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5beta,6alpha,14alpha,17beta,20beta-pentahydroxy-1-oxo-20S,22R-witha-2,24-dienolide
- Family: Plantae - Solanaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Withanolide
| Canonical Smiles | CC1=C(C)C(=O)OC(C1)[C@@]([C@]1(O)CC[C@@]2([C@]1(C)CCC1C2C[C@@H]([C@]2([C@]1(C)C(=O)C=CC2)O)O)O)(O)C |
|---|---|
| InChI | InChI=1S/C28H40O8/c1-15-13-21(36-22(31)16(15)2)25(5,32)28(35)12-11-26(33)18-14-20(30)27(34)9-6-7-19(29)24(27,4)17(18)8-10-23(26,28)3/h6-7,17-18,20-21,30,32-35H,8-14H2,1-5H3/t17?,18?,20-,21?,23-,24-,25-,26+,27+,28-/m0/s1 |
| InChIKey | PQZVBIJEPVKNOZ-GLBYEPJRSA-N |
| Formula | C28H40O8 |
| HBA | 8 |
| HBD | 5 |
| MW | 504.62 |
| Rotatable Bonds | 2 |
| TPSA | 144.52 |
| LogP | 1.71 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.79 |
| Exact Mass | 504.27 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Withania somnifera | Solanaceae | Plantae | 126910 |
Showing of synonyms
5beta,6alpha,14alpha,17beta,20beta-pentahydroxy-1-oxo-20S,22R-witha-2,24-dienolide
No compound-protein relationship available.
SMILES: O=C1C=CCC(O1)CC2CCC(C23)C4C(CC3)C5C(CC4)CC=CC5=O
Level: 1
Mol. Weight: 504.62 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3C(=O)C=CC4
Level: 0
Mol. Weight: 504.62 g/mol
SMILES: O=C1C=CCCO1
Level: 0
Mol. Weight: 504.62 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.55
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.07
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -0.89
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.66
- Plasma Protein Binding
- 70.04
- 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
- Non-Inhibitor
- CYP 3A4 Substrate
- Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 2.02
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -3.39
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.52
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.29
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -355.57
- Rat (Acute)
- 4.21
- Rat (Chronic Oral)
- 2.49
- Fathead Minnow
- 3.93
- 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
- 502.71
- Hydration Free Energy
- -2.93
- Log(D) at pH=7.4
- 1.83
- Log(P)
- 1.4
- Log S
- -2.76
- Log(Vapor Pressure)
- -10.53
- Melting Point
- 233.84
- pKa Acid
- 5.66
- pKa Basic
- 6.32