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73913

Supelco

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
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:

grade

analytical standard

Quality Level

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

SMILES string

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

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

InChI key

FCEVNJIUIMLVML-QPSVUOIXSA-N

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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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Certificates of Analysis (COA)

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UPLC-MS/MS method for determination of selected pyrrolizidine alkaloids in feed
Bolechova M, et al.
Food Chemistry, 170, 265-270 (2015)
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)
Pyrrolizidine alkaloids from Melampyrum pratense.
E Roeder et al.
Natural toxins, 1(1), 35-37 (1992-01-01)
S R Dueker et al.
Toxicology and applied pharmacology, 117(1), 116-121 (1992-11-01)
Two carboxylesterases (GPL1 and GPH1) were isolated from guinea pig hepatic microsomes and assayed for activity using the following pyrrolizidine alkaloids (PAs): seneciphylline (SNP), monocrotaline (MCT), and a mixture of senecionine (SEN) and integerrimine (INT) referred to as SEN-INT. GPH1
B Kedzierski et al.
Analytical biochemistry, 152(1), 59-65 (1986-01-01)
An improved method utilizing reverse-phase liquid chromatography on a styrene-divinylbenzene column (PRP-1) and ultraviolet detection was developed for the simultaneous determination of the pyrrolizidine alkaloids (PAs) senecionine, seneciphylline, and retrorsine and their major metabolites produced during in vitro transformation of

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