Penicilloside E
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Pregnane Glycoside
| Canonical Smiles | CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(C2)CC[C@@]2(C3CC[C@]3([C@]2(O)[C@H](OC(=O)c2ccccc2)[C@H]([C@@H]3C(=O)C)OC(=O)CC(C)C)C)O)C)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(C)[C@H]([C@@H](C1O)OC)O)C |
|---|---|
| InChI | InChI=1S/C54H82O18/c1-27(2)23-38(56)69-46-41(28(3)55)52(8)21-19-37-51(7)20-18-34(24-33(51)17-22-53(37,60)54(52,61)48(46)72-49(59)32-15-13-12-14-16-32)68-39-25-35(62-9)44(30(5)65-39)70-40-26-36(63-10)45(31(6)66-40)71-50-43(58)47(64-11)42(57)29(4)67-50/h12-16,27,29-31,33-37,39-48,50,57-58,60-61H,17-26H2,1-11H3/t29?,30?,31?,33?,34-,35+,36+,37?,39-,40-,41-,42+,43?,44+,45+,46-,47-,48+,50-,51-,52+,53-,54+/m0/s1 |
| InChIKey | AQTZURYIISQSLU-BASARIQJSA-N |
| Formula | C54H82O18 |
| HBA | 18 |
| HBD | 4 |
| MW | 1019.23 |
| Rotatable Bonds | 15 |
| TPSA | 233.66 |
| LogP | 4.8 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 72 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.83 |
| Exact Mass | 1018.55 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Caralluma species | Apocynaceae | Plantae | 197242 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8
Level: 4
Mol. Weight: 1019.23 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1019.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1019.23 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC6CCCCO6
Level: 2
Mol. Weight: 1019.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6
Level: 2
Mol. Weight: 1019.23 g/mol
SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3
Level: 2
Mol. Weight: 1019.23 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCCC5
Level: 1
Mol. Weight: 1019.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 1019.23 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1019.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4
Level: 0
Mol. Weight: 1019.23 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1019.23 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 1019.23 g/mol
Absorption
- Caco-2 (logPapp)
- -5.47
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 68485.110
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 8950954.35
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.480
- Plasma Protein Binding
- 99.42
- 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
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 3.970
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -208180.430
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.370
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.050
- 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
- Toxic
- T. Pyriformis
- -16245553847.620
- Rat (Acute)
- 5.700
- Rat (Chronic Oral)
- 36.920
- Fathead Minnow
- 20506575.270
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 1827170390.100
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -994.630
- Log(P)
- 5.55
- Log S
- -5.34
- Log(Vapor Pressure)
- -60167684.27
- Melting Point
- 192.34
- pKa Acid
- -438332.49
- pKa Basic
- -3505.08
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7930 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.7930 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7091 |
| Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7091 |