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Merck
CN

37033

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:
480-81-9
Molecular Weight:
333.38
UNSPSC Code:
85151701
PubChem Substance ID:
329755594
MDL number:
MFCD00221722

Key Documents

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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

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

storage temp.

−20°C

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Preparation Note

Reconstitution: Dried down, 50 μg/mL after reconstitution with 1 mL of water

pictograms

Skull and crossbones
GHS06

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

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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
D F Eastman et al.
Drug metabolism and disposition: the biological fate of chemicals, 10(3), 236-240 (1982-05-01)
Two macrocyclic 14C-pyrrolizidine alkaloids (PA's), senecionine an seneciphylline, were studied regarding the distribution, excretion, transfer into milk, and covalent binding to hepatic macromolecules in BALB/c mice. After injection, radioactivity was rapidly excreted in the urine and feces (84% or greater)
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.
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
Pyrrolizidine alkaloids from Melampyrum pratense.
E Roeder et al.
Natural toxins, 1(1), 35-37 (1992-01-01)
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