: 60031132
Bindingdb: 50528359

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 332.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.76
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
46.13
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.02
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.37
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.02
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.09
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
4.05
Rat (Acute)
1.96
Rat (Chronic Oral)
2.85
Fathead Minnow
4.86
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
381.62
Hydration Free Energy
-10.45
Log(D) at pH=7.4
3.59
Log(P)
6.6
Log S
-5.59
Log(Vapor Pressure)
-6.79
Melting Point
106.07
pKa Acid
7.78
pKa Basic
6.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9417
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.9411
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9356
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9320
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9300
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9268
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.9182
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9132
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9115
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.9087
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.9085
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.9072
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.9059
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8987
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8985
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8926
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8879
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8839
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8809
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8779
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8778
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8742
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8715
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8702
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8676
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8621
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8610
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.8557
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8539
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8537
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8536
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8519
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8488
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8476
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8463
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8447
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8399
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8374
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8327
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 4 0.8315
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8307
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8278
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8271
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8264
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8255
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8231
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8173
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8166
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8152
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.8132
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8122
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8109
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 3 0.8103
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8091
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8076
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8066
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.8058
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8051
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8049
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8043
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 4 0.7986
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7974
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7960
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7956
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7947
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7932
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 4 0.7930
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7904
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7896
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7805
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7784
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7773
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7769
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7769
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7762
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7741
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7741
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7724
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7723
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7714
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7713
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7707
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7701
Proton-gated ion channel Q7NDN8 GLIC_GLOVI Gloeobacter violaceus 3 0.7698
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7682
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7670
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7666
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7664
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7657
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.7651
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 3 0.7651
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7636
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7624
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7619
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7618
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7613
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7612
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7608
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.7601
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7591
Thymidine phosphorylase P07650 TYPH_ECOLI Escherichia coli 4 0.7563
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7556
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7553
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7541
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7539
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7538
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7533
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7520
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7520
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.7520
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7519
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7518
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7514
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7504
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7486
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7478
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7475
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7462
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7448
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7437
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7427
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7423
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7422
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 3 0.7408
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7408
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.7405
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7398
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7393
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7393
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 3 0.7392
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7392
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 2 0.7389
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7378
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7373
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7372
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7353
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7350
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7349
O-GlcNAcase NagJ Q0TR53 OGA_CLOP1 Clostridium perfringens 3 0.7348
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 3 0.7347
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7344
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 3 0.7329
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7328
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7327
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7323
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 3 0.7312
Calmodulin-1 P0DP29 CALM1_RAT Rattus norvegicus 3 0.7305
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7304
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7297
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7293
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7281
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7271
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7260
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7259
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7248
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7247
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7246
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7240
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7233
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7232
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7230
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7227
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7221
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7215
Glutamate decarboxylase 1 Q99259 DCE1_HUMAN Homo sapiens 3 0.7214
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7212
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7212
histone deacetylase A5H660 A5H660_SCHMA Schistosoma mansoni 3 0.7209
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7197
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7189
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7189
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7177
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7173
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7170
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.7167
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7167
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7163
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7155
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7148
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7145
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7144
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7143
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7143
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7141
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7131
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7130
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7120
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7116
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7113
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7110
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7107
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7106
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 3 0.7106
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7104
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7103
Dihydrofolate reductase P0ABQ4 DYR_ECOLI Escherichia coli 3 0.7103
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7100
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7099
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7091
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 2 0.7089
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7088
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7082
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7077
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7074
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7073
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7073
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7073
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7068
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7067
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7059
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7057
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7051
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7050
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7047
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7046
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7044
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7043
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7043
Enterochelin uptake periplasmic binding protein Q0P8Q4 Q0P8Q4_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 3 0.7040
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7039
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7034
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7031
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7011
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7007
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 2 0.7006
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7005

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