Usaramine (Q27108514)

(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

Usaramine (English)

5 October 2016

2 references

inferred from InChIKey

2 references

inferred from InChIKey

(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

inferred from InChI

2 references

inferred from InChIKey

(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

inferred from InChI

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

inferred from InChI

1 reference

1 reference

1 reference

1 reference

C₁₈H₂₅NO₆

1 reference

Usaramine (English)

5 October 2016

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

1 reference

Usaramine (English)

5 October 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

Usaramine (English)

5 October 2016

Crotalaria trichotoma

3 references

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

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

Usaramoensine, the Alkaloid in Crotalaria usaramoensis E. G. Baker. Integerrimine from Crotalaria incana Linn and Senecionine from Senecio glabellus D. C. Stereochemical Relationships

Senecio inaequidens

4 references

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

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

Packera candidissima

1 reference

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

Crotalaria naragutensis

1 reference

Pyrrolizidine alkaloids from Crotalaria lachnosema and C. Naragutensis

Senecio selloi

2 references

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

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Jacobaea othonnae

1 reference

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

Crotalaria lanceolata

1 reference

Pyrrolizidine alkaloids from Crotalaria aegyptiaca

Gynura divaricata

1 reference

Pyrrolizidine alkaloids from Gynura divaricata.

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

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio ceratophylloides

1 reference

Pyrrolizidine Alkaloids from Five Senecio Species

Senecio cisplatinus

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio deferens

1 reference

Phenylpropanoid and iridoid glycosides from Pedicularis striata

Senecio leptolobus

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio malacitanus

1 reference

Pyrrolizidine alkaloids from three Spanish Senecio species

Senecio oxyphyllus

1 reference

Pyrrolizidine alkaloid composition in six brazilian Senecio species

Senecio vulgaris

1 reference

Spartioidine and Usaramine, Two Pyrrolizidine Alkaloids from Senecio vulgaris

Stryphnus mucronatus

1 reference

Mucronatine, a new N -methyl purine from the French mediterranean marine sponge Stryphnus mucronatus

Senecio cinerarius

1 reference

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

Senecio nevadensis

1 reference

Phenylpropanoid and iridoid glycosides from Pedicularis striata

Senecio glandulosus

1 reference

Pyrrolizidine Alkaloids fromSenecio subulatusandS. glandulosus

Jacobaea gnaphalioides

1 reference

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

Jacobaea vulgaris

1 reference

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

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

1 reference

Usaramine (English)

5 October 2016

2 references

Usaramine (English)

5 October 2016

ChEBI release 2020-09-01

2 references

Usaramine (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=15503-87-4

9 April 2021

1 reference

(15E)-12,18-Dihydroxysenecionan-11,16-dione (English)

5 October 2016

2 references

matched by identifier from

Usaramine (English)

retrieved

5 October 2016

InChIKey

ChEBI ID

9912

mapping relation type

2 references

matched by identifier from

Usaramine (English)

retrieved

5 October 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

matched by identifier from

RETRORSINE (English)

5 October 2016

1 reference

1 reference

InChIKey

1 reference

Usaramine (English)

5 October 2016

0 references

1 reference