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Merck

17806

Sigma-Aldrich

千里光碱

≥95.0% (GC)

别名:

Aureine

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About This Item

经验公式(希尔记法):
C18H25NO5
CAS号:
分子量:
335.39
Beilstein:
8162955
MDL號碼:
分類程式碼代碼:
85151701
PubChem物質ID:

化驗

≥95.0% (GC)

光學活性

[α]25/D −55.1°, c = 0.034% in chloroform

mp

236 °C (lit.)

儲存溫度

−20°C

SMILES 字串

[H][C@@]12[C@H]3CCN1CC=C2COC(=O)[C@](C)(O)[C@H](C)C\C(=C\C)C(=O)O3

InChI

1S/C18H25NO5/c1-4-12-9-11(2)18(3,22)17(21)23-10-13-5-7-19-8-6-14(15(13)19)24-16(12)20/h4-5,11,14-15,22H,6-10H2,1-3H3/b12-4-/t11-,14-,15-,18-/m1/s1

InChI 密鑰

HKODIGSRFALUTA-JTLQZVBZSA-N

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應用

Senecionine has been used in a study to observe the gender-dependent difference of glutathione antioxidant system and its influence on hepatotoxic pyrrolizidine alkaloid isoline-induced liver injury. Senecionine has also been used in a study to observe a new metabolic pathway for pyrrolizidine alkaloids.

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 1 Dermal - Acute Tox. 1 Inhalation - Acute Tox. 1 Oral

儲存類別代碼

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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T Langer et al.
Planta medica, 62(3), 267-271 (1996-06-01)
We developed an immunoassay with antibodies against retrorsine to detect the closely related senecionine, the main alkaloid in various Asteraceae. Sensitivity is about 23 pg (68 fmol) for senecionine. Cross reactivity of monocrotalin, retrorsine N-oxide, senkirkine (< 0.1%), and seneciphylline
W G Chung et al.
Xenobiotica; the fate of foreign compounds in biological systems, 25(9), 929-939 (1995-09-01)
1. We have purified three P450s from the liver of the phenobarbital (PB)-treated guinea pig in order to evaluate the role of these enzymes in pyrrolizidine alkaloid (PA) metabolism. 2. PB treatment of guinea pig increased the hepatic microsomal conversion
Jennifer M Duringer et al.
American journal of veterinary research, 65(11), 1563-1572 (2004-11-30)
To compare hepatic metabolism of pyrrolizidine alkaloids (PAs) between sheep and cattle and elucidate the protective mechanism of sheep. Liver microsomes and cytosol from 8 sheep and 8 cattle. The PA senecionine, senecionine N-oxide (nontoxic metabolite) and 6,7-dihydro-7-hydroxy-1-hydroxymethyl-5H-pyrrolizine (DHP; toxic
I Narberhaus et al.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 173(6), 483-491 (2003-06-13)
Several Longitarsus flea beetle species sequester pyrrolizidine alkaloids acquired from their Asteraceae and Boraginaceae host plants. We carried out feeding and injection experiments using radioactively labeled pyrrolizidine alkaloids to investigate the physiological mechanisms of uptake, metabolism and storage of alkaloids
V R Campesato et al.
Environmental and molecular mutagenesis, 29(1), 91-97 (1997-01-01)
Integerrimine (ITR), a pyrrolizidine alkaloid from Senecio brasiliensis, was tested for genotoxicity using the wing somatic mutation and recombination test (SMART) in Drosophila melanogaster. The compound was administered by chronic feeding (48 hours) of 3-day-old larvae. Two different crosses involving

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