Select a section from the left sidebar
4beta-hydroxy-6alpha-benzoyloxy-10alpha-hydroxydauc-8-ene
- Family: Plantae - Apiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Daucane Sesquiterpenoid Ester
| Canonical Smiles | CC1=C[C@@H](O)[C@@]2([C@@H]([C@H](C1)OC(=O)c1ccccc1)[C@@](O)(CC2)C(C)C)C |
|---|---|
| InChI | InChI=1S/C22H30O4/c1-14(2)22(25)11-10-21(4)18(23)13-15(3)12-17(19(21)22)26-20(24)16-8-6-5-7-9-16/h5-9,13-14,17-19,23,25H,10-12H2,1-4H3/t17-,18+,19+,21+,22+/m0/s1 |
| InChIKey | XFIOXSQDNUOOPB-LDNJSWSKSA-N |
| Formula | C22H30O4 |
| HBA | 4 |
| HBD | 2 |
| MW | 358.48 |
| Rotatable Bonds | 3 |
| TPSA | 66.76 |
| LogP | 3.73 |
| Number Rings | 3 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.59 |
| Exact Mass | 358.21 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Ferula vesceritensis | Apiaceae | Plantae | 1514058 |
Showing of synonyms
4beta-hydroxy-6alpha-benzoyloxy-10alpha-hydroxydauc-8-ene
- Zellagui A, Gherraf N, et al. (2012). Phytochemical investigation and antimicrobial activity of crude extract of the roots of Ferula vesceritensis. Chemistry of Natural Compounds,2012,48(5),891-892. [View]
Pubchem:
162817017
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OC2CC=CCC(C23)CCC3
Level: 1
Mol. Weight: 358.48 g/mol
SMILES: C1CCC(C12)CCC=CC2
Level: 0
Mol. Weight: 358.48 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 358.48 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.62
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.34
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.7
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.47
- Plasma Protein Binding
- 80.06
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- 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
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 9.94
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.36
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.84
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.58
- 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
- -2.86
- Rat (Acute)
- 4.15
- Rat (Chronic Oral)
- 2.11
- Fathead Minnow
- 4.0
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 368.76
- Hydration Free Energy
- -7.85
- Log(D) at pH=7.4
- 3.24
- Log(P)
- 4.36
- Log S
- -4.07
- Log(Vapor Pressure)
- -6.91
- Melting Point
- 143.09
- pKa Acid
- 7.49
- pKa Basic
- 4.58
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial | Q33862 | Q33862_ASCSU | Ascaris suum | 3 | 0.7174 |
| Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial | Q33862 | Q33862_ASCSU | Ascaris suum | 3 | 0.7174 |
| Carbonic anhydrase 1 | P00915 | CAH1_HUMAN | Homo sapiens | 2 | 0.7019 |
| Carbonic anhydrase 1 | P00915 | CAH1_HUMAN | Homo sapiens | 2 | 0.7019 |