SENECIONINE
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SENECIONINE ??
- ???
- 236 °C(lit.)
- ??
- D25 -55.1° (c = 0.034 in chloroform)
- ?? ?
- 472.03°C (rough estimate)
- ??
- 1.266 g/cm3
- ???
- 1.5100 (estimate)
- ?? ??
- −20°C
- ???
- DMF: 5 mg/ml; DMSO: 2 mg/ml; Ethanol: 1 mg/ml; PBS (pH 7.2): 0.1 mg/ml
- ?? ?? (pKa)
- 12.81±0.40(Predicted)
- ??? ??
- Solid
- ??
- White to off-white
- ?? ??
- [α]25/D 55.1°, c = 0.034% in chloroform
- BRN
- 8162955
- InChIKey
- HKODIGSRFALUTA-JTLQZVBZSA-N
- LogP
- 0.880 (est)
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- ?? ? ?? ??
| ??? ?? | T | ||
|---|---|---|---|
| ?? ???? ?? | 25 | ||
| ????? | 45 | ||
| ????(UN No.) | UN 2811 6.1/PG 3 | ||
| WGK ?? | 3 | ||
| RTECS ?? | VT5710000 | ||
| F ?????? | 10-23 | ||
| ?? ?? | 6.1(a) | ||
| ???? | II | ||
| ?? ?? ??? | 130-01-8(Hazardous Substances Data) | ||
| ?? | LD50 i.v. in mice: 64.12 ±2.24 mg/kg (Harris) |
SENECIONINE C??? ??, ??, ??
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Senecionine is a pyrrolizidine alkaloid that has been found in S. vulgaris and has hepatotoxic properties. It is metabolized by the cytochrome P450 (CYP) isoform CYP3A in the liver to the detoxification product senecionine N-oxide and reactive metabolites including dehydropyrrolizidine alkaloids and dehydrotetronecine. Senecionine (20 μM) induces mitochondrial depolarization and fragmentation in primary cultured mouse hepatocytes and increases apoptosis in a concentration-dependent manner. In rats, senecionine (35 mg/kg, p.o.) induces liver injury, increases serum levels of bilirubin and various bile acids, including taurocholic acid, glycocholic acid, and deoxycholic acid, and increases the activity of alanine aminotransferase and aspartate aminotransferase in serum. Senecionine-induced hepatotoxicity is associated with lipid peroxidation and glutathione depletion.??
ChEBI: A pyrrolizidine alkaloid isolated from the plant species of the genus Senecio.Safety Profile
Poison by intravenous,intraperitoneal, and possibly other routes. Anexperimental teratogen. Other experimental reproductiveeffects. Mutation data reported. When heated todecomposition it emits toxic fumes of NOx.?? ??
Grandval, Lajoux., Cornpt. rend., 120,1120 (1895)Grandval, Lajoux., Bull. Soc. Chirn. Fr., 13,942 (1895)
Manske., Can. J. Res., S, 651 (1931)
Manske., ibid, 14B, 6 (1936)
Barger, Blackie., J. Chern. Soc., 584 (1937)
Blackie., Pharrn. J., 138,102 (1937)
Manske., Can. J. Res., 17B, I (1939)
SENECIONINE ?? ?? ? ???
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SENECIONINE ?? ??
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| ??? | ?? | ??? | ?? | ?? ? | ?? |
|---|---|---|---|---|---|
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SENECIONINE ?? ??:
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SENECIONINE
SENECIONINE(RG)
(+)-3-METHYLHEXANEDIOIC ACID
3-METHOXYPYRROLIDINE
senecionine N-oxide
3-Methyladipic acid
(R)-3-METHOXYPYRROLIDINE
(S)-ALLYL LACTATE
(R)-ETHYL 3-METHYL-2-HYDROXYBUTANOATE
3-ETHOXYPYRROLIDINE
retronecine
3-(DIMETHYLAMINO)PROPYL ACRYLATE
anacrotine
3-BUTOXYPYRROLIDINE
3-PROPOXYPYRROLIDINE
ETHYL 5-METHYL-5-HEXENOATE