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Cedashnine
- Family: Plantae - Ptaeroxylaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Hexanortriterpenoid
| Canonical Smiles | O=C1O[C@@H](C(=C1)[C@H]1O[C@]23C(=O)[C@]1(C)CC[C@@H]3[C@@]1(C)C=CC(=O)OC([C@@H]1CC(=O)C2)(C)C)O |
|---|---|
| InChI | InChI=1S/C24H28O8/c1-21(2)15-9-12(25)11-24-14(22(15,3)8-6-16(26)31-21)5-7-23(4,20(24)29)18(32-24)13-10-17(27)30-19(13)28/h6,8,10,14-15,18-19,28H,5,7,9,11H2,1-4H3/t14-,15+,18-,19+,22-,23-,24-/m1/s1 |
| InChIKey | MSSXDTAEWFZRTE-HOIZRSIZSA-N |
| Formula | C24H28O8 |
| HBA | 8 |
| HBD | 1 |
| MW | 444.48 |
| Rotatable Bonds | 1 |
| TPSA | 116.2 |
| LogP | 1.79 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 32 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.67 |
| Exact Mass | 444.18 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Cedrelopsis grevei | Ptaeroxylaceae | Plantae | 864332 |
Showing of synonyms
Cedashnine
- Mulholland DA, Naidoo D, et al. (2003). Secondary metabolites from Cedrelopsis grevei (Ptaeroxylaceae). Phytochemistry, 2003, 64(2), 631–635. [View]
No compound-protein relationship available.
SMILES: C1OC(=O)C=C1C(O2)C(C3=O)CCC(C234)C5C(CC(=O)C4)COC(=O)C=C5
Level: 1
Mol. Weight: 444.48 g/mol
SMILES: O=C1C(CO2)CCC(C123)C4C(CC(=O)C3)COC(=O)C=C4
Level: 0
Mol. Weight: 444.48 g/mol
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 444.48 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.92
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.92
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.27
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.8
- Plasma Protein Binding
- 56.26
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Non-Inhibitor
- CYP 1A2 Substrate
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 6.29
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.53
- Biodegradation
- Safe
- Carcinogenesis
- Toxic
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.16
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 5.89
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -62.08
- Rat (Acute)
- 3.83
- Rat (Chronic Oral)
- 1.75
- Fathead Minnow
- 3.99
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 485.7
- Hydration Free Energy
- -2.8
- Log(D) at pH=7.4
- 1.62
- Log(P)
- 0.3
- Log S
- -4.4
- Log(Vapor Pressure)
- -9.07
- Melting Point
- 290.5
- pKa Acid
- 5.33
- pKa Basic
- 3.75