(Q27108154)

RETRORSINE (English)

5 October 2016

2 references

2 references

(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

2 references

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

(1R,6R,7S,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

(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

1 reference

chemical formula

C₁₈H₂₅NO₆

1 reference

RETRORSINE (English)

19 November 2016

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

1 reference

RETRORSINE (English)

19 November 2016

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

1 reference

RETRORSINE (English)

19 November 2016

Crotalaria trichotoma

2 references

Usaramine, a new pyrrolizidine alkaloid from Crotalaria usaarmoensis E. G. Baker

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

Senecio ragonesei

1 reference

Pyrrolizidine Alkaloids from Five Senecio Species

Senecio selloi

3 references

Triterpenes with a new 9-epi-cucurbitan skeleton from Senecio selloi

Livestock poisoning in South America by species of the Senecio plant

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio brasiliensis

3 references

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Alkaloids from Senecio scandens

Pyrrolizidine Alkaloids from Senecio brasiliensis Populations

Senecio cisplatinus

2 references

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Livestock poisoning in South America by species of the Senecio plant

Senecio heterotrichus

2 references

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Livestock poisoning in South America by species of the Senecio plant

Senecio isatideus

8 references

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

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: Derivation of retronecine from l-arginine and l-ornithine

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

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

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

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

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

Senecio leptolobus

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio flaccidus var. flaccidus

1 reference

Senecio Alkaloids: α- and β-Longilobine fromSenecio longilobus

Senecio retrorsus

1 reference

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

Senecio latifolius

1 reference

The senecio alkaloids. Part XIX. The isolation of chlorodeoxysceleratine

Eastern groundsel

2 references

Pyrrolizidinalkaloide aus Senecio vernalis

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

Senecio vulgaris

5 references

Isolierung der alkaloide aus dem gemeinen kreuzkraut (Senecio vulgaris L.)

1H NMR Spectroscopy of pyrrolizidine alkaloids

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

Identification of senecionine and senecionine N-oxide as antifertility constituents in Senecio vulgaris

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

Werneria nubigena

2 references

Benzopyran derivatives from Werneria nubigena

Pyrrolizidine alkaloids from Werneria nubigena

Crotalaria spartioides

1 reference

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

Osyris alba

1 reference

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

Packera candidissima

1 reference

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

Packera coahuilensis

1 reference

Chemical constituents of Packera coahuilensis and Packera bellidifolia

Senecio ceratophylloides

1 reference

Pyrrolizidine Alkaloids from Five 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

2 references

Phenylpropanoid and iridoid glycosides from Pedicularis striata

Pyrrolizidine Alkaloids from Senecio deferens

Senecio filaginoides

1 reference

Pyrrolizidine Alkaloids from Five Senecio Species

Senecio grisebachii

1 reference

Retrorsin from a Paraguayan herbal tea

Senecio inaequidens

4 references

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

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

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

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

1 reference

Pyrrolizidine alkaloids from four Senecio species

Senecio riddellii

2 references

Extraordinary levels of production of pyrrolizidine alkaloids in Senecio riddellii

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

Senecio triangularis

1 reference

The pyrrolizidine alkaloids of Senecio triangularis

Senecio ovatus

1 reference

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

Packera anonyma

2 references

Acetylanonamine, a New Secopyrrolizidine Alkaloid from Senecio anonymus

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

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.

Senecio uspallatensis

1 reference

Uspallatine, a pyrrolizidine alkaloid from senecio uspallatensis

Senecio gilliesianus

1 reference

1-Hydroxyplatyphyllide, a norsesquiterpene lactone from Senecio gilliesiano

Jacobaea vulgaris

1 reference

Determination of Senecio alkaloids by thermospray liquid chromatography/mass spectrometry

subject has role

phytogenic antineoplastic agents

1 reference

Medical Subject Headings

MeSH descriptor ID

C003300

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/b12-3-/t11-,14-,15-,18-/m1/s1

15 March 2018

Identifiers

InChI

1 reference

RETRORSINE (English)

19 November 2016

2 references

RETRORSINE (English)

19 November 2016

ChEBI release 2020-09-01

CAS Registry Number

480-54-6

2 references

Global Substance Registration System

UNII

XJ86XWL8IY

retrorsine (English)

19 November 2016

https://commonchemistry.cas.org/detail?cas_rn=480-54-6

10 April 2021

1 reference

isatidine (English)

19 November 2016

2 references

RETRORSINE (English)

19 November 2016

ChEBI ID

8822

mapping relation type

2 references

CHEMBL496894 (English)

19 November 2016

International Chemical Identifier

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/b12-3-/t11-,14-,15-,18-/m1/s1

1 reference

CHEMBL496894 (English)

19 November 2016

2 references

splash10-0udi-4937000000-90993a7ecef06fbf09d2

1 reference

MassBank accession ID

MSBNK-NaToxAq-NA000441

0 references

MSBNK-NaToxAq-NA000442

0 references

MSBNK-NaToxAq-NA000443

0 references

MSBNK-NaToxAq-NA000444

0 references

MSBNK-NaToxAq-NA000445

0 references

MSBNK-NaToxAq-NA000491

0 references

MSBNK-NaToxAq-NA000492

0 references

MSBNK-NaToxAq-NA000493

0 references

MSBNK-NaToxAq-NA000494

0 references

MSBNK-NaToxAq-NA000495

0 references

MSBNK-NaToxAq-NA000541

0 references

MSBNK-NaToxAq-NA000542

0 references

MSBNK-NaToxAq-NA000543

0 references

MSBNK-NaToxAq-NA000544

0 references

MSBNK-NaToxAq-NA000545

0 references

MSBNK-NaToxAq-NA000591

0 references

MSBNK-NaToxAq-NA000592

0 references

MSBNK-NaToxAq-NA000593

0 references

MSBNK-NaToxAq-NA000594

0 references

MSBNK-NaToxAq-NA000595

0 references

MSBNK-NaToxAq-NA000640

0 references

MSBNK-NaToxAq-NA000641

0 references

MSBNK-NaToxAq-NA000642

0 references

MSBNK-NaToxAq-NA000643

0 references

MSBNK-NaToxAq-NA000644

0 references

MSBNK-NaToxAq-NA000687

0 references

MSBNK-NaToxAq-NA000688

0 references

MSBNK-NaToxAq-NA000689

0 references

MSBNK-NaToxAq-NA000690

0 references

MSBNK-NaToxAq-NA000691

0 references

MSBNK-NaToxAq-NA000731

0 references

MSBNK-NaToxAq-NA000732

0 references

MSBNK-NaToxAq-NA000733

0 references

MSBNK-NaToxAq-NA000734

0 references

MSBNK-NaToxAq-NA000735

0 references

MSBNK-NaToxAq-NA000766

0 references

MSBNK-NaToxAq-NA000767

0 references

SPLASH

0 references

HSDB ID

3530

1 reference

Hazardous Substances Data Bank

28 October 2019

RETRORSINE (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

610-403-9

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

Retrorsine (English)

CAS no.: 480-54-6 (English)

ECHA Substance Infocard ID

100.119.898

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

27 December 2018

Retrorsine (English)

CAS no.: 480-54-6 (English)

MeSH descriptor ID

C003300

1 reference

Medical Subject Headings

14 March 2018

1 reference

Global Substance Registration System

Retrorsine (English)

5 October 2016

2 references

UNII

XJ86XWL8IY

retrorsine (English)

19 November 2016

0 references

1 reference

Retrorsine (English)