Penicilloside A
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Pregnane Glycoside
| Canonical Smiles | OCC1O[C@](O[C@H]2CC[C@]3(C(C2)CC[C@@]2(C3CC[C@]3([C@]2(O)[C@H](O)C[C@@H]3C(OC(=O)c2ccccc2)C)C)O)C)(O[C@H]2[C@H](O)C[C@@H](OC2C)O)C([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C40H60O15/c1-20(52-35(48)22-8-6-5-7-9-22)25-17-29(43)39(50)37(25,4)14-12-28-36(3)13-11-24(16-23(36)10-15-38(28,39)49)53-40(34(47)32(46)31(45)27(19-41)54-40)55-33-21(2)51-30(44)18-26(33)42/h5-9,20-21,23-34,41-47,49-50H,10-19H2,1-4H3/t20?,21?,23?,24-,25+,26+,27?,28?,29+,30+,31+,32-,33+,34?,36-,37+,38-,39+,40-/m0/s1 |
| InChIKey | DOQQMRLZZIAMSN-CZVFHILGSA-N |
| Formula | C40H60O15 |
| HBA | 15 |
| HBD | 9 |
| MW | 780.91 |
| Rotatable Bonds | 8 |
| TPSA | 245.29 |
| LogP | 0.48 |
| Number Rings | 7 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 55 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.82 |
| Exact Mass | 780.39 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Caralluma species | Apocynaceae | Plantae | 197242 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OCC2CCC(C23)C4C(CC3)C5C(CC4)CC(CC5)OC6(CCCCO6)OC7CCCOC7
Level: 3
Mol. Weight: 780.91 g/mol
SMILES: c1ccccc1C(=O)OCC2CCC(C23)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6
Level: 2
Mol. Weight: 780.91 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5(CCCCO5)OC6CCCOC6
Level: 2
Mol. Weight: 780.91 g/mol
SMILES: c1ccccc1C(=O)OCC2CCC(C23)C4C(CC3)C5C(CC4)CCCC5
Level: 1
Mol. Weight: 780.91 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 780.91 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 780.91 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4
Level: 0
Mol. Weight: 780.91 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 780.91 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 780.91 g/mol
Absorption
- Caco-2 (logPapp)
- -6.66
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Non-Absorbed
- Madin-Darby Canine Kidney
- 15.28
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 2767.74
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.86
- Plasma Protein Binding
- 87.14
- 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
- 0.77
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -67.63
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.4
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 8.62
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -5023139.57
- Rat (Acute)
- 4.71
- Rat (Chronic Oral)
- 3.85
- Fathead Minnow
- 6347.45
- 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
- 561010.8
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.57
- Log(P)
- 2.32
- Log S
- -2.41
- Log(Vapor Pressure)
- -18381.7
- Melting Point
- 202.94
- pKa Acid
- -86.94
- pKa Basic
- 6.12