Select a section from the left sidebar
Dihydroxanthyletin
- Family: Plantae - Apiaceae
- Kingdom: Plantae
- Class: Coumarin
| Canonical Smiles | CC1(C)CCc2c(O1)cc1c(c2)ccc(=O)o1 |
|---|---|
| InChI | InChI=1S/C14H14O3/c1-14(2)6-5-10-7-9-3-4-13(15)16-11(9)8-12(10)17-14/h3-4,7-8H,5-6H2,1-2H3 |
| InChIKey | OHVLVQZSSLHFMS-UHFFFAOYSA-N |
| Formula | C14H14O3 |
| HBA | 3 |
| HBD | 0 |
| MW | 230.26 |
| Rotatable Bonds | 0 |
| TPSA | 39.44 |
| LogP | 2.9 |
| Number Rings | 3 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 17 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.36 |
| Exact Mass | 230.09 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ammi majus | Apiaceae | Plantae | 48026 |
Showing of synonyms
Dihydroxanthyletin
2,2-dimethyl-3,4-dihydropyrano(3,2-g)chromen-8-one
2,2-dimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one
CHEMBL1934198
SCHEMBL4741095
BDBM50361394
AKOS000278012
- Elgamal MHA, Shalaby NMM, et al. (1993). Coumarins and coumarin glucosides from the fruits of Ammi majus. Phytochemistry,1993,34(3),819-823. [View]
Pubchem:
10466390
Zinc:
ZINC000014885096
Nmrshiftdb2:
60081771
Chembl:
CHEMBL1934198
Bindingdb:
50361394
CPRiL:
416873
SMILES: c1cc(=O)oc(c12)cc3c(c2)CCCO3
Level: 0
Mol. Weight: 230.26 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.86
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.2
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.43
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.07
- Plasma Protein Binding
- 61.34
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Substrate
- CYP 3A4 Inhibitor
- Non-Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.04
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 1.46
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.71
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.12
- 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)
- 2.22
- Rat (Chronic Oral)
- 1.49
- Fathead Minnow
- 4.25
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 359.68
- Hydration Free Energy
- -8.12
- Log(D) at pH=7.4
- 3.24
- Log(P)
- 3.31
- Log S
- -3.75
- Log(Vapor Pressure)
- -5.72
- Melting Point
- 153.43
- pKa Acid
- 7.17
- pKa Basic
- 4.87
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.9323 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.9323 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.9314 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.9314 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.9312 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.9312 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9153 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.9153 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.9099 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.9099 |
| Na(+):neurotransmitter symporter (Snf family) | O67854 | O67854_AQUAE | Aquifex aeolicus | 3 | 0.9053 |
| Na(+):neurotransmitter symporter (Snf family) | O67854 | O67854_AQUAE | Aquifex aeolicus | 3 | 0.9053 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.9048 |
| CmeR | Q7B8P6 | Q7B8P6_CAMJU | Campylobacter jejuni | 3 | 0.9048 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.9013 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.9013 |
| NADH:flavin oxidoreductase Sye1 | Q8EEC8 | Q8EEC8_SHEON | Shewanella oneidensis | 3 | 0.8954 |
| NADH:flavin oxidoreductase Sye1 | Q8EEC8 | Q8EEC8_SHEON | Shewanella oneidensis | 3 | 0.8954 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.8685 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.8685 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.8607 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8607 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.8607 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8607 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8596 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8596 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8546 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.8546 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8545 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8545 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8512 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8512 |
| Corticosteroid-binding globulin | P08185 | CBG_HUMAN | Homo sapiens | 3 | 0.8503 |
| Corticosteroid-binding globulin | P08185 | CBG_HUMAN | Homo sapiens | 3 | 0.8503 |
| Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 3 | 0.8428 |
| Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 3 | 0.8428 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.8406 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.8406 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.8404 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.8404 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8401 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8401 |
| Retinoic acid receptor RXR-alpha | P19793 | RXRA_HUMAN | Homo sapiens | 3 | 0.8294 |
| Retinoic acid receptor RXR-alpha | P19793 | RXRA_HUMAN | Homo sapiens | 3 | 0.8294 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.8214 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.8214 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8174 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.8174 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8157 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8157 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.8121 |
| Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.8121 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.8082 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 3 | 0.8082 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.8065 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.8065 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7976 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7976 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7961 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7961 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 2 | 0.7958 |
| Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 2 | 0.7958 |
| Albumin | P02768 | ALBU_HUMAN | Homo sapiens | 3 | 0.7884 |
| Albumin | P02768 | ALBU_HUMAN | Homo sapiens | 3 | 0.7884 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7850 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7850 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7814 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7814 |
| CREB-binding protein | Q92793 | CBP_HUMAN | Homo sapiens | 3 | 0.7761 |
| CREB-binding protein | Q92793 | CBP_HUMAN | Homo sapiens | 3 | 0.7761 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7737 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7737 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7723 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7723 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7713 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7713 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7678 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7678 |
| Steroid 21-hydroxylase | P08686 | CP21A_HUMAN | Homo sapiens | 3 | 0.7647 |
| Steroid 21-hydroxylase | P08686 | CP21A_HUMAN | Homo sapiens | 3 | 0.7647 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7627 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7627 |
| Biphenyl-2,3-diol 1,2-dioxygenase | P17297 | BPHC_PSES1 | Pseudomonas sp | 3 | 0.7620 |
| Biphenyl-2,3-diol 1,2-dioxygenase | P17297 | BPHC_PSES1 | Pseudomonas sp | 3 | 0.7620 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7612 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7612 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7601 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7601 |
| Sulfide-quinone reductase | B7JBP8 | SQRD_ACIF2 | Acidithiobacillus ferrooxidans) | 3 | 0.7590 |
| Sulfide-quinone reductase | B7JBP8 | SQRD_ACIF2 | Acidithiobacillus ferrooxidans) | 3 | 0.7590 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7589 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7589 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7572 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7572 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7556 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7556 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7538 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7538 |
| Achbp | I6L8L2 | I6L8L2_CAPTE | Capitella teleta | 3 | 0.7532 |
| Achbp | I6L8L2 | I6L8L2_CAPTE | Capitella teleta | 3 | 0.7532 |
| Retinol dehydratase | Q26490 | Q26490_SPOFR | Spodoptera frugiperda | 3 | 0.7530 |
| Retinol dehydratase | Q26490 | Q26490_SPOFR | Spodoptera frugiperda | 3 | 0.7530 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7523 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7523 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7509 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7509 |
| Estrogen receptor | P03372 | ESR1_HUMAN | Homo sapiens | 4 | 0.7506 |
| Estrogen receptor | P03372 | ESR1_HUMAN | Homo sapiens | 4 | 0.7506 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7502 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.7502 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7502 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.7502 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7498 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7498 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.7495 |
| Progesterone receptor | P06401 | PRGR_HUMAN | Homo sapiens | 3 | 0.7495 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7494 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7494 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7478 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7478 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7469 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7469 |
| Carminomycin 4-O-methyltransferase DnrK | Q06528 | DNRK_STRPE | Streptomyces peucetius | 2 | 0.7466 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7466 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7466 |
| Carminomycin 4-O-methyltransferase DnrK | Q06528 | DNRK_STRPE | Streptomyces peucetius | 2 | 0.7466 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7466 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7466 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7463 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7463 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7462 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7462 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7447 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7447 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7444 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7444 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7410 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7410 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7407 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7407 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7388 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7388 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7387 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7387 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7372 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7372 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7371 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7371 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7354 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7354 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7323 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7323 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 2 | 0.7312 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 2 | 0.7312 |
| Glutamate receptor 2 | P19491 | GRIA2_RAT | Rattus norvegicus | 3 | 0.7310 |
| Glutamate receptor 2 | P19491 | GRIA2_RAT | Rattus norvegicus | 3 | 0.7310 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 2 | 0.7310 |
| Serine/threonine-protein kinase Chk1 | O14757 | CHK1_HUMAN | Homo sapiens | 2 | 0.7310 |
| Aldo-keto reductase family 1 member A1 | P50578 | AK1A1_PIG | Sus scrofa | 3 | 0.7307 |
| Aldo-keto reductase family 1 member A1 | P50578 | AK1A1_PIG | Sus scrofa | 3 | 0.7307 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 3 | 0.7298 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7298 |
| High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A | O76083 | PDE9A_HUMAN | Homo sapiens | 3 | 0.7298 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7298 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7295 |
| 17-beta-hydroxysteroid dehydrogenase type 1 | P14061 | DHB1_HUMAN | Homo sapiens | 3 | 0.7295 |
| Nuclear receptor ROR-gamma | P51449 | RORG_HUMAN | Homo sapiens | 2 | 0.7293 |
| Nuclear receptor ROR-gamma | P51449 | RORG_HUMAN | Homo sapiens | 2 | 0.7293 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 2 | 0.7270 |
| Photosynthetic reaction center cytochrome c subunit | P07173 | CYCR_BLAVI | Blastochloris viridis | 2 | 0.7270 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7270 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7270 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7260 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7260 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7242 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7242 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7240 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7240 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.7236 |
| Pentaerythritol tetranitrate reductase | P71278 | P71278_ENTCL | Enterobacter cloacae | 3 | 0.7236 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7227 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7227 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 2 | 0.7225 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 2 | 0.7225 |
| Prostaglandin reductase 2 | Q8N8N7 | PTGR2_HUMAN | Homo sapiens | 2 | 0.7223 |
| Prostaglandin reductase 2 | Q8N8N7 | PTGR2_HUMAN | Homo sapiens | 2 | 0.7223 |
| 3-alpha-hydroxysteroid dehydrogenase | P23457 | DIDH_RAT | Rattus norvegicus | 3 | 0.7205 |
| 3-alpha-hydroxysteroid dehydrogenase | P23457 | DIDH_RAT | Rattus norvegicus | 3 | 0.7205 |
| Biphenyl-2,3-diol 1,2-dioxygenase | P17297 | BPHC_PSES1 | Pseudomonas sp | 3 | 0.7204 |
| Biphenyl-2,3-diol 1,2-dioxygenase | P17297 | BPHC_PSES1 | Pseudomonas sp | 3 | 0.7204 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7197 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7197 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7190 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7190 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7186 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7186 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7184 |
| Androgen receptor | O97775 | ANDR_PANTR | Pan troglodytes | 3 | 0.7184 |
| Bromodomain-containing protein 4 | O60885 | BRD4_HUMAN | Homo sapiens | 3 | 0.7179 |
| Bromodomain-containing protein 4 | O60885 | BRD4_HUMAN | Homo sapiens | 3 | 0.7179 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7178 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7178 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7171 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7171 |
| Serine/threonine-protein kinase 24 | Q9Y6E0 | STK24_HUMAN | Homo sapiens | 2 | 0.7163 |
| Serine/threonine-protein kinase 24 | Q9Y6E0 | STK24_HUMAN | Homo sapiens | 2 | 0.7163 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7160 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7160 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 3 | 0.7150 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 3 | 0.7150 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7135 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7135 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.7128 |
| Sulfotransferase 2A1 | Q06520 | ST2A1_HUMAN | Homo sapiens | 3 | 0.7128 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7123 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7123 |
| Thymidine phosphorylase | Q7CP66 | TYPH_SALTY | Salmonella typhimurium | 2 | 0.7114 |
| Thymidine phosphorylase | Q7CP66 | TYPH_SALTY | Salmonella typhimurium | 2 | 0.7114 |
| Androgen receptor | P19091 | ANDR_MOUSE | Mus musculus | 3 | 0.7110 |
| Androgen receptor | P19091 | ANDR_MOUSE | Mus musculus | 3 | 0.7110 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7106 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 2 | 0.7106 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 3 | 0.7105 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 3 | 0.7105 |
| Nuclear receptor subfamily 1 group I member 3 | O35627 | NR1I3_MOUSE | Mus musculus | 2 | 0.7095 |
| Nuclear receptor subfamily 1 group I member 3 | O35627 | NR1I3_MOUSE | Mus musculus | 2 | 0.7095 |
| Poly [ADP-ribose] polymerase 1 | P09874 | PARP1_HUMAN | Homo sapiens | 3 | 0.7091 |
| Poly [ADP-ribose] polymerase 1 | P09874 | PARP1_HUMAN | Homo sapiens | 3 | 0.7091 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7070 |
| Mineralocorticoid receptor | P08235 | MCR_HUMAN | Homo sapiens | 3 | 0.7070 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 3 | 0.7054 |
| Sex hormone-binding globulin | P04278 | SHBG_HUMAN | Homo sapiens | 3 | 0.7054 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7038 |
| Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 2 | 0.7038 |
| Sulfide-quinone reductase | B7JBP8 | SQRD_ACIF2 | Acidithiobacillus ferrooxidans) | 2 | 0.7034 |
| Sulfide-quinone reductase | B7JBP8 | SQRD_ACIF2 | Acidithiobacillus ferrooxidans) | 2 | 0.7034 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7033 |
| Steroid Delta-isomerase | P07445 | SDIS_PSEPU | Pseudomonas putida | 2 | 0.7033 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7026 |
| Steroid Delta-isomerase | P00947 | SDIS_COMTE | Comamonas testosteroni | 3 | 0.7026 |
| Bromodomain-containing protein 4 | O60885 | BRD4_HUMAN | Homo sapiens | 3 | 0.7021 |
| Bromodomain-containing protein 4 | O60885 | BRD4_HUMAN | Homo sapiens | 3 | 0.7021 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7017 |
| Androgen receptor | P10275 | ANDR_HUMAN | Homo sapiens | 3 | 0.7017 |