Pituranthosin B - Compound Card

Pituranthosin B

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Pituranthosin B

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles C/C(=C\COc1c2occc2cc2c1oc(=O)cc2)/CCC1OC(OC1(C)C)(C)C
InChI InChI=1S/C24H28O6/c1-15(6-8-18-23(2,3)30-24(4,5)29-18)10-12-27-22-20-17(11-13-26-20)14-16-7-9-19(25)28-21(16)22/h7,9-11,13-14,18H,6,8,12H2,1-5H3/b15-10+
InChIKey YNVJIUUXQAXASW-XNTDXEJSSA-N
Formula C24H28O6
HBA 6
HBD 0
MW 412.48
Rotatable Bonds 6
TPSA 71.04
LogP 5.57
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 412.19
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Deverra battandieri Apiaceae Plantae 1589787

Showing of synonyms

  • Esseid C, León F, et al. (2021). Coumarins and other constituents from Deverra battandieri. Phytochemistry Letters, 2021, 42, 129-133.. [View]

No compound-protein relationship available.

Structure

SMILES: O1COCC1CCC=CCOc(c(c23)occ2)c4c(c3)ccc(=O)o4

Level: 1

Mol. Weight: 412.48 g/mol

Structure

SMILES: c1coc(c12)cc3c(c2)ccc(=O)o3

Level: 0

Mol. Weight: 412.48 g/mol

Structure

SMILES: C1COCO1

Level: 0

Mol. Weight: 412.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.94
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.79

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.32
Plasma Protein Binding
83.92
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-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
10.23
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.5
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.56
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.26
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
-26.34
Rat (Acute)
2.77
Rat (Chronic Oral)
1.59
Fathead Minnow
5.65
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
477.81
Hydration Free Energy
-4.74
Log(D) at pH=7.4
4.23
Log(P)
4.89
Log S
-6.02
Log(Vapor Pressure)
-7.89
Melting Point
65.21
pKa Acid
7.07
pKa Basic
7.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.9677
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.9534
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9521
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.9435
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 3 0.9369
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9353
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.9292
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.9220
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.9148
NADH:flavin oxidoreductase Sye1 Q8EEC8 Q8EEC8_SHEON Shewanella oneidensis 3 0.9109
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.9072
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9056
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9053
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.9051
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9023
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9000
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8997
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8953
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8945
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8932
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8897
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8892
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8892
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.8855
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8852
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.8807
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8754
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8664
Mucosa-associated lymphoid tissue lymphoma translocation protein 1 Q9UDY8 MALT1_HUMAN Homo sapiens 3 0.8644
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8619
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8605
Calmodulin-2 P0DP24 CALM2_HUMAN Homo sapiens 3 0.8602
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8540
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8524
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8456
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.8418
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8412
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8343
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.8337
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8311
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.8288
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8238
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 3 0.8227
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.8200
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8167
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.8155
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8144
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.8133
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8115
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.8109
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8098
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8085
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8082
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8068
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8067
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8063
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8035
Transthyretin Q9PTT3 Q9PTT3_SPAAU Sparus aurata 3 0.8025
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.8023
Alpha-1-acid glycoprotein 2 P19652 A1AG2_HUMAN Homo sapiens 2 0.8004
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 2 0.8002
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7998
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7987
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7978
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7978
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7969
11-beta-hydroxysteroid dehydrogenase 1 Q6QLL4 DHI1_CAVPO Cavia porcellus 3 0.7954
Cytochrome P450 2E1 P05181 CP2E1_HUMAN Homo sapiens 3 0.7940
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7939
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7938
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7925
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7904
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7902
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7901
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7872
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7869
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7837
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7834
Cis-2,3-dihydrobiphenyl-2,3-diol dehydrogenase Q46381 BPHB_COMTE Comamonas testosteroni 3 0.7831
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7820
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7816
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7806
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7796
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 2 0.7786
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7775
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7770
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7765
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7761
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7759
F420-dependent NADP reductase O29370 FNO_ARCFU Archaeoglobus fulgidus 3 0.7754
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7746
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7739
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7737
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 2 0.7730
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7723
tRNA (guanine-N(1)-)-methyltransferase P43912 TRMD_HAEIN Haemophilus influenzae 4 0.7720
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7707
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7707
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7707
Probable esterase KAI2 Q9SZU7 KAI2_ARATH Arabidopsis thaliana 3 0.7701
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7695
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7690
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7685
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7680
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7678
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7678
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 2 0.7676
Dual specificity protein kinase TTK P33981 TTK_HUMAN Homo sapiens 3 0.7669
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7658
Cytochrome b6 P83791 CYB6_MASLA Mastigocladus laminosus 3 0.7657
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7657
Aminoglycoside 3'-phosphotransferase AphA1-IAB B0VD92 B0VD92_ACIBY Acinetobacter baumannii 3 0.7652
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7643
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7643
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7642
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7634
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7630
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7625
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7624
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7620
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7620
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7616
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7615
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7613
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7608
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7607
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7607
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7604
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7593
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7590
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7583
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7578
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7567
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7567
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7561
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7560
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7555
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7553
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7552
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7547
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7547
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7545
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7542
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7542
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 2 0.7541
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7538
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7537
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7534
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7529
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7526
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7526
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7520
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7519
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7519
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7518
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7516
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7516
Urokinase-type plasminogen activator P00749 UROK_HUMAN Homo sapiens 2 0.7512
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7512
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7510
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7510
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7506
Interleukin-2 P60568 IL2_HUMAN Homo sapiens 2 0.7505
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7502
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7500
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7500
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7497
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7494
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7494
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7493
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7492
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7490
Putative HMP/thiamine-binding protein YkoF O34911 YKOF_BACSU Bacillus subtilis 2 0.7486
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7483
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7482
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 2 0.7476
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7470
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7469
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 2 0.7469
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7464
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 2 0.7464
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7460
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7459
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7457
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7451
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7446
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7445
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 2 0.7441
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 2 0.7441
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7425
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7420
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7419
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7415
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7411
Protoporphyrinogen oxidase, mitochondrial O24164 PPOM_TOBAC Nicotiana tabacum 2 0.7411
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7408
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7406
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7401
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7397
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 2 0.7393
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7392
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7390
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7388
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7386
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7382
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7379
Cell division cycle 7-related protein kinase O00311 CDC7_HUMAN Homo sapiens 3 0.7376
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7372
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7369
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7365
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7361
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7360
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7359
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7354
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7352
Cytochrome P450 2C9 P11712 CP2C9_HUMAN Homo sapiens 2 0.7347
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7345
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7345
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7334
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7333
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7333
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7331
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7331
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7330
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 2 0.7325
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 2 0.7323
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7323
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 2 0.7315
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7315
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7313
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7311
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7311
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 2 0.7310
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7307
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7306
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7303
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 2 0.7295
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 2 0.7291
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7287
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7285
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7284
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7283
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7281
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 2 0.7277
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 2 0.7276
Casein kinase II subunit alpha' P19784 CSK22_HUMAN Homo sapiens 2 0.7274
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7273
Pentalenic acid synthase Q825I8 CYP28_STRAW Streptomyces avermitilis 2 0.7271
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 3 0.7265
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7264
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 2 0.7264
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 2 0.7263
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 3 0.7258
Phospholipase A2, membrane associated P14555 PA2GA_HUMAN Homo sapiens 2 0.7256
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7255
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7254
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7254
Terminal oxygenase component of carbazole Q84II6 Q84II6_JANS3 Janthinobacterium sp 2 0.7253
A disintegrin and metalloproteinase with thrombospondin motifs 5 Q9UNA0 ATS5_HUMAN Homo sapiens 3 0.7252
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7252
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7250
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7249
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7247
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7246
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7238
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7236
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7236
Tyrosine-protein kinase HCK P08631 HCK_HUMAN Homo sapiens 2 0.7236
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7234
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7228
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7227
Cathepsin S P25774 CATS_HUMAN Homo sapiens 2 0.7226
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7224
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7218
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7214
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7213
Acetyl-CoA carboxylase Q00955 ACAC_YEAST Saccharomyces cerevisiae 3 0.7201
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7197
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7195
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7195
Aldehyde dehydrogenase, dimeric NADP-preferring P30838 AL3A1_HUMAN Homo sapiens 2 0.7195
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7193
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7192
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7185
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7182
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 2 0.7182
Glycylpeptide N-tetradecanoyltransferase Q4Q5S8 Q4Q5S8_LEIMA Leishmania major 2 0.7180
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 2 0.7174
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7171
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7169
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7166
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 2 0.7164
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7150
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7149
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7146
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7145
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7142
Farnesyl pyrophosphate synthase P14324 FPPS_HUMAN Homo sapiens 2 0.7141
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 2 0.7141
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7139
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7135
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7133
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7127
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7126
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7125
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7124
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7123
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7123
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7121
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7113
Bifunctional dihydrofolate reductase-thymidylate synthase O02604 DRTS_PLAVI Plasmodium vivax 2 0.7111
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7104
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7101
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7098
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 2 0.7098
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 2 0.7096
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7095
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 2 0.7089
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 2 0.7087
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7087
Fatty acid-binding protein, adipocyte P15090 FABP4_HUMAN Homo sapiens 2 0.7076
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7071
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7068
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 2 0.7068
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 2 0.7068
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7060
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7059
Diguanylate phosphodiesterase A6T8V8 A6T8V8_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 3 0.7058
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7058
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7056
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 2 0.7055
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7050
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7050
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7050
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7049
Phenazine biosynthesis protein A/B Q396C9 Q396C9_BURL3 Burkholderia lata 2 0.7049
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7047
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7047
DNA ligase P43813 DNLJ_HAEIN Haemophilus influenzae 2 0.7046
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7045
(RS)-norcoclaurine 6-O-methyltransferase Q5C9L7 6OMT_THLFG Thalictrum flavum subsp. glaucum 3 0.7043
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7042
Troponin C, slow skeletal and cardiac muscles P63316 TNNC1_HUMAN Homo sapiens 2 0.7042
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7041
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7039
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7037
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7037
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7037
Protein S100-A4 P26447 S10A4_HUMAN Homo sapiens 2 0.7034
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 2 0.7032
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7032
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.7031
Dihydroorotate dehydrogenase (quinone), mitochondrial Q02127 PYRD_HUMAN Homo sapiens 3 0.7029
Stimulator of interferon genes protein Q3TBT3 STING_MOUSE Mus musculus 2 0.7029
Cytochrome P450 2D6 P10635 CP2D6_HUMAN Homo sapiens 2 0.7028
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7026
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7025
Thymidylate synthase P45352 TYSY_RAT Rattus norvegicus 2 0.7024
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 2 0.7022
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7021
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7016
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7016
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 2 0.7014
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7013
Prostaglandin G/H synthase 1 P05979 PGH1_SHEEP Ovis aries 2 0.7012
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7009
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7005
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7002
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7002
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7002

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