(Q27107379)

monocrotaline (English)

(1S,4S,5R,6R,16S)-5,6-dihydroxy-4,5,6-trimethyl-2,8-dioxa-13-azatricyclo[8.5.1.013,16]hexadec-10-ene-3,7-dione

5 October 2016

stereoisomer of

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

chemical formula

C₁₆H₂₃NO₆

1 reference

monocrotaline (English)

5 October 2016

canonical SMILES

CC1C(=O)OC2CCN3C2C(=CC3)COC(=O)C(C1(C)O)(C)O

1 reference

monocrotaline (English)

5 October 2016

isomeric SMILES

C[C@H]1C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]([C@]1(C)O)(C)O

1 reference

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

monocrotaline (English)

5 October 2016

1 reference

Crotalaria grahamiana

1 reference

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

Crotalaria recta

3 references

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

Pyrrolizidine alkaloids. The co-occurrence of monocrotaline and trichodesmine in Crotalaria recta steud. ex A. rich

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria cephalotes

2 references

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria cunninghamii

2 references

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria retusa

3 references

The Structure of Monocrotaline, the Alkaloid in Crotalaria Spectabilis and Crotalaria Retusa. I

Effects of feeding diets containing Crotalaria retusa L. seed to growing pigs

Pharmacognostic Study of Leaves of Cordia rothii Linn

Crotalaria sagittalis

2 references

Phytochemical Survey of Connecticut I: Isolation of Monocrotaline from Crotalaria sagittalis L. Fruit

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria scassellatii

1 reference

N-oxidation and degradation of pyrrolizidine alkaloids during germination of Crotalaria scassellatii

Crotalaria aegyptiaca

3 references

Pyrrolizidine alkaloids from Crotalaria aegyptiaca

Pyrrolizidine Alkaloids From Middle Eastern Plants

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria nitens

2 references

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Phytochemical studies on Crotalaria laburnifolia

Crotalaria novae-hollandiae

1 reference

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria paulina

1 reference

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria quinquefolia

1 reference

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Crotalaria sessiliflora

1 reference

Pyrrolizidine Alkaloids from the Seeds of Crotalaria sessiliflora

Petasites hybridus

1 reference

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

Packera anonyma

1 reference

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

Crotalaria assamica

4 references

Pyrrolizidine alkaloid composition of three Chinese medicinal herbs, Eupatorium cannabinum, E. japonicum and Crotalaria assamica

Assamicadine, a New Pyrrolizidine Alkaloid from Crotalaria assamica

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

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

Crotalaria sericea

4 references

Pyrrolizidine alkaloid composition of three Chinese medicinal herbs, Eupatorium cannabinum, E. japonicum and Crotalaria assamica

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Assamicadine, a New Pyrrolizidine Alkaloid from Crotalaria assamica

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

Crotalaria juncea

4 references

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

Pyrrolizidine alkaloid composition of three Chinese medicinal herbs, Eupatorium cannabinum, E. japonicum and Crotalaria assamica

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Assamicadine, a New Pyrrolizidine Alkaloid from Crotalaria assamica

Crotalaria spectabilis

9 references

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

Differentiation of the cardiac and pulmonary toxicity of monocrotaline, a pyrrolizidine alkaloid

Hepatic metabolism and pulmonary toxicity of monocrotaline using isolated perfused liver and lung

Supercritical fluid isolation of monocrotaline from Crotalaria spectabilis using ion-exchange resins

Synthesis of pyrrolizidine alkaloids indicine, intermedine, lycopsamine, and analogues and their N-oxides. Potential antitumor agents

Supercritical extraction ofcrotalaria spectabilis in the cross-over region

Pyrrolizidine alkaloid composition of three Chinese medicinal herbs, Eupatorium cannabinum, E. japonicum and Crotalaria assamica

Occurrence of the Pyrrolizidine Alkaloid Monocrotaline in Crotalaria Seeds

Assamicadine, a New Pyrrolizidine Alkaloid from Crotalaria assamica

subject has role

carcinogen

1 reference

California Proposition 65 list of chemicals

https://oehha.ca.gov/chemicals/monocrotaline

18 March 2020

reference URL

Identifiers

InChI

InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1

1 reference

monocrotaline (English)

5 October 2016

2 references

monocrotaline (English)

5 October 2016

ChEBI release 2020-09-01

2 references

monocrotaline (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=315-22-0

8 April 2021

1 reference

Monocrotaline (English)

5 October 2016

2 references

monocrotaline (English)

5 October 2016

ChEBI ID

6980

mapping relation type

2 references

monocrotaline (English)

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C16H23NO6/c1-9-13(18)23-11-5-7-17-6-4-10(12(11)17)8-22-14(19)16(3,21)15(9,2)20/h4,9,11-12,20-21H,5-8H2,1-3H3/t9-,11+,12+,15+,16-/m0/s1

1 reference

MONOCROTALINE (English)

5 October 2016

2 references

inferred from InChIKey

MSBNK-Washington_State_Univ-BML81705

1 reference

MassBank accession ID

MSBNK-NaToxAq-NA000411

0 references

MSBNK-NaToxAq-NA000412

0 references

MSBNK-NaToxAq-NA000413

0 references

MSBNK-NaToxAq-NA000414

0 references

MSBNK-NaToxAq-NA000415

0 references

MSBNK-NaToxAq-NA000461

0 references

MSBNK-NaToxAq-NA000462

0 references

MSBNK-NaToxAq-NA000463

0 references

MSBNK-NaToxAq-NA000464

0 references

MSBNK-NaToxAq-NA000465

0 references

MSBNK-NaToxAq-NA000511

0 references

MSBNK-NaToxAq-NA000512

0 references

MSBNK-NaToxAq-NA000513

0 references

MSBNK-NaToxAq-NA000514

0 references

MSBNK-NaToxAq-NA000515

0 references

MSBNK-NaToxAq-NA000561

0 references

MSBNK-NaToxAq-NA000562

0 references

MSBNK-NaToxAq-NA000563

0 references

MSBNK-NaToxAq-NA000564

0 references

MSBNK-NaToxAq-NA000565

0 references

MSBNK-NaToxAq-NA000611

0 references

MSBNK-NaToxAq-NA000612

0 references

MSBNK-NaToxAq-NA000613

0 references

MSBNK-NaToxAq-NA000614

0 references

MSBNK-NaToxAq-NA000615

0 references

MSBNK-NaToxAq-NA000659

0 references

MSBNK-NaToxAq-NA000660

0 references

MSBNK-NaToxAq-NA000661

0 references

MSBNK-NaToxAq-NA000662

0 references

MSBNK-NaToxAq-NA000663

0 references

MSBNK-NaToxAq-NA000705

0 references

MSBNK-NaToxAq-NA000706

0 references

MSBNK-NaToxAq-NA000707

0 references

MSBNK-NaToxAq-NA000708

0 references

MSBNK-NaToxAq-NA000709

0 references

MSBNK-NaToxAq-NA000745

0 references

MSBNK-NaToxAq-NA000746

0 references

MSBNK-NaToxAq-NA000747

0 references

MSBNK-NaToxAq-NA000748

0 references

0 references

MSBNK-Washington_State_Univ-BML81706

0 references

MSBNK-Washington_State_Univ-BML81707

0 references

SPLASH

splash10-00fr-3933000000-10215f5f791ade4c910c

0 references

HSDB ID

3513

1 reference

Hazardous Substances Data Bank

28 October 2019

MONOCROTALINE (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

628-506-2

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.156.772

27 December 2018

ECHA Substance Infocard ID

Monocrotaline (English)

quotation

CAS no.: 315-22-0 (English)

100.156.772

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.156.772

27 December 2018

Monocrotaline (English)

quotation

CAS no.: 315-22-0 (English)

MeSH descriptor ID

D016686

subject named as

Monocrotaline

0 references

0 references

0 references

1 reference

Global Substance Registration System

monocrotaline (English)

5 October 2016

2 references

UNII

73077K8HYV

MONOCROTALINE (English)

5 October 2016

0 references

1 reference

California Proposition 65 list of chemicals

monocrotaline (English)

5 October 2016

1 reference