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14beta,17alpha-epoxy-5,6-dehydrocalotropin
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Glycoside
- Subclass: Cardenolide Glycoside
| Canonical Smiles | O=C[C@]12C[C@H]3O[C@@]4(O)[C@@H](O)C[C@H](O[C@H]4O[C@@H]3CC1=CCC1[C@@H]2CC[C@]2([C@]31CC[C@]2(O3)C1=CC(=O)OC1)C)C |
|---|---|
| InChI | InChI=1S/C29H36O9/c1-15-9-22(31)29(33)24(35-15)36-20-10-16-3-4-19-18(26(16,14-30)12-21(20)37-29)5-6-25(2)27(7-8-28(19,25)38-27)17-11-23(32)34-13-17/h3,11,14-15,18-22,24,31,33H,4-10,12-13H2,1-2H3/t15-,18+,19?,20-,21-,22+,24+,25-,26-,27+,28-,29+/m1/s1 |
| InChIKey | QRYJIIJROYRTHF-RIQBHAJMSA-N |
| Formula | C29H36O9 |
| HBA | 9 |
| HBD | 2 |
| MW | 528.6 |
| Rotatable Bonds | 2 |
| TPSA | 120.75 |
| LogP | 2.08 |
| Number Rings | 9 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 38 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.79 |
| Exact Mass | 528.24 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Gomphocarpus sinaicus | Apocynaceae | Plantae | 2291033 |
Showing of synonyms
14beta,17alpha-epoxy-5,6-dehydrocalotropin
- El-Askary H, Holzl J, et al. (1993). Cardenolide glycosides with doubly linked sugars from Gomphocarpus sinaicus. Phytochemistry,1993,34(5),1399-1402. [View]
Pubchem:
163022721
No compound-protein relationship available.
SMILES: C1OC(=O)C=C1C(O2)(CC3)C(C234)CCC5C4CC=C6C5CC7C(C6)OC8C(O7)CCCO8
Level: 1
Mol. Weight: 528.6 g/mol
SMILES: C1CC(O2)C(C123)CCC4C3CC=C5C4CC6C(C5)OC7C(O6)CCCO7
Level: 0
Mol. Weight: 528.6 g/mol
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 528.6 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.22
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.88
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 0.8
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.59
- Plasma Protein Binding
- 51.92
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 5.07
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -2.98
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -2.11
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 7.36
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -3945.02
- Rat (Acute)
- 4.78
- Rat (Chronic Oral)
- 1.78
- Fathead Minnow
- 12.96
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 403.76
- Hydration Free Energy
- -2.9
- Log(D) at pH=7.4
- 2.65
- Log(P)
- 1.34
- Log S
- -4.41
- Log(Vapor Pressure)
- -9.58
- Melting Point
- 258.89
- pKa Acid
- 6.01
- pKa Basic
- 4.58
No predicted protein targets found for this compound.