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6alpha,7alpha-epoxy-5alpha,14alpha,17alpha,23beta-tetrahydroxy-1-oxo-22R-witha-2,24-dienolide
- Family: Plantae - Solanaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Withanolide
| Canonical Smiles | O=C1O[C@H]([C@H](C(=C1C)C)O)[C@H]([C@@]1(O)CC[C@@]2([C@]1(C)CCC1C2C2O[C@@H]2[C@@]2([C@]1(C)C(=O)C=CC2)O)O)C |
|---|---|
| InChI | InChI=1S/C28H38O8/c1-13-14(2)23(31)36-20(19(13)30)15(3)26(32)11-12-27(33)18-16(8-10-24(26,27)4)25(5)17(29)7-6-9-28(25,34)22-21(18)35-22/h6-7,15-16,18-22,30,32-34H,8-12H2,1-5H3/t15-,16?,18?,19+,20+,21?,22+,24-,25+,26+,27-,28+/m1/s1 |
| InChIKey | GIGKYZWBLHTEDX-MELRTPEHSA-N |
| Formula | C28H38O8 |
| HBA | 8 |
| HBD | 4 |
| MW | 502.6 |
| Rotatable Bonds | 2 |
| TPSA | 136.82 |
| LogP | 1.58 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 36 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.79 |
| Exact Mass | 502.26 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Withania somnifera | Solanaceae | Plantae | 126910 |
Showing of synonyms
6alpha,7alpha-epoxy-5alpha,14alpha,17alpha,23beta-tetrahydroxy-1-oxo-22R-witha-2,24-dienolide
No compound-protein relationship available.
SMILES: O=C1C=CCC(O1)CC(CC2)C(CC3)C2C4C3C(C5C(O6)C46)C(=O)C=CC5
Level: 1
Mol. Weight: 502.6 g/mol
SMILES: C1C=CC(=O)C(C1C(O2)C23)C4C3C5C(CC4)CCC5
Level: 0
Mol. Weight: 502.6 g/mol
SMILES: O=C1C=CCCO1
Level: 0
Mol. Weight: 502.6 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.19
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.94
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- -1.86
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.34
- Plasma Protein Binding
- 47.22
- 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
- 7.54
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.05
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.11
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 6.52
- 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
- Toxic
- T. Pyriformis
- -767.95
- Rat (Acute)
- 5.04
- Rat (Chronic Oral)
- 2.0
- Fathead Minnow
- 3.4
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Toxic
General Properties
- Boiling Point
- 485.08
- Hydration Free Energy
- -2.87
- Log(D) at pH=7.4
- 0.85
- Log(P)
- 1.71
- Log S
- -3.37
- Log(Vapor Pressure)
- -9.7
- Melting Point
- 245.2
- pKa Acid
- 5.14
- pKa Basic
- 4.13