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Rosmadial
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
- Class: Benzofuran
| Canonical Smiles | O=C[C@H]1C(C)(C)CCC[C@]21C(=O)Oc1c2c(C=O)cc(c1O)C(C)C |
|---|---|
| InChI | InChI=1S/C20H24O5/c1-11(2)13-8-12(9-21)15-17(16(13)23)25-18(24)20(15)7-5-6-19(3,4)14(20)10-22/h8-11,14,23H,5-7H2,1-4H3/t14-,20+/m0/s1 |
| InChIKey | JBWRHBJFAVSAMJ-VBKZILBWSA-N |
| Formula | C20H24O5 |
| HBA | 5 |
| HBD | 1 |
| MW | 344.41 |
| Rotatable Bonds | 3 |
| TPSA | 80.67 |
| LogP | 3.51 |
| Number Rings | 3 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.55 |
| Exact Mass | 344.16 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Rosmarinuseriocalyx | Lamiaceae | Plantae | — |
Showing of synonyms
Rosmadial
85514-31-4
(1'S,3R)-7-hydroxy-2',2'-dimethyl-2-oxo-6-propan-2-ylspiro(1-benzofuran-3,6'-cyclohexane)-1',4-dicarbaldehyde
(1'S,3R)-7-hydroxy-2',2'-dimethyl-2-oxo-6-propan-2-ylspiro[1-benzofuran-3,6'-cyclohexane]-1',4-dicarbaldehyde
CHEMBL494864
SCHEMBL13294494
CHEBI:174644
DTXSID601318688
(1'S,3R)-7-hydroxy-2',2'-dimethyl-2-oxo-6-propan-2-ylspiro[1-benzouran-3,6'-cyclohexane]-1',4-dicarbaldehyde
Spiro[benzofuran-3(2H),1'-cyclohexane]-2',4-dicarboxaldehyde, 7-hydroxy-3',3'-dimethyl-6-(1-methylethyl)-2-oxo-, (1'R,2'S)-
Pubchem:
15801061
Cas:
85514-31-4
Zinc:
ZINC000012153901
Chebi:
174644
Nmrshiftdb2:
70008044
Chembl:
CHEMBL494864
No compound-protein relationship available.
SMILES: c1cccc(OC2=O)c1C23CCCCC3
Level: 0
Mol. Weight: 344.41 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.8
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.490
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.1
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.260
- Plasma Protein Binding
- 55.88
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Non-Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- Non-Substrate
- CYP 2C9 Inhibitor
- Inhibitor
- CYP 2C9 Substrate
- Substrate
- CYP 2D6 Inhibitor
- Non-Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 12.630
- Organic Cation Transporter 2
- Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.350
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Toxic
- Maximum Tolerated Dose
- 0.520
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 7.420
- Micronucleos
- Safe
- 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
- 1.670
- Rat (Acute)
- 2.890
- Rat (Chronic Oral)
- 1.650
- Fathead Minnow
- 4.050
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 386.820
- Hydration Free Energy
- -7.910
- Log(D) at pH=7.4
- 3.680
- Log(P)
- 3.27
- Log S
- -4.99
- Log(Vapor Pressure)
- -7.51
- Melting Point
- 179.91
- pKa Acid
- 5.3
- pKa Basic
- 4.47
No predicted protein targets found for this compound.