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Crispioside A
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | OC[C@H]1O[C@@H](OC(=O)[C@]2(C)CCC[C@@]3([C@@H]2CC[C@]24[C@H]3CC[C@H](C2)C(=C)[C@H]4O[C@@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)C)[C@@H]([C@H]([C@@H]1O)O)O |
|---|---|
| InChI | InChI=1S/C32H50O13/c1-14-15-5-6-19-30(2)8-4-9-31(3,29(41)45-28-25(40)23(38)21(36)17(13-34)43-28)18(30)7-10-32(19,11-15)26(14)44-27-24(39)22(37)20(35)16(12-33)42-27/h15-28,33-40H,1,4-13H2,2-3H3/t15-,16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26-,27+,28+,30-,31-,32-/m1/s1 |
| InChIKey | MCSYAAJGVRMVKY-QOMBLCQQSA-N |
| Formula | C32H50O13 |
| HBA | 13 |
| HBD | 8 |
| MW | 642.74 |
| Rotatable Bonds | 6 |
| TPSA | 215.83 |
| LogP | -0.91 |
| Number Rings | 6 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 45 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.91 |
| Exact Mass | 642.33 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Francoeuria crispa | Asteraceae | Plantae | 1548540 |
Showing of synonyms
Crispioside A
- Abdel-Mogib M, Jakupovic J, et al. (1990). Sesquiterpene lactones and kaurane glycosides from Francoeuria crispa. Phytochemistry,1990,29(8),2581-2584. [View]
No compound-protein relationship available.
SMILES: O1CCCCC1OC(=O)C(CCC2)C(CC3)C2C(C345)CCC(C5)C(=C)C4OC6CCCCO6
Level: 2
Mol. Weight: 642.74 g/mol
SMILES: O1CCCCC1OC(=O)C(CCC2)C(CC3)C2C(C345)CCC(C5)C(=C)C4
Level: 1
Mol. Weight: 642.74 g/mol
SMILES: O1CCCCC1OC2C(=C)C(C3)CCC(C234)C5C(CC4)CCCC5
Level: 1
Mol. Weight: 642.74 g/mol
SMILES: C=C(C1)C(C2)CCC(C123)C4C(CC3)CCCC4
Level: 0
Mol. Weight: 642.74 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 642.74 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -6.47
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -5.07
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- 24.46
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.93
- Plasma Protein Binding
- 96.86
- 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
- 0.5
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -6.02
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.74
- Liver Injury II
- Safe
- hERG Blockers
- Toxic
- Daphnia Maga
- 5.87
- Micronucleos
- Safe
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Safe
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -45498.71
- Rat (Acute)
- 3.87
- Rat (Chronic Oral)
- 4.42
- Fathead Minnow
- 73.25
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 1431.46
- Hydration Free Energy
- -2.92
- Log(D) at pH=7.4
- 2.05
- Log(P)
- 0.26
- Log S
- -2.43
- Log(Vapor Pressure)
- -32.42
- Melting Point
- 233.37
- pKa Acid
- 5.24
- pKa Basic
- 6.14