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Key Documents

37033

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

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

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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Application

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

Reconstitution

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

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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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
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
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

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