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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:
480-81-9
Molecular Weight:
333.38
UNSPSC Code:
85151701
PubChem Substance ID:
329765330
MDL number:
MFCD00221722

Key Documents

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Product Name

Seneciphylline, analytical standard

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

100

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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.
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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCH9033
BCCC7962
BCCC4824
BCCC0855
BCBV3474

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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)
H S Ramsdell et al.
Toxicology letters, 37(3), 241-249 (1987-08-01)
In vivo pretreatment of rats with phenobarbital or beta-naphthoflavone reduced the specific activity of microsomal pyrrolizidine alkaloid N-oxide formation. Heat pretreatment of microsomes under conditions intended to selectively inactivate the flavin-containing monooxygenase did not lower the rate of N-oxidation. Incubation
S Q Yuan et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 25(3), 191-197 (1990-01-01)
Six alkaloids were isolated from Gynura segetum (Lour.) Merr. Four of them were identified. Alkaloids I and II were identified as known senecionine and seneciphylline, respectively. Alkaloids III and IV were found to be new compounds named seneciphyllinine and (E)-seneciphylline
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
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