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Merck
CN

73913

Seneciphylline

analytical standard

Synonym(s):

α-Longilobin, 3,19-Didehydro-12-hydroxysenecionan-11,16-dione, Jacodine

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About This Item

Empirical Formula (Hill Notation):
C18H23NO5
CAS Number:
Molecular Weight:
333.38
UNSPSC Code:
85151701
PubChem Substance ID:
MDL number:
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InChI

1S/C18H23NO5/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/h4-5,14-15,22H,2,6-10H2,1,3H3/b12-4-/t14-,15-,18-/m1/s1

SMILES string

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

InChI key

FCEVNJIUIMLVML-QPSVUOIXSA-N

grade

analytical standard

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

impurities

≤5.0% water (Karl Fischer)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

2-8°C

Quality Level

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General description

Seneciphylline is a naturally occurring plant toxin, belonging to the class of pyrrolizidine alkaloids. It is employed to defend the plant against herbivore and insect attacks.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Seneciphylline may be used as an analytical reference standard for the quantification of the analyte in feed samples and traditional Chinese herbal medicines using different chromatography techniques.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品
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Separation and determination of toxic pyrrolizidine alkaloids in traditional Chinese herbal medicines by micellar electrokinetic chromatography with organic modifier
Yu L, et al.
Electrophoresis, 26(17), 3397-3404 (2005)
UPLC-MS/MS method for determination of selected pyrrolizidine alkaloids in feed
Bolechova M, et al.
Food Chemistry, 170, 265-270 (2015)
C C Yan et al.
Toxicology and applied pharmacology, 133(2), 277-284 (1995-08-01)
Despite their similarity in structure, pyrrolizidine alkaloids (PAs) vary in their LD50s and in the organs in which toxicity is expressed. We have examined whether there are differences in the metabolism of certain PAs that are associated with these quantitative
H K Kakrani et al.
Journal of ethnopharmacology, 12(3), 271-278 (1984-12-01)
The effect of oral administration of the pyrrolizidine alkaloids, seneciphylline and senecionine, from Senecio vulgaris (Compositae) on activities of hepatic epoxide hydrase, glutathione-S-transferase, aminopyrine-N-demethylase and arylhydrocarbon hydroxylase (AHH) was investigated in microsomes of young male albino rats. Seneciphylline significantly increased
M Noorwala et al.
Fitoterapia, 71(5), 618-620 (2001-07-14)
The isolation and NMR spectra of otosenine (1) and seneciphylline (2) from Senecio lorenthii are reported.

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