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15beta-hydroxy uscharin
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Cardenolide
| Canonical Smiles | O=C[C@]12CC3O[C@]4(O)[C@H](OC3C[C@@H]1CC[C@@H]1C2CC[C@]2([C@]1(O)[C@H](O)C[C@@H]2C1=CC(=O)OC1)C)O[C@@H](C[C@@]14SCC=N1)C |
|---|---|
| InChI | InChI=1S/C31H41NO9S/c1-16-12-29(32-7-8-42-29)31(37)26(39-16)40-22-10-18-3-4-20-19(28(18,15-33)13-23(22)41-31)5-6-27(2)21(11-24(34)30(20,27)36)17-9-25(35)38-14-17/h7,9,15-16,18-24,26,34,36-37H,3-6,8,10-14H2,1-2H3/t16-,18+,19?,20-,21-,22?,23?,24-,26+,27-,28-,29+,30-,31-/m1/s1 |
| InChIKey | MCUKVQRALOEREH-BKIGEWDFSA-N |
| Formula | C31H41NO9S |
| HBA | 11 |
| HBD | 3 |
| MW | 603.73 |
| Rotatable Bonds | 2 |
| TPSA | 144.11 |
| LogP | 2.12 |
| Number Rings | 8 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 42 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.84 |
| Exact Mass | 603.25 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Calotropis procera | Apocynaceae | Plantae | 141467 |
Showing of synonyms
15beta-hydroxy uscharin
No compound-protein relationship available.
SMILES: C1OC(=O)C=C1C(CC2)C(CC3)C2C(CCC4C5)C3C4CC(O6)C5OC(OCC7)C6C78N=CCS8
Level: 1
Mol. Weight: 603.73 g/mol
SMILES: S1CC=NC12C3C(OCC2)OC4C(O3)CC5C6C(CCC5C4)C7C(CC6)CCC7
Level: 0
Mol. Weight: 603.73 g/mol
SMILES: O=C1C=CCO1
Level: 0
Mol. Weight: 603.73 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.23
- Human Oral Bioavailability 20%
- 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
- 13.3
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.52
- Plasma Protein Binding
- 58.4
- 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
- 1.45
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -3.18
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -1.23
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 6.79
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Toxic
- NR-Aromatase
- Toxic
- NR-ER
- Toxic
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -27068.98
- Rat (Acute)
- 4.39
- Rat (Chronic Oral)
- 1.24
- Fathead Minnow
- 50.11
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Toxic
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Toxic
General Properties
- Boiling Point
- 746.13
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 3.14
- Log(P)
- 1.07
- Log S
- -4.07
- Log(Vapor Pressure)
- -12.51
- Melting Point
- 250.88
- pKa Acid
- 5.88
- pKa Basic
- 3.69
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.8196 |
| S-adenosylmethionine decarboxylase proenzyme | P17707 | DCAM_HUMAN | Homo sapiens | 3 | 0.7487 |
| Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7433 |