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重要文件

R0382

Sigma-Aldrich

倒千里光碱

≥90% (HPLC), powder, retronecine-type pyrrolizidine alkaloid

同義詞:

Retrorsin, Senecionan-11,16-Dione, 12,18-Dihydroxy- (9CI), β-Longilobine, 12,18-Dihydroxysenecionan-11,16-dione

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About This Item

經驗公式(希爾表示法):
C18H25NO6
CAS號碼:
分子量::
351.39
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77
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產品名稱

倒千里光碱, ≥90% (HPLC)

化驗

≥90% (HPLC)

mp

208-211 °C (lit.)

SMILES 字串

C\C=C1\C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@@H]23

InChI

1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1

InChI 密鑰

BCJMNZRQJAVDLD-CQRYIUNCSA-N

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應用

Retrorsine has been used:
  • as a mito-inhibitory pyrrolizidine alkaloid compound to induce necrotic liver injury in rats[1]
  • to induce hepatocellular injury in rats[2]
  • to arrest endogenous hepatocyte growth in mice[3]

生化/生理作用

Retrorsine (RTS) is a retronecine-type pyrrolizidine alkaloid associated with Senecio and Crotalaria species. It belongs to the pyrrolizidine alkaloid family[1] with mito-inhibitory property and elicits hepatotoxicity.[4] It mediates the inactivation of cytochrome P450 3A4.[4] Retrorsine also inhibits replication of fully differentiated hepatocytes.[2]

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 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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Suchitra Sumitran-Holgersson et al.
Cell transplantation, 18(2), 183-193 (2009-06-09)
Although the appearance of hepatic foci in the pancreas has been described in animal experiments and in human pathology, evidence for the conversion of human pancreatic cells to liver cells is still lacking. We therefore investigated the developmental plasticity between
Valerie Gouon-Evans et al.
Nature biotechnology, 24(11), 1402-1411 (2006-11-07)
When differentiated in the presence of activin A in serum-free conditions, mouse embryonic stem cells efficiently generate an endoderm progenitor population defined by the coexpression of either Brachyury, Foxa2 and c-Kit, or c-Kit and Cxcr4. Specification of these progenitors with
Mabel Fragoso-Serrano et al.
Journal of natural products, 75(5), 890-895 (2012-05-04)
Commercial preparations of the Mexican herbal drug known as "miracle tea" (Packera candidissima and P. bellidifolia) have been profiled qualitatively by HPLC and GC-MS. Eremophilanes (3-7) were the major components found in the hexane-soluble fraction, while pyrrolizidine alkaloids (PAs) were
Chun-Hsien Yu et al.
Cell transplantation, 18(10), 1081-1092 (2009-08-05)
Efficient repopulation by transplanted hepatocytes in the severely injured liver is essential for their clinical application in the treatment of acute hepatic failure. We studied here whether and how the transplanted hepatocytes are able to efficiently repopulate the toxin-induced acute
Ya-Hui Chen et al.
Hepatology (Baltimore, Md.), 57(3), 1215-1224 (2012-10-20)
The potential lineage relationship between hepatic oval cells, small hepatocyte-like progenitor cells (SHPCs), and hepatocytes in liver regeneration is debated. To test whether mature hepatocytes can give rise to SHPCs, rats with dipeptidyl peptidase IV (DPPIV) chimeric livers, which harbored

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