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2-phenyl-ethyl-O-beta-xylopyranosyl-(1→2)-beta-glucopyranoside
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
- Class: Lignan
| Canonical Smiles | OC[C@H]1O[C@@H](OCCc2ccccc2)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C19H28O10/c20-8-12-14(23)15(24)17(29-18-16(25)13(22)11(21)9-27-18)19(28-12)26-7-6-10-4-2-1-3-5-10/h1-5,11-25H,6-9H2/t11-,12-,13+,14-,15+,16-,17-,18+,19-/m1/s1 |
| InChIKey | CGZNTHDUAFIKOH-BMVMOQKNSA-N |
| Formula | C19H28O10 |
| HBA | 10 |
| HBD | 6 |
| MW | 416.42 |
| Rotatable Bonds | 7 |
| TPSA | 158.3 |
| LogP | -2.49 |
| Number Rings | 3 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.68 |
| Exact Mass | 416.17 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Phlomis aurea | Lamiaceae | Plantae | 997702 |
Showing of synonyms
2-phenyl-ethyl-O-beta-xylopyranosyl-(1→2)-beta-glucopyranoside
MEGxp0_001411
CHEBI:139450
NCGC00384762-01
NCGC00384762-01_C19H28O10_beta-D-Glucopyranoside, 2-phenylethyl 2-O-beta-D-xylopyranosyl-
Pubchem:
24121293
Gnps:
CCMSLIB00000854599
Zinc:
ZINC000031160820
Chebi:
139450
Nmrshiftdb2:
60076081
No compound-protein relationship available.
SMILES: c1ccccc1CCOC(OCCC2)C2OC3CCCCO3
Level: 2
Mol. Weight: 416.42 g/mol
SMILES: c1ccccc1CCOC2CCCCO2
Level: 1
Mol. Weight: 416.42 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 416.42 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 416.42 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 416.42 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.64
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -4.780
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.99
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.860
- Plasma Protein Binding
- 70.28
- 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
- 5.700
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.620
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.150
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.140
- 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
- -21.330
- Rat (Acute)
- 2.050
- Rat (Chronic Oral)
- 3.670
- Fathead Minnow
- 2.830
- 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
- 457.960
- Hydration Free Energy
- -10.790
- Log(D) at pH=7.4
- 0.250
- Log(P)
- -1.45
- Log S
- -1.34
- Log(Vapor Pressure)
- -15.12
- Melting Point
- 162.62
- pKa Acid
- 6.08
- pKa Basic
- 3.77
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Methionine aminopeptidase 2 | P9WK19 | MAP12_MYCTU | Mycobacterium tuberculosis | 3 | 0.8691 |
| Caffeoyl-CoA O-methyltransferase | Q40313 | CAMT_MEDSA | Medicago sativa | 3 | 0.7738 |
| Prothrombin | P00734 | THRB_HUMAN | Homo sapiens | 3 | 0.7725 |
| Disks large homolog 1 | Q12959 | DLG1_HUMAN | Homo sapiens | 3 | 0.7675 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7625 |
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7514 |
| Carbonic anhydrase 4 | Q64444 | CAH4_MOUSE | Mus musculus | 2 | 0.7287 |
| Gag-Pol polyprotein | P05896 | POL_SIVM1 | Simian immunodeficiency virus | 3 | 0.7249 |
| ABC-type polar amino acid transport system, ATPase component | Q8RCC2 | Q8RCC2_CALS4 | Caldanaerobacter subterraneus subsp. tengcongensis | 2 | 0.7060 |
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.7038 |
| Lysozyme C II | P11941 | LYSC2_ONCMY | Oncorhynchus mykiss | 3 | 0.7012 |