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5,6-dehydrosugiol
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
- Class: Phenolic
| Canonical Smiles | OC1=C2C(C)(C)CCCC2(c2c(C1=O)cc(cc2)C(C)C)C |
|---|---|
| InChI | InChI=1S/C20H26O2/c1-12(2)13-7-8-15-14(11-13)16(21)17(22)18-19(3,4)9-6-10-20(15,18)5/h7-8,11-12,22H,6,9-10H2,1-5H3 |
| InChIKey | GDNBMVUBDYKYKJ-UHFFFAOYSA-N |
| Formula | C20H26O2 |
| HBA | 2 |
| HBD | 1 |
| MW | 298.43 |
| Rotatable Bonds | 1 |
| TPSA | 37.3 |
| LogP | 5.29 |
| Number Rings | 3 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.55 |
| Exact Mass | 298.19 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Rosmarinuseriocalyx | Lamiaceae | Plantae | — |
Showing of synonyms
5,6-dehydrosugiol
Pubchem:
163061014
No compound-protein relationship available.
SMILES: c1cccc(c12)C3C(=CC2=O)CCCC3
Level: 0
Mol. Weight: 298.43 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.63
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.460
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.84
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.160
- Plasma Protein Binding
- 54.7
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- Inhibitor
- CYP 1A2 Substrate
- Substrate
- CYP 2C19 Inhibitor
- Inhibitor
- CYP 2C19 Substrate
- Substrate
- CYP 2C9 Inhibitor
- 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
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 8.160
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- 1.570
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.050
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.060
- 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
- Toxic
- T. Pyriformis
- 4.970
- Rat (Acute)
- 2.310
- Rat (Chronic Oral)
- 2.430
- Fathead Minnow
- 4.410
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 364.510
- Hydration Free Energy
- -6.060
- Log(D) at pH=7.4
- 3.770
- Log(P)
- 5.08
- Log S
- -5.31
- Log(Vapor Pressure)
- -5.81
- Melting Point
- 107.4
- pKa Acid
- 8.33
- pKa Basic
- 4.77
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Carbonic anhydrase 2 | P00918 | CAH2_HUMAN | Homo sapiens | 3 | 0.7506 |
| Bromodomain adjacent to zinc finger domain protein 2B | Q9UIF8 | BAZ2B_HUMAN | Homo sapiens | 2 | 0.7115 |
| Beta-secretase 1 | P56817 | BACE1_HUMAN | Homo sapiens | 2 | 0.7065 |