Select a section from the left sidebar
4-[(beta-D-glucopyranosyloxy)methylene]-5alpha-(2-hydroxyethyl)-5-(alpha-L-rhamnopyranosyloxy)-3-methylcyclopent-2-en-1-one
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Iridoid Glycoside
| Canonical Smiles | OCC[C@@]1(O[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)C(=O)C=C(/C/1=C\O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C |
|---|---|
| InChI | InChI=1S/C21H32O13/c1-8-5-12(24)21(3-4-22,34-20-18(30)15(27)13(25)9(2)32-20)10(8)7-31-19-17(29)16(28)14(26)11(6-23)33-19/h5,7,9,11,13-20,22-23,25-30H,3-4,6H2,1-2H3/b10-7+/t9-,11+,13-,14+,15+,16-,17+,18+,19+,20-,21-/m0/s1 |
| InChIKey | COZDAZSEMVAPEF-TVBICKHFSA-N |
| Formula | C21H32O13 |
| HBA | 13 |
| HBD | 8 |
| MW | 492.47 |
| Rotatable Bonds | 7 |
| TPSA | 215.83 |
| LogP | -3.82 |
| Number Rings | 3 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 34 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.76 |
| Exact Mass | 492.18 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Teucrium polium | Lamiaceae | Plantae | 1117157 |
Showing of synonyms
4-[(beta-D-glucopyranosyloxy)methylene]-5alpha-(2-hydroxyethyl)-5-(alpha-L-rhamnopyranosyloxy)-3-methylcyclopent-2-en-1-one
No compound-protein relationship available.
SMILES: O1CCCCC1OC=C2C=CC(=O)C2OC3CCCCO3
Level: 2
Mol. Weight: 492.47 g/mol
SMILES: C=C1C=CC(=O)C1OC2CCCCO2
Level: 1
Mol. Weight: 492.47 g/mol
SMILES: C1C(=O)C=CC1=COC2CCCCO2
Level: 1
Mol. Weight: 492.47 g/mol
SMILES: C=C1C=CC(=O)C1
Level: 0
Mol. Weight: 492.47 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 492.47 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.06
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- -5.23
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -0.82
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.66
- Plasma Protein Binding
- 62.23
- 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
- 4.22
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -4.35
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.25
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.66
- 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
- -135.4
- Rat (Acute)
- 2.27
- Rat (Chronic Oral)
- 3.91
- Fathead Minnow
- 3.49
- 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
- 557.19
- Hydration Free Energy
- -3.43
- Log(D) at pH=7.4
- -1.48
- Log(P)
- -3.04
- Log S
- -0.9
- Log(Vapor Pressure)
- -17.64
- Melting Point
- 153.79
- pKa Acid
- 4.77
- pKa Basic
- 4.93