Echiumin B
- Family: Plantae - Boraginaceae
- Kingdom: Plantae
-
Class: Lignan
- Subclass: Dihydronaphthalene Lignan
Canonical Smiles | OC[C@@]1(O[C@H]2O[C@H](COC(=O)/C=C/c3ccc(cc3)O[C@@H]3O[C@H](C)[C@H]([C@@H]([C@@H]3O)O)O)[C@H]([C@@H]([C@H]2O)O)O)O[C@H]2[C@H]([C@@H]1OC(=O)[C@H]1C(=Cc3c([C@H]1c1ccc(cc1)O)c(OC)c(c(c3)OC)O)C(=O)OC2)O |
---|---|
InChI | InChI=1S/C47H52O23/c1-19-33(51)37(55)39(57)45(65-19)66-24-11-4-20(5-12-24)6-13-29(50)63-16-27-34(52)38(56)40(58)46(67-27)70-47(18-48)42-36(54)28(69-47)17-64-43(59)25-14-22-15-26(61-2)35(53)41(62-3)31(22)30(32(25)44(60)68-42)21-7-9-23(49)10-8-21/h4-15,19,27-28,30,32-34,36-40,42,45-46,48-49,51-58H,16-18H2,1-3H3/b13-6+/t19-,27-,28-,30-,32+,33-,34-,36-,37+,38+,39+,40-,42+,45+,46-,47+/m1/s1 |
InChIKey | IDYYTYVOBPSDGD-DOKJCNIZSA-N |
Formula | C47H52O23 |
HBA | 23 |
HBD | 10 |
MW | 984.91 |
Rotatable Bonds | 12 |
TPSA | 345.81 |
LogP | -1.54 |
Number Rings | 8 |
Number Aromatic Rings | 3 |
Heavy Atom Count | 70 |
Formal Charge | 0 |
Fraction CSP3 | 0.47 |
Exact Mass | 984.29 |
Number of Lipinski Rule Violations | 3 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Echium angustifolium | Boraginaceae | Plantae | 543570 |
Showing of synonyms
No compound-protein relationship available.
SMILES: O1CCCCC1Oc(cc2)ccc2C=CC(=O)OCC3CCCC(O3)OC(C45)OC(C4)COC(=O)C=6C(C(=O)O5)C(c7c(C6)cccc7)c8ccccc8
Level: 4
Mol. Weight: 984.91 g/mol
SMILES: O1CCCCC1Oc(cc2)ccc2C=CC(=O)OCC3CCCC(O3)OC(C45)OC(C4)COC(=O)C=6C(C(=O)O5)Cc7c(C6)cccc7
Level: 3
Mol. Weight: 984.91 g/mol
SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)OC(C34)OC(C3)COC(=O)C=5C(C(=O)O4)C(c6c(C5)cccc6)c7ccccc7
Level: 3
Mol. Weight: 984.91 g/mol
SMILES: c1ccccc1C=CC(=O)OCC2CCCC(O2)OC(C34)OC(C3)COC(=O)C=5C(C(=O)O4)Cc6c(C5)cccc6
Level: 2
Mol. Weight: 984.91 g/mol
SMILES: O1CCCCC1OC(C23)OC(C2)COC(=O)C=4C(C(=O)O3)C(c5c(C4)cccc5)c6ccccc6
Level: 2
Mol. Weight: 984.91 g/mol
SMILES: O1CCCCC1COC(=O)C=Cc2ccc(cc2)OC3CCCCO3
Level: 2
Mol. Weight: 984.91 g/mol
SMILES: O1CCCCC1OC(C23)OC(C2)COC(=O)C=4C(C(=O)O3)Cc5c(C4)cccc5
Level: 1
Mol. Weight: 984.91 g/mol
SMILES: C12CC(OC1)COC(=O)C=3C(C(=O)O2)C(c4c(C3)cccc4)c5ccccc5
Level: 1
Mol. Weight: 984.91 g/mol
SMILES: O1CCCCC1COC(=O)C=Cc2ccccc2
Level: 1
Mol. Weight: 984.91 g/mol
SMILES: c1ccccc1OC2CCCCO2
Level: 1
Mol. Weight: 984.91 g/mol
SMILES: C12CC(OC1)COC(=O)C=3C(C(=O)O2)Cc4c(C3)cccc4
Level: 0
Mol. Weight: 984.91 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 984.91 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 984.91 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.46
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 43900.22
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 5738081.0
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.73
- Plasma Protein Binding
- 62.68
- 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
- Inhibitor
Excretion
- Clearance
- 3.59
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -133449.69
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.69
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.05
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -10414339663.39
- Rat (Acute)
- 2.99
- Rat (Chronic Oral)
- 24.07
- Fathead Minnow
- 13145896.14
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 1171317241.17
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -639.71
- Log(P)
- -0.9
- Log S
- -4.74
- Log(Vapor Pressure)
- -38570804.78
- Melting Point
- 293.69
- pKa Acid
- -280974.74
- pKa Basic
- -2242.11
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 | 0.9174 |
Flavin-dependent monooxygenase | Q93L51 | TETX_BACT4 | Bacteroides thetaiotaomicron | 3 | 0.8889 |
Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8799 |
Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8781 |
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A | Q9Y233 | PDE10_HUMAN | Homo sapiens | 3 | 0.8770 |
Transcriptional regulator, PadR-like family | A2RI36 | A2RI36_LACLM | Lactococcus lactis subsp. cremoris | 3 | 0.8744 |
Alpha amylase | B8CZ54 | B8CZ54_HALOH | Halothermothrix orenii | 3 | 0.8711 |
Uracil phosphoribosyltransferase | Q26998 | UPP_TOXGO | Toxoplasma gondii | 3 | 0.8617 |
Homoserine dehydrogenase | P31116 | DHOM_YEAST | Saccharomyces cerevisiae | 4 | 0.8513 |
WxcM-like protein | Q12KT8 | Q12KT8_SHEDO | Shewanella denitrificans | 4 | 0.8446 |
Carbonyl reductase [NADPH] 1 | P16152 | CBR1_HUMAN | Homo sapiens | 3 | 0.8439 |
Carbonyl reductase [NADPH] 1 | P16152 | CBR1_HUMAN | Homo sapiens | 3 | 0.8287 |
RNA-dependent RNA polymerase | Q6A562 | Q6A562_9VIRU | Thosea asigna virus | 3 | 0.8278 |
5-methylthioadenosine/S-adenosylhomocysteine deaminase | Q7NZ90 | Q7NZ90_CHRVO | Chromobacterium violaceum | 3 | 0.8145 |
ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 3 | 0.8097 |
Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.8056 |
Ras-related protein Ral-B | P11234 | RALB_HUMAN | Homo sapiens | 3 | 0.8013 |
NAD-capped RNA hydrolase NudC | P32664 | NUDC_ECOLI | Escherichia coli | 3 | 0.7994 |
Mitogen-activated protein kinase 8 | P45983 | MK08_HUMAN | Homo sapiens | 3 | 0.7936 |
Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7848 |
Carbonyl reductase [NADPH] 1 | P16152 | CBR1_HUMAN | Homo sapiens | 3 | 0.7811 |
Endothiapepsin | P11838 | CARP_CRYPA | Cryphonectria parasitica | 3 | 0.7778 |
Protein ppBat | Q8A8A4 | Q8A8A4_BACTN | Bacteroides thetaiotaomicron VPI-5482 | 3 | 0.7727 |
Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7693 |
Lactoperoxidase | P80025 | PERL_BOVIN | Bos taurus | 3 | 0.7691 |
Thymidylate synthase | P0A884 | TYSY_ECOLI | Escherichia coli | 4 | 0.7643 |
Glycogen synthase kinase-3 beta | P49841 | GSK3B_HUMAN | Homo sapiens | 3 | 0.7615 |
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7567 |
Serine/threonine-protein kinase 24 | Q9Y6E0 | STK24_HUMAN | Homo sapiens | 3 | 0.7494 |
Gag-Pol polyprotein | P05896 | POL_SIVM1 | Simian immunodeficiency virus | 3 | 0.7446 |
Liver carboxylesterase 1 | P23141 | EST1_HUMAN | Homo sapiens | 3 | 0.7423 |
14-3-3 protein gamma | P61981 | 1433G_HUMAN | Homo sapiens | 3 | 0.7402 |
Cathepsin S | P25774 | CATS_HUMAN | Homo sapiens | 3 | 0.7393 |
Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 3 | 0.7389 |
NAD(P) transhydrogenase subunit alpha part 1 | Q2RSB2 | PNTAA_RHORT | Rhodospirillum rubrum | 3 | 0.7361 |
Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 3 | 0.7360 |
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase | Q05603 | COBT_SALTY | Salmonella typhimurium | 2 | 0.7353 |
Pancreatic alpha-amylase | P04746 | AMYP_HUMAN | Homo sapiens | 2 | 0.7347 |
Polymerase acidic protein | C3W5S0 | C3W5S0_I09A0 | Influenza A virus | 2 | 0.7325 |
Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 2 | 0.7311 |
NAD(P)H-hydrate epimerase | Q8K4Z3 | NNRE_MOUSE | Mus musculus | 3 | 0.7268 |
rRNA N-glycosylase | D9J2T9 | D9J2T9_MOMBA | Momordica balsamina | 3 | 0.7258 |
Lethal(3)malignant brain tumor-like protein 1 | Q9Y468 | LMBL1_HUMAN | Homo sapiens | 3 | 0.7237 |
Nitric oxide synthase, inducible | P29477 | NOS2_MOUSE | Mus musculus | 3 | 0.7201 |
Hypoxanthine phosphoribosyltransferase | Q4DRC4 | Q4DRC4_TRYCC | Trypanosoma cruzi | 3 | 0.7102 |
Macrophage metalloelastase | P39900 | MMP12_HUMAN | Homo sapiens | 3 | 0.7074 |
Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 2 | 0.7070 |
Glutathione S-transferase | Q8ILQ7 | GST_PLAFA | Plasmodium falciparum | 3 | 0.7060 |
Tetracycline repressor protein class D | P0ACT4 | TETR4_ECOLX | Escherichia coli | 3 | 0.7047 |
Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 2 | 0.7021 |