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Genkwadaphnin
- Family: Plantae - Thymelaeaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: 12-Hydroxy-Daphnane Ester
| Canonical Smiles | OC[C@]12O[C@H]1[C@H]1[C@H]3O[C@]4(O[C@]1([C@H]1[C@@]([C@@H]2O)(O)C(=O)C(=C1)C)[C@@H]([C@H]([C@@]3(O4)C(=C)C)OC(=O)c1ccccc1)C)c1ccccc1 |
|---|---|
| InChI | InChI=1S/C34H34O10/c1-17(2)32-25(40-28(37)20-11-7-5-8-12-20)19(4)33-22-15-18(3)24(36)31(22,39)29(38)30(16-35)26(41-30)23(33)27(32)42-34(43-32,44-33)21-13-9-6-10-14-21/h5-15,19,22-23,25-27,29,35,38-39H,1,16H2,2-4H3/t19-,22-,23+,25-,26+,27-,29-,30+,31-,32+,33+,34-/m1/s1 |
| InChIKey | QKMXESBAFIKRAD-MGAVNPOISA-N |
| Formula | C34H34O10 |
| HBA | 10 |
| HBD | 3 |
| MW | 602.64 |
| Rotatable Bonds | 5 |
| TPSA | 144.28 |
| LogP | 2.17 |
| Number Rings | 8 |
| Number Aromatic Rings | 2 |
| Heavy Atom Count | 44 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.47 |
| Exact Mass | 602.22 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Thymelaea hirsuta | Thymelaeaceae | Plantae | 69845 |
Showing of synonyms
Genkwadaphnin
CHEMBL2376816
HY-N10578
CS-0613420
- Brooks G, Evans AT, et al. (1990). Daphnane diterpenes of Thymelaea hirsuta. Phytochemistry,1990,29(7),2235-2237. [View]
CPRiL:
80680
SMILES: c1ccccc1C(=O)OC(C2)C(OC(O3)(O4)c5ccccc5)C3C6C(O7)C7CC(C8C246)C(=O)C=C8
Level: 2
Mol. Weight: 602.64 g/mol
SMILES: c1ccccc1C(=O)OC(C2)C(OC(O3)O4)C3C5C(O6)C6CC(C7C245)C(=O)C=C7
Level: 1
Mol. Weight: 602.64 g/mol
SMILES: C1=CC(=O)C(C1C234)CC5C(O5)C2C6C(CC3)OC(O6)(O4)c7ccccc7
Level: 1
Mol. Weight: 602.64 g/mol
SMILES: O1C(O2)OC(CC3)C1C4C(O5)C5CC(C6C234)C(=O)C=C6
Level: 0
Mol. Weight: 602.64 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 602.64 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.23
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.51
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 36.21
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.9
- Plasma Protein Binding
- 78.93
- 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
- Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 9.64
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 0.67
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.2
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.45
- Micronucleos
- Toxic
- 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
- Toxic
- T. Pyriformis
- -69365.6
- Rat (Acute)
- 4.9
- Rat (Chronic Oral)
- 3.32
- Fathead Minnow
- 100.96
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 3674.12
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.57
- Log(P)
- 3.63
- Log S
- -4.3
- Log(Vapor Pressure)
- -126.55
- Melting Point
- 185.46
- pKa Acid
- 3.56
- pKa Basic
- -0.62
No predicted protein targets found for this compound.