Methyl (2E,6E,10R)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate - Compound Card

Methyl (2E,6E,10R)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

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Methyl (2E,6E,10R)-10,11-epoxy-3,7,11-trimethyl-2,6-dodecadienoate

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Polyacetylene
Canonical Smiles COC(=O)/C=C(/CC/C=C(/CC[C@H]1OC1(C)C)\C)\C
InChI InChI=1S/C16H26O3/c1-12(9-10-14-16(3,4)19-14)7-6-8-13(2)11-15(17)18-5/h7,11,14H,6,8-10H2,1-5H3/b12-7+,13-11+/t14-/m1/s1
InChIKey QVJMXSGZTCGLHZ-HONBPKQLSA-N
Formula C16H26O3
HBA 3
HBD 0
MW 266.38
Rotatable Bonds 7
TPSA 38.83
LogP 3.79
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 19
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 266.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Lettowianthus stellatus Annonaceae Plantae 489335
2 Lettowianthus stellatus Annonaceae Plantae 489335

Showing of synonyms

  • Nkunya MH, Jonker SA, et al. (2000). Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry,2000,53(8),1067-1073. [View] [PubMed]
  • Nkunya MH, Jonker SA, et al. (2000). Aporphinoid alkaloids and other constituents from Lettowianthus stellatus. Phytochemistry,2000, 53(8), 1067-73. [View] [PubMed]
Pubchem: 5281523
Kegg Ligand: C09694
Chebi: 27493
Nmrshiftdb2: 60027822
Metabolights: MTBLC27493
Pdb Ligand: JH3
CPRiL: 153610
Structure

SMILES: C1CO1

Level: 0

Mol. Weight: 266.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.180
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.190
Plasma Protein Binding
30.32
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
13.400
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.660
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.090
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.770
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
2.480
Rat (Acute)
1.930
Rat (Chronic Oral)
1.850
Fathead Minnow
5.080
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
312.490
Hydration Free Energy
-2.830
Log(D) at pH=7.4
3.450
Log(P)
3.85
Log S
-4.58
Log(Vapor Pressure)
-3.12
Melting Point
-19.69
pKa Acid
8.94
pKa Basic
4.31
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.9431
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.9431
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9389
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9389
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9307
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.9307
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.9296
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.9296
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9166
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.9166
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.9158
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.9158
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9132
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9132
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.9063
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.9063
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9062
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9062
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9042
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.9042
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9018
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9018
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8974
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8974
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8948
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.8948
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8944
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8944
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8923
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8923
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8908
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8908
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8870
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8870
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8865
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8865
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8641
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8641
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8624
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8624
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.8588
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.8588
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8531
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8531
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8502
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8502
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8436
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8436
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8429
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8429
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8395
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8395
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8384
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8384
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8337
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8337
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8294
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8294
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8203
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8203
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8196
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8196
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8160
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8160
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8124
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8124
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8085
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8085
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8029
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8029
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8019
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8019
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7984
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7984
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7955
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7955
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7934
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7934
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7930
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7930
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7925
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7925
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7868
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7868
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7842
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7842
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7841
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7841
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7840
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7840
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7837
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7837
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7831
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7831
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7824
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7824
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7824
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7824
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7822
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7822
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7821
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7821
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7820
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7820
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7802
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7802
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7802
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7802
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7770
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7770
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7758
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 2 0.7758
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7742
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7742
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7733
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 4 0.7733
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7731
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7731
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7730
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7730
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7729
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7729
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7711
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7711
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7709
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7709
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7696
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7696
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7690
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7690
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7680
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7680
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7679
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7679
Cholesterol side-chain cleavage enzyme, mitochondrial P00189 CP11A_BOVIN Bos taurus 3 0.7671
Cholesterol side-chain cleavage enzyme, mitochondrial P00189 CP11A_BOVIN Bos taurus 3 0.7671
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7670
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 3 0.7670
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7657
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7657
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7647
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7647
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7646
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7646
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7645
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7645
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7622
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7622
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7621
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7621
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7619
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7619
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7610
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7610
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7603
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7603
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7602
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7602
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7601
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7601
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7596
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7596
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7594
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7594
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7592
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7592
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7588
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7588
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7568
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7568
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 3 0.7558
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 3 0.7558
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7549
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7549
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7537
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7537
Retinoic acid receptor gamma P13631 RARG_HUMAN Homo sapiens 3 0.7528
Retinoic acid receptor gamma P13631 RARG_HUMAN Homo sapiens 3 0.7528
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7525
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7525
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7513
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7513
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7511
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7511
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7507
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7507
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7505
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7505
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7504
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7504
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7502
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7502
Steroid 17-alpha-hydroxylase/17,20 lyase P05093 CP17A_HUMAN Homo sapiens 2 0.7502
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7502
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7497
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7497
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7495
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7495
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7495
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7495
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7494
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7494
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7489
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7489
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7485
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7485
Retinol-binding protein 4 P02753 RET4_HUMAN Homo sapiens 4 0.7480
Retinol-binding protein 4 P02753 RET4_HUMAN Homo sapiens 4 0.7480
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7472
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7472
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7465
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7465
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7464
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7464
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 2 0.7458
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 2 0.7458
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7443
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7443
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7442
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7442
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7428
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7428
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7421
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7421
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7416
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7416
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 3 0.7383
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 3 0.7383
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7367
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7367
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7362
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7362
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7356
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7356
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7356
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7356
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7354
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7354
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7346
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7346
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7344
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7344
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7336
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7336
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7326
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7326
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7322
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 2 0.7322
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7318
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7318
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7315
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7315
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7311
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7311
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7308
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7308
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7306
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7306
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7304
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7304
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7304
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7304
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7292
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7292
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7282
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 2 0.7282
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7280
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7280
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7262
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7262
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7259
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 4 0.7259
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7254
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7254
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7242
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7242
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7241
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7241
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7239
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7239
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7236
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7236
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7226
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7226
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7214
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7214
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7210
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7210
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7205
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7205
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7203
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7203
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7170
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7170
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7141
Cellular retinoic acid-binding protein 2 P29373 RABP2_HUMAN Homo sapiens 2 0.7141
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7137
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7137
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 4 0.7134
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 4 0.7134
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7130
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7130
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 4 0.7119
Retinol-binding protein 2 P06768 RET2_RAT Rattus norvegicus 4 0.7119
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7115
Nuclear receptor coactivator 2 Q15596 NCOA2_HUMAN Homo sapiens 3 0.7115
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7103
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7103
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7099
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7099
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7096
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7096
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7082
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7082
Beta-elicitin cinnamomin P15569 ELIB_PHYCI Phytophthora cinnamomi 3 0.7070
Beta-elicitin cinnamomin P15569 ELIB_PHYCI Phytophthora cinnamomi 3 0.7070
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 3 0.7053
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 3 0.7053
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7037
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7037
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7036
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7036
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7033
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7033
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7025
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7025
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7021
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7021
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7020
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7020
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7014
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7014
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7011
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7011
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7002
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 2 0.7002

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