Nonaacetyl angustifolioside A
- Family: Plantae - Oleaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Secoiridoid Diglucoside Ester
| Canonical Smiles | C/C=C\1/[C@@H](OC=C(C1CC(=O)OCCc1ccc(c(c1)OC(=O)C)OC1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)OC1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C |
|---|---|
| InChI | InChI=1S/C49H60O27/c1-12-32-33(34(46(60)61-11)19-65-47(32)76-49-45(72-30(10)58)43(70-28(8)56)41(68-26(6)54)38(75-49)21-64-23(3)51)18-39(59)62-16-15-31-13-14-35(36(17-31)66-24(4)52)73-48-44(71-29(9)57)42(69-27(7)55)40(67-25(5)53)37(74-48)20-63-22(2)50/h12-14,17,19,33,37-38,40-45,47-49H,15-16,18,20-21H2,1-11H3/b32-12+/t33?,37-,38-,40-,41-,42+,43+,44-,45-,47+,48?,49?/m1/s1 |
| InChIKey | WILIFRSPMCBMKB-RURJUHLQSA-N |
| Formula | C49H60O27 |
| HBA | 27 |
| HBD | 0 |
| MW | 1080.99 |
| Rotatable Bonds | 21 |
| TPSA | 335.45 |
| LogP | 1.63 |
| Number Rings | 4 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 76 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.57 |
| Exact Mass | 1080.33 |
| Number of Lipinski Rule Violations | 2 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Fraxinus angustifolia | Oleaceae | Plantae | 166594 |
Showing of synonyms
- Calis I, Hosny M, et al. (1993). Secoiridoids from Fraxinus angustifolia. Phytochemistry,1993,33(6),1453-1456. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OC2OC=CC(C2=C)CC(=O)OCCc3ccc(cc3)OC4CCCCO4
Level: 3
Mol. Weight: 1080.99 g/mol
SMILES: c1ccccc1CCOC(=O)CC(C2=C)C=COC2OC3CCCCO3
Level: 2
Mol. Weight: 1080.99 g/mol
SMILES: C1OC=CC(C1=C)CC(=O)OCCc2ccc(cc2)OC3CCCCO3
Level: 2
Mol. Weight: 1080.99 g/mol
SMILES: C1OC=CC(C1=C)CC(=O)OCCc2ccccc2
Level: 1
Mol. Weight: 1080.99 g/mol
SMILES: C1C=COC(C1=C)OC2CCCCO2
Level: 1
Mol. Weight: 1080.99 g/mol
SMILES: c1ccccc1OC2CCCCO2
Level: 1
Mol. Weight: 1080.99 g/mol
SMILES: C=C1CC=COC1
Level: 0
Mol. Weight: 1080.99 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1080.99 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 1080.99 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.43
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 108616.98
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 14195732.83
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- -0.03
- Plasma Protein Binding
- 53.46
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- 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
- Inhibitor
- CYP 2D6 Substrate
- Non-Substrate
- CYP 3A4 Inhibitor
- Inhibitor
- CYP 3A4 Substrate
- Non-Substrate
- OATP1B1
- Inhibitor
- OATP1B3
- Inhibitor
Excretion
- Clearance
- 9.67
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -330165.13
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 2.07
- Liver Injury II
- Safe
- hERG Blockers
- Safe
- Daphnia Maga
- 4.05
- 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
- -25764577030.08
- Rat (Acute)
- 2.92
- Rat (Chronic Oral)
- 59.69
- Fathead Minnow
- 32522322.64
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 2897793098.6
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- -1591.81
- Log(P)
- 3.59
- Log S
- -4.38
- Log(Vapor Pressure)
- -95422860.94
- Melting Point
- 91.35
- pKa Acid
- -695224.69
- pKa Basic
- -5579.16
No predicted protein targets found for this compound.