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3-O-beta-D-glucopyranosyloxy-4-methyl-2(5H)-furanone
- Family: Plantae - Sapindaceae
- Kingdom: Plantae
- Class: Glycoside
| Canonical Smiles | OCC1O[C@@H](OC2=C(C)COC2=O)C([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C11H16O8/c1-4-3-17-10(16)9(4)19-11-8(15)7(14)6(13)5(2-12)18-11/h5-8,11-15H,2-3H2,1H3/t5?,6-,7+,8?,11+/m1/s1 |
| InChIKey | ZTPREOZSGQRIKM-CMKZAZPBSA-N |
| Formula | C11H16O8 |
| HBA | 8 |
| HBD | 4 |
| MW | 276.24 |
| Rotatable Bonds | 3 |
| TPSA | 125.68 |
| LogP | -2.37 |
| Number Rings | 2 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.73 |
| Exact Mass | 276.08 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Paullinia pinnata | Sapindaceae | Plantae | 290984 |
Showing of synonyms
3-O-beta-D-glucopyranosyloxy-4-methyl-2(5H)-furanone
No compound-protein relationship available.
SMILES: O=C1OCC=C1OC2CCCCO2
Level: 1
Mol. Weight: 276.24 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 276.24 g/mol
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 276.24 g/mol
Antimicrobial
Absorption
- Caco-2 (logPapp)
- -5.35
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.72
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.82
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.62
- Plasma Protein Binding
- 20.64
- 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
- 2.78
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.92
- Biodegradation
- Toxic
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.29
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.02
- 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
- -1.44
- Rat (Acute)
- 1.49
- Rat (Chronic Oral)
- 2.9
- Fathead Minnow
- 3.24
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 393.16
- Hydration Free Energy
- -19.13
- Log(D) at pH=7.4
- -0.97
- Log(P)
- -2.86
- Log S
- -0.45
- Log(Vapor Pressure)
- -11.24
- Melting Point
- 165.09
- pKa Acid
- 5.93
- pKa Basic
- 3.39
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| beta-glucosidase | Q92AS9 | Q92AS9_LISIN | Listeria innocua serovar 6a | 3 | 0.7833 |
| Methionine aminopeptidase 2 | P9WK19 | MAP12_MYCTU | Mycobacterium tuberculosis | 3 | 0.7514 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 3 | 0.7322 |
| Putative b-glycan phosphorylase | Q21MB1 | Q21MB1_SACD2 | Saccharophagus degradans | 4 | 0.7061 |
| Xylose isomerase | P24300 | XYLA_STRRU | Streptomyces rubiginosus | 3 | 0.7050 |