6-geranyloxycarbonylmethyl-5-methoxycarbonylmethylpyran-2-one - Compound Card

6-geranyloxycarbonylmethyl-5-methoxycarbonylmethylpyran-2-one

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6-geranyloxycarbonylmethyl-5-methoxycarbonylmethylpyran-2-one

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Lactone
    • Subclass: Prenylated Pyran-2-One
Canonical Smiles COC(=O)Cc1ccc(=O)oc1CC(=O)OC/C=C(/CCC=C(C)C)\C
InChI InChI=1S/C20H26O6/c1-14(2)6-5-7-15(3)10-11-25-20(23)13-17-16(12-19(22)24-4)8-9-18(21)26-17/h6,8-10H,5,7,11-13H2,1-4H3/b15-10+
InChIKey BIQNCHSICZSXCV-XNTDXEJSSA-N
Formula C20H26O6
HBA 6
HBD 0
MW 362.42
Rotatable Bonds 9
TPSA 82.81
LogP 3.13
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.45
Exact Mass 362.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Thapsia transtagana Apiaceae Plantae 512634

Showing of synonyms

  • Rubala JJ, Moreno-Dorado FJ, et al. (2007). A pyran-2-one and four meroterpenoids from Thapsia transtagana and their implication in the biosynthesis of transtaganolides. Phytochemistry,2007,68(19),2480-2486. [View]
Pubchem: 73054901
Nmrshiftdb2: 60050297

No compound-protein relationship available.

Structure

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 362.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.500
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.480
Plasma Protein Binding
28.16
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
4.480
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.060
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.260
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.190
Micronucleos
Safe
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
1.470
Rat (Acute)
2.190
Rat (Chronic Oral)
2.340
Fathead Minnow
5.110
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
388.970
Hydration Free Energy
-6.840
Log(D) at pH=7.4
2.500
Log(P)
3.62
Log S
-5.16
Log(Vapor Pressure)
-6.42
Melting Point
44.47
pKa Acid
9.37
pKa Basic
6.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9533
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9533
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9430
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9430
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9428
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9428
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8964
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8964
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8955
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8955
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8945
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8945
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8920
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8920
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8919
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8919
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8885
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8885
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8868
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8868
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8853
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8853
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8853
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8853
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8841
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8841
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8826
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8826
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8820
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8820
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8788
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8788
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8742
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8742
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8695
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8695
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8606
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8606
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8585
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8585
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8549
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8549
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8321
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8321
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.8270
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.8270
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8259
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8259
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8249
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8249
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8197
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8197
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8125
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8125
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8100
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8100
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8092
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8092
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8086
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.8086
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8016
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8016
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7939
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7939
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7937
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7937
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7922
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.7922
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7876
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7876
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7865
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7865
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7844
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7844
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7831
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7831
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7820
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 2 0.7820
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7816
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7816
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7812
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7812
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7792
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7792
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7779
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7779
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7771
Sterol 14alpha-demethylase P9WPP9 CP51_MYCTU Mycobacterium tuberculosis 3 0.7771
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7764
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7764
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7750
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7750
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7750
cGMP-dependent protein kinase 1 P00516 KGP1_BOVIN Bos taurus 3 0.7750
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7748
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7748
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7748
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7748
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7747
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7747
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7745
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 2 0.7745
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7742
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7742
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7737
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7737
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7722
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7722
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7708
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7708
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7701
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7701
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7675
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7675
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7657
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7657
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7657
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7657
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7642
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7642
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7632
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7632
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7610
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7610
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7601
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7601
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7598
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7598
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7597
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7597
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7567
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7567
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7553
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7553
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7536
Prolyl endopeptidase P23687 PPCE_PIG Sus scrofa 3 0.7536
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7533
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7533
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7494
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7494
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7486
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7486
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7485
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7485
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7475
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7475
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7474
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7474
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7466
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7466
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7458
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7458
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7455
Histone deacetylase-like amidohydrolase Q70I53 HDAH_ALCSD Alcaligenes sp.) 2 0.7455
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7451
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7451
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7450
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7450
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7448
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7448
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7445
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7445
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7438
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7438
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7431
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7431
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7428
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7428
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7423
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7423
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7420
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7420
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7415
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7415
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7415
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7415
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7403
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial Q15119 PDK2_HUMAN Homo sapiens 3 0.7403
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7402
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7402
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7391
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7391
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7387
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7387
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7380
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7380
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7377
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7377
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7358
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7358
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7355
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7355
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7340
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7340
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7332
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7332
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7325
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7325
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7321
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7321
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7321
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 2 0.7321
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7309
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7309
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7308
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7308
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7308
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7308
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7303
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 2 0.7303
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7295
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7295
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7293
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7293
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7293
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7293
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7292
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7292
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7288
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7288
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7283
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7283
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7279
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7279
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7270
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7270
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7270
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7270
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7265
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7265
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7265
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7265
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7265
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7265
1-deoxy-D-xylulose 5-phosphate reductoisomerase P45568 DXR_ECOLI Escherichia coli 2 0.7265
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7265
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7261
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7261
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7258
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7258
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7256
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7256
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7255
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7255
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7252
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7252
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7250
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7250
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7248
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7248
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7236
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7236
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7234
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7234
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7233
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7233
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7227
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7227
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7217
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7217
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7213
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7213
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7209
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7209
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7201
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7201
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7199
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7199
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7194
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7194
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7193
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7193
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7190
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 2 0.7190
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7177
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7177
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7176
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7176
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7163
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7163
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7162
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7162
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7161
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7161
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7158
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7158
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7147
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7147
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7143
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7143
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7138
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7138
Thiazole tautomerase P25053 TENI_BACSU Bacillus subtilis 2 0.7136
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7136
Thiazole tautomerase P25053 TENI_BACSU Bacillus subtilis 2 0.7136
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7136
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 2 0.7134
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 2 0.7134
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7125
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7125
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7123
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7123
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7119
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7119
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7109
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7109
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7105
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7105
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7100
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7100
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7093
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7093
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7090
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7090
Delta-type opioid receptor P41143 OPRD_HUMAN Homo sapiens 4 0.7081
Delta-type opioid receptor P41143 OPRD_HUMAN Homo sapiens 4 0.7081
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7078
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7078
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7078
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7078
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7075
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7075
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7075
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 2 0.7075
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7071
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 2 0.7071
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7067
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7067
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7059
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7059
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7051
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7051
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7049
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7049
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7046
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7046
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7039
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7039
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7039
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7039
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7037
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7037
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7036
uroporphyrinogen-III C-methyltransferase P95417 P95417_PSEAI Pseudomonas aeruginosa 3 0.7036
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 2 0.7034
Bis(5'-adenosyl)-triphosphatase P49789 FHIT_HUMAN Homo sapiens 2 0.7034
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7029
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7029
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7027
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7027
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7016
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7016
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7010
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 2 0.7010
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7010
Purine nucleoside phosphorylase Q8I3X4 Q8I3X4_PLAF7 Plasmodium falciparum 2 0.7010
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7009
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7009
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7008
tRNA (adenine(9)-N1)-methyltransferase Q4J894 TRM10_SULAC Sulfolobus acidocaldarius 3 0.7008
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7002
Prothrombin P00734 THRB_HUMAN Homo sapiens 2 0.7002
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7002
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7002

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