(Q104250414)

inferred from SMILES

mass

351.16818752 dalton

1 reference

2 references

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

2 references

2 references

2 references

1 reference

retrorsine

1 reference

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

1 reference

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

1 reference

chemical formula

C₁₈H₂₅NO₆

0 references

canonical SMILES

O=C1OC2CCN3CC=C(COC(=O)C(O)(CO)C(C)CC1=CC)C32

0 references

isomeric SMILES

CC=C1C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3CC[C@@H](OC1=O)[C@H]23

0 references

found in taxon

Crotalaria spartioides

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Crotalaria trichotoma

1 reference

Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968

Senecio inaequidens

4 references

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

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

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

Packera candidissima

1 reference

Hepatotoxic pyrrolizidine alkaloids in the Mexican medicinal plant Packera candidissima (Asteraceae: Senecioneae).

Osyris alba

1 reference

Concomitant occurrence of pyrrolizidine and quinolizidine alkaloids in the hemiparasite Osyris alba L. (Santalaceae)

Packera coahuilensis

1 reference

Chemical constituents of Packera coahuilensis and Packera bellidifolia

Packera anonyma

2 references

Macrocyclic pyrrolizidine alkaloids from Senecio anonymus. Separation of a complex alkaloid extract using droplet counter-current chromatography

Acetylanonamine, a New Secopyrrolizidine Alkaloid from Senecio anonymus

Senecio brasiliensis

3 references

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Pyrrolizidine Alkaloids from Senecio brasiliensis Populations

Alkaloids from Senecio scandens

Senecio ceratophylloides

1 reference

Pyrrolizidine Alkaloids from Five Senecio Species

Senecio cisplatinus

2 references

Livestock poisoning in South America by species of the Senecio plant

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio covasii

1 reference

Chemical Differences Between the NewSenecio hualtaranensisand the Closely RelatedS. Fabrisii. Sesquiterpenes and Pyrrolizidine Alkaloids in Three Further Species

Senecio deferens

1 reference

Phenylpropanoid and iridoid glycosides from Pedicularis striata

Senecio filaginoides

1 reference

Pyrrolizidine Alkaloids from Five Senecio Species

Senecio gilliesianus

1 reference

1-Hydroxyplatyphyllide, a norsesquiterpene lactone from Senecio gilliesiano

Senecio glandulosus

1 reference

Pyrrolizidine Alkaloids fromSenecio subulatusandS. glandulosus

Senecio glaucus

1 reference

Alkaloids of Senecio desfontainei (= S. coronopifolius)

Senecio grisebachii

2 references

Retrorsin from a Paraguayan herbal tea

Alkaloids from Senecio scandens

Senecio heterotrichus

2 references

Livestock poisoning in South America by species of the Senecio plant

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio isatideus

8 references

Pyrrolizidine alkaloid biosynthesis: Derivation of retronecine from l-arginine and l-ornithine

Pyrrolizidine alkaloid biosynthesis; incorporation of 2H-labelled putrescines into retrorsine

Stereochemistry of pyrrolizidine alkaloid biosynthesis: incorporation of chiral [2-2H]putrescines into retrorsine

Pyrrolizidine alkaloid biosynthesis: stereochemistry of the formation of isoleucine in Senecio species and of its conversion into necic acids

Pyrrolizidine alkaloid biosynthesis. Synthesis of 14C-labelled homospermidines and their incorporation into retronecine

Application of 2H n.m.r. spectroscopy to study the incorporation of enantiomeric [2-2H]-labelled putrescines into the pyrrolizidine alkaloid retrorsine

Pyrrolizidine alkaloid biosynthesis. Synthesis of 3H-labelled trachelanthamidine and isoretronecanol and their incorporation into three pyrrolizidine bases (necines)

Pyrrolizidine alkaloid biosynthesis. Synthesis of N-([4-14C]-4-aminobutyl)-1,2-didehydropyrrolidinium and its incorporation into different pyrrolizidine bases (necines)

Senecio leptolobus

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio malacitanus

1 reference

Pyrrolizidine alkaloids from three Spanish Senecio species

Senecio othonnaeflorus

1 reference

Seco-eremophilanes and other constituents from South African Senecio species

Senecio oxyphyllus

2 references

Pyrrolizidine alkaloids from Senecio oxyphyllus, a Brazilian poisonous plant

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio philippicus

1 reference

Pyrrolizidine alkaloids from Senecio longilobus and Senecio glabellus

Senecio prionopterus

1 reference

Pyrrolizidine alkaloids from four Senecio species

Senecio ragonesei

1 reference

Pyrrolizidine Alkaloids from Five Senecio Species

Senecio retrorsus

1 reference

THE ALKALOIDS OF SENECIO SPECIES: I. THE NECINES AND NECIC ACIDS FROM S. RETRORSUS AND S. JACOBAEA

Senecio riddellii

2 references

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

Extraordinary levels of production of pyrrolizidine alkaloids in Senecio riddellii

Senecio selloi

2 references

Livestock poisoning in South America by species of the Senecio plant

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio subulatus

1 reference

Pyrrolizidine Alkaloids fromSenecio subulatusandS. glandulosus

Senecio triangularis

1 reference

The pyrrolizidine alkaloids of Senecio triangularis

Senecio uspallatensis

1 reference

Uspallatine, a pyrrolizidine alkaloid from senecio uspallatensis

Eastern groundsel

1 reference

High performance liquid chromatographic determination of alkaloids fromVinca minor L.

Senecio vulgaris

3 references

1H NMR Spectroscopy of pyrrolizidine alkaloids

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

Chapter IV Senecio Alkaloids

Werneria nubigena

2 references

Pyrrolizidine alkaloids from Werneria nubigena

Benzopyran derivatives from Werneria nubigena

Senecio heterotrichius

2 references

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Livestock poisoning in South America by species of the Senecio plant

Senecio cinerarius

1 reference

Alkaloids from Senecio cineraria C. D.

Jacobaea vulgaris

1 reference

Determination of Senecio alkaloids by thermospray liquid chromatography/mass spectrometry

Identifiers

InChI

InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/t11-,14-,15+,18-/m1/s1

0 references

InChIKey

BCJMNZRQJAVDLD-ZKRNXSKHSA-N

0 references

2 references

17 September 2022