Select a section from the left sidebar
9alpha,13alpha,15,16-bisepoxy-3-oxolabdan-6beta,19-olide
- Family: Plantae - Lamiaceae
- Kingdom: Plantae
- Class: Ketone
| Canonical Smiles | C[C@@H]1OC[C@]2(C1)CC[C@@]1(O2)[C@H](C)C[C@@H]2[C@@H]3[C@]1(C)CCC(=O)[C@]3(C)C(=O)O2 |
|---|---|
| InChI | InChI=1S/C21H30O5/c1-12-9-14-16-18(3,6-5-15(22)19(16,4)17(23)25-14)21(12)8-7-20(26-21)10-13(2)24-11-20/h12-14,16H,5-11H2,1-4H3/t12-,13+,14-,16-,18+,19+,20-,21-/m1/s1 |
| InChIKey | ZJUKCJKMNOBEJA-YVUGOGEJSA-N |
| Formula | C21H30O5 |
| HBA | 5 |
| HBD | 0 |
| MW | 362.47 |
| Rotatable Bonds | 0 |
| TPSA | 61.83 |
| LogP | 3.04 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.9 |
| Exact Mass | 362.21 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Leucas neufliseana | Lamiaceae | Plantae | 2511971 |
Showing of synonyms
9alpha,13alpha,15,16-bisepoxy-3-oxolabdan-6beta,19-olide
No compound-protein relationship available.
SMILES: C1CC2OC(=O)C(C(=O)CC3)C2C3C1(O4)CCC45CCOC5
Level: 0
Mol. Weight: 362.47 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.59
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.74
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -1.65
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.6
- Plasma Protein Binding
- 56.92
- 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
- 13.81
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.97
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.83
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.36
- 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
- Safe
- T. Pyriformis
- -8.89
- Rat (Acute)
- 2.37
- Rat (Chronic Oral)
- 1.61
- Fathead Minnow
- 3.82
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 413.45
- Hydration Free Energy
- -5.37
- Log(D) at pH=7.4
- 2.4
- Log(P)
- 1.97
- Log S
- -3.83
- Log(Vapor Pressure)
- -6.65
- Melting Point
- 173.48
- pKa Acid
- 8.05
- pKa Basic
- 5.1
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7852 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7852 |
| Beta-1 adrenergic receptor | P07700 | ADRB1_MELGA | Meleagris gallopavo | 3 | 0.7505 |
| Beta-1 adrenergic receptor | P07700 | ADRB1_MELGA | Meleagris gallopavo | 3 | 0.7505 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7120 |
| Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 2 | 0.7120 |