(Q27108272)

SENECIPHYLLINE (English)

(1R,4E,7R,17S)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

5 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChIKey

(15E)-12-hydroxy-13,19-didehydrosenecionan-11,16-dione

1 reference

based on heuristic

inferred from InChI

(1R,4Z,7R,17S)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

1 reference

based on heuristic

inferred from InChI

(1R,4Z,7S,17S)-4-ethylidene-7-hydroxy-7-methyl-6-methylidene-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione

1 reference

1 reference

1 reference

C₁₈H₂₃NO₅

1 reference

SENECIPHYLLINE (English)

18 November 2016

canonical SMILES

CC=C1CC(=C)C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O

1 reference

SENECIPHYLLINE (English)

18 November 2016

isomeric SMILES

C/C=C\1/CC(=C)[C@@](C(=O)OCC2=CCN3[C@H]2[C@@H](CC3)OC1=O)(C)O

1 reference

Capillary gas chromatography—fourier transform infrared spectroscopy of pyrrolizidine alkaloids of senecio inaequidens DC.

SENECIPHYLLINE (English)

18 November 2016

5 references

Off-line Supercritical Fluid Extraction and Capillary Gas Chromatography of Pyrrolizidine Alkaloids in Senecio Species

Mutagenicity of pyrrolizidine alkaloids in the Salmonella typhimurium/mammalian microsome system.

Capillary Gas Chromatography/Positive and Negative Ion Chemical Ionization Mass Spectrometry on Pyrrolizidine Alkaloids of Senecio inaequidens Using Ammonia and Hydroxyl Ions as the Reagent Species

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio vulgaris

10 references

Comparison of the toxicities of Senecio jacobaea, Senecio vulgaris and Senecio glabellus in rats

Fate of ingested pyrrolizidine alkaloid N-oxide in the grasshopper Melanoplus sanguinipes

Rapid sample preparation technique for the determination of pyrrolizidine alkaloids in plant extracts

Determination of Senecio alkaloids by thermospray liquid chromatography/mass spectrometry

1H NMR Spectroscopy of pyrrolizidine alkaloids

Transfer of [3H]pyrrolizidine alkaloids from Senecio vulgaris L. and metabolites into rat milk and tissues

In vivo covalent binding of retronecine-labelled [3H]seneciphylline and [3H]senecionine to DNA of rat liver, lung and kidney

Chapter IV Senecio Alkaloids

Chemistry of toxic range plants. Determination of pyrrolizidine alkaloid content and composition in Senecio species by nuclear magnetic resonance spectroscopy

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Eastern groundsel

4 references

Comparison of capillary gas chromatography with 1H and 13C nuclear magnetic resonance spectroscopy for the quantitation of pyrrolizidine alkaloids from Senecio vernalis

High performance liquid chromatographic determination of alkaloids fromVinca minor L.

Alkaloids ofSenecio vernalis growing in Georgia

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio abrotanifolius

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea cannabifolia

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Senecio chrysanthemoides

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea gigantea

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea minuta

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Adenostyles glabra

1 reference

Die absolute Konfiguration des Pyrrolizidinalkaloids Seneciphyllin aus Adenostyles glabra

Danaus plexippus

1 reference

Pyrrolizidine alkaloids in overwintering monarch butterflies (Danaus plexippus) from mexico

Melampyrum pratense

1 reference

Pyrrolizidine alkaloids from Melampyrum pratense

Petasites hybridus

1 reference

A competitive enzyme immunoassay for the pyrrolizidine alkaloids of the senecionine type

Senecio fistulosus

1 reference

Secondary Metabolites from Chilean Baccharis species

Senecio glaucus

1 reference

Alkaloids of Senecio desfontainei (= S. coronopifolius)

Senecio laricifolius

1 reference

Further pyrrolizidine alkaloids and furoeremophilanes from Senecio species

Senecio oxyphyllus

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio patagonicus

1 reference

Secondary Metabolites from Chilean Baccharis species

Senecio philippicus

1 reference

Pyrrolizidine alkaloids from Senecio longilobus and Senecio glabellus

Jacobaea renardii

1 reference

Alkaloids from Senecio scandens

Senecio rodriguezii

1 reference

Pyrrolizidine alkaloids from Senecio leucanthemifolius and Senecio rodriguezii

Tussilago farfara

1 reference

Pyrrolizidine Alkaloids — Tussilago farfara

Crotalaria juncea

1 reference

The Alkaloids of Crotalaria juncea

Senecio eremophilus var. kingii

1 reference

Senecio Alkaloids: The Alkaloids of Senecio Brasiliensis, Fremonti and Ambrosioides

Senecio ampullaceus

1 reference

Senecio Alkaloids: The Alkaloids ofSenecio Douglasii, Carthamoides, Eremophilus, AmpullaceusandParksii

Senecio brasiliensis

1 reference

Senecio Alkaloids: The Alkaloids of Senecio Brasiliensis, Fremonti and Ambrosioides

Senecio fremontii var. blitoides

2 references

Senecio Alkaloids: The Alkaloids ofSenecio Douglasii, Carthamoides, Eremophilus, AmpullaceusandParksii

The Alkaloids from Senecio tomentosus. Observations on the Alkaloid Jacobine and on the Structure of Jaconecic Acid

Senecio sarracenicus

1 reference

Pyrrolizidine alkaloids. XXI. Alkaloids from Senecio fluviatilis WALLR.

Senecio hercynicus

1 reference

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio ovatus

1 reference

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio rupestris

1 reference

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio viscosus

1 reference

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio eremophilus

1 reference

Senecio Alkaloids: The Alkaloids of Senecio Brasiliensis, Fremonti and Ambrosioides

Senecio cinerarius

4 references

Senecionine, Seneciphylline, Jacobine and Otosenine from Senecio cineraria

Alkaloids from Senecio cineraria C. D.

Pyrrolizidine alkaloids from Senecio chrysocoma

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Senecio pterophorus

1 reference

A re-investigation of the alkaloids of Senecio pterophorus

Senecio propinquus

1 reference

Seneciphylline from Senecio propinquus

Senecio incanus

2 references

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Organ-specific Distribution and Accumulation of Pyrrolizidine Alkaloids during the Life History of two Annual Senecio Species

Senecio rosmarinifolius

1 reference

THE ALKALOIDS OF SENECIO SPECIES: IV. ERECHTITES HIERACIFOLIA (L.) RAF.

Senecio aquaticus

2 references

Alkaloids from Senecio aquaticus

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Adenostyles alliariae

3 references

Alkaloids of Adenostyles alliarae

Reversible hepatic veno-occlusive disease in an infant after consumption of pyrrolizidine-containing herbal tea

Reversible hepatic veno-occlusive disease in an infant after consumption of pyrrolizidine-containing herbal tea

Senecio alcicornis

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Senecio varicosus

1 reference

Pyrrolizidine alkaloids from Senecio leucanthemifolius and Senecio rodriguezii

Jacobaea vulgaris

6 references

Comparison of the toxicities of Senecio jacobaea, Senecio vulgaris and Senecio glabellus in rats

Pyrrolizidine alkaloids derived from Senecio jacobaea

Genetic analysis of the concentrations of pyrrolizidine alkaloids in Senecio jacobaea

Determination of Senecio alkaloids by thermospray liquid chromatography/mass spectrometry

Pyrrolizidine alkaloids from Senecio chrysocoma

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea persoonii

2 references

Pyrrolizidine alkaloids from Senecio persoonii

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea subalpina

2 references

Alkaloids of the plant Senecio subalpinus KOCH

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea adonidifolia

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea boissieri

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea carniolica

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea uniflora

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea leucophylla

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea othonnae

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea gnaphalioides

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Jacobaea pancicii

1 reference

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Caucasalia macrophylla

1 reference

The Alkaloids of Senecio Jacobæa

Senecio bollei

1 reference

The Alkaloids of Senecio Jacobæa

Jacobaea aquatica

2 references

Frequent gain and loss of pyrrolizidine alkaloids in the evolution of Senecio section Jacobaea (Asteraceae).

Alkaloids from Senecio aquaticus

Identifiers

InChI

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

1 reference

SENECIPHYLLINE (English)

18 November 2016

2 references

SENECIPHYLLINE (English)

18 November 2016

ChEBI release 2020-09-01

CAS Registry Number

480-81-9

2 references

Global Substance Registration System

UNII

0ZYZ9L5454

seneciphylline (English)

18 November 2016

https://commonchemistry.cas.org/detail?cas_rn=480-81-9

10 April 2021

1 reference

Seneciphylline (English)

18 November 2016

2 references

SENECIPHYLLINE (English)

18 November 2016

ChEBI ID

9108

mapping relation type

2 references

SENECIPHYLLINE (English)

18 November 2016

International Chemical Identifier

InChI

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

1 reference

splash10-001i-0009000000-79296bc31b538a6ad64e

SENECIPHYLLINE (English)

18 November 2016

1 reference

MassBank accession ID

MSBNK-Fiocruz-FIO00240

0 references

MSBNK-Fiocruz-FIO00241

0 references

MSBNK-Fiocruz-FIO00242

0 references

MSBNK-Fiocruz-FIO00243

0 references

MSBNK-Fiocruz-FIO00244

0 references

SPLASH

0 references

splash10-001i-0109000000-ffe5e7eee71a997c4484

0 references

splash10-05a9-1904000000-d61856a9684d1277665e

0 references

splash10-05g0-2900000000-c16eae3c51bbf1c748a6

0 references

splash10-00fi-0904000000-a15c49700232381b92ef

0 references

0 references

1 reference

Hazardous Substances Data Bank

28 October 2019

SENECIPHYLLINE (English)

10 May 2021

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

DSSTOX compound identifier

0 references

0 references

610-407-0

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.130.439

27 December 2018

ECHA Substance Infocard ID

(15Z)-12-Hydroxy-13,19-didehydrosenecionan-11,16-dione (English)

quotation

CAS no.: 480-81-9 (English)

100.130.439

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.130.439

27 December 2018

(15Z)-12-Hydroxy-13,19-didehydrosenecionan-11,16-dione (English)

quotation

CAS no.: 480-81-9 (English)

1 reference

Global Substance Registration System

Seneciphylline (English)

5 October 2016

2 references

UNII

0ZYZ9L5454

seneciphylline (English)

18 November 2016

0 references

1 reference

Seneciphylline (English)