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Echiumin D
- Family: Plantae - Boraginaceae
- Kingdom: Plantae
-
Class: Lignan
- Subclass: Dihydronaphthalene Lignan
| Canonical Smiles | OC[C@H]1O[C@H](O[C@]2(CO)O[C@@H]([C@H]([C@@H]2O)O)COC(=O)C2=Cc3cc(OC)c(c(c3[C@H]([C@H]2C(=O)OC)c2ccc(c(c2)OC)O)OC)O)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C34H42O19/c1-46-17-8-13(5-6-16(17)37)21-22-14(9-18(47-2)25(39)29(22)48-3)7-15(23(21)32(45)49-4)31(44)50-11-20-26(40)30(43)34(12-36,52-20)53-33-28(42)27(41)24(38)19(10-35)51-33/h5-9,19-21,23-24,26-28,30,33,35-43H,10-12H2,1-4H3/t19-,20-,21-,23+,24-,26-,27+,28-,30+,33-,34+/m1/s1 |
| InChIKey | MEFLLTSHQYXPIS-KVSFHMDJSA-N |
| Formula | C34H42O19 |
| HBA | 19 |
| HBD | 9 |
| MW | 754.69 |
| Rotatable Bonds | 12 |
| TPSA | 290.05 |
| LogP | -2.39 |
| Number Rings | 5 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 53 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.53 |
| Exact Mass | 754.23 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Echium angustifolium | Boraginaceae | Plantae | 543570 |
Showing of synonyms
Echiumin D
No compound-protein relationship available.
SMILES: c1ccccc1C(c(c23)cccc3)CC(=C2)C(=O)OCC4CCC(O4)OC5CCCCO5
Level: 3
Mol. Weight: 754.69 g/mol
SMILES: c1cccc(c12)CCC(=C2)C(=O)OCC3CCC(O3)OC4CCCCO4
Level: 2
Mol. Weight: 754.69 g/mol
SMILES: O1CCCC1COC(=O)C(=C2)CC(c(c23)cccc3)c4ccccc4
Level: 2
Mol. Weight: 754.69 g/mol
SMILES: O1CCCC1COC(=O)C(=C2)CCc(c23)cccc3
Level: 1
Mol. Weight: 754.69 g/mol
SMILES: c1cccc(c12)C(CC=C2)c3ccccc3
Level: 1
Mol. Weight: 754.69 g/mol
SMILES: O1CCCC1OC2CCCCO2
Level: 1
Mol. Weight: 754.69 g/mol
SMILES: C1=CCCc(c12)cccc2
Level: 0
Mol. Weight: 754.69 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 754.69 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 754.69 g/mol
SMILES: C1CCOC1
Level: 0
Mol. Weight: 754.69 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.34
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 1.580
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 992.34
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.680
- Plasma Protein Binding
- 57.23
- 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
- 5.390
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- -22.220
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.830
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.670
- 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
- -1799731.260
- Rat (Acute)
- 2.690
- Rat (Chronic Oral)
- 4.680
- Fathead Minnow
- 2280.620
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 196465.060
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -0.300
- Log(P)
- -1.24
- Log S
- -4.3
- Log(Vapor Pressure)
- -6429.19
- Melting Point
- 207.82
- pKa Acid
- -14.73
- pKa Basic
- 2.55
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Ribosomal small subunit pseudouridine synthase A | P0AA43 | RSUA_ECOLI | Escherichia coli | 3 | 0.9164 |
| D-aminoacyl-tRNA deacylase | Q8IIS0 | DTD_PLAF7 | Plasmodium falciparum | 3 | 0.9141 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8785 |
| MAP kinase-activated protein kinase 2 | P49137 | MAPK2_HUMAN | Homo sapiens | 3 | 0.8684 |
| Homoserine dehydrogenase | P31116 | DHOM_YEAST | Saccharomyces cerevisiae | 4 | 0.8632 |
| Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8541 |
| Bromodomain adjacent to zinc finger domain protein 2B | Q9UIF8 | BAZ2B_HUMAN | Homo sapiens | 3 | 0.8515 |
| RNA-dependent RNA polymerase | Q6A562 | Q6A562_9VIRU | Thosea asigna virus | 3 | 0.8341 |
| 3',5'-cyclic-AMP phosphodiesterase 4D | Q08499 | PDE4D_HUMAN | Homo sapiens | 3 | 0.8158 |
| cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A | Q9Y233 | PDE10_HUMAN | Homo sapiens | 3 | 0.8131 |
| WxcM-like protein | Q12KT8 | Q12KT8_SHEDO | Shewanella denitrificans | 4 | 0.7901 |
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7815 |
| Serine/threonine-protein kinase 24 | Q9Y6E0 | STK24_HUMAN | Homo sapiens | 3 | 0.7709 |
| NAD-capped RNA hydrolase NudC | P32664 | NUDC_ECOLI | Escherichia coli | 3 | 0.7675 |
| Thymidylate synthase | P0A884 | TYSY_ECOLI | Escherichia coli | 4 | 0.7641 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7554 |
| Neopullulanase 2 | Q08751 | NEPU2_THEVU | Thermoactinomyces vulgaris | 3 | 0.7448 |
| Gag-Pol polyprotein | P05896 | POL_SIVM1 | Simian immunodeficiency virus | 3 | 0.7423 |
| Mycocyclosin synthase | P9WPP7 | CP121_MYCTU | Mycobacterium tuberculosis | 3 | 0.7387 |
| Lactoperoxidase | A0A452E9Y6 | PERL_CAPHI | Capra hircus | 3 | 0.7354 |
| cGMP-dependent 3',5'-cyclic phosphodiesterase | O00408 | PDE2A_HUMAN | Homo sapiens | 3 | 0.7329 |
| Carbonyl reductase [NADPH] 1 | P16152 | CBR1_HUMAN | Homo sapiens | 3 | 0.7327 |
| Polymerase acidic protein | C3W5S0 | C3W5S0_I09A0 | Influenza A virus | 2 | 0.7326 |
| Carbonyl reductase [NADPH] 1 | P16152 | CBR1_HUMAN | Homo sapiens | 3 | 0.7324 |
| Aldo-keto reductase family 1 member B1 | P15121 | ALDR_HUMAN | Homo sapiens | 2 | 0.7311 |
| Carbonyl reductase [NADPH] 1 | P16152 | CBR1_HUMAN | Homo sapiens | 3 | 0.7288 |
| Glycogen synthase kinase-3 beta | P49841 | GSK3B_HUMAN | Homo sapiens | 3 | 0.7097 |
| Dipeptidyl peptidase 4 | P22411 | DPP4_PIG | Sus scrofa | 3 | 0.7072 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7042 |
| Protein ppBat | Q8A8A4 | Q8A8A4_BACTN | Bacteroides thetaiotaomicron VPI-5482 | 3 | 0.7040 |
| Lactotransferrin | P24627 | TRFL_BOVIN | Bos taurus | 2 | 0.7000 |