13-hydroxylupanine (Q27103005)

13-Hydroxylupanine (English)

(1R,2R,9R,10S,12S)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

5 October 2016

stereoisomer of

2 references

(1R,2R,9R,10S,12R)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

2 references

(1S,2S,9S,10R,12S)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

2 references

2 references

13beta-Hydroxylupanine

1 reference

chemical formula

C₁₅H₂₄N₂O₂

1 reference

13-Hydroxylupanine (English)

5 October 2016

canonical SMILES

C1CC2C3CC(CN2C(=O)C1)C4CC(CCN4C3)O

1 reference

13-Hydroxylupanine (English)

5 October 2016

isomeric SMILES

C1C[C@@H]2[C@@H]3C[C@H](CN2C(=O)C1)[C@H]4C[C@H](CCN4C3)O

1 reference

Alkaloids of Virgilia divaricata and V. oroboides

13-Hydroxylupanine (English)

5 October 2016

2 references

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

Lupinus angustifolius

3 references

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

Acute toxicity of the major alkaloids of cultivated Lupinus angustifolius seed to rats

Quinolizidine Alkaloids as Nitrogen Source for Lupin Seedlings and Cell Cultures

Lupinus arboreus

1 reference

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

Lupinus mutabilis

3 references

Quinolizidine alkaloids in seeds of Lupinus mutabilis

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

A comparative study of the effects of sparteine, lupanine and lupin extract on the central nervous system of the mouse

Lupinus albus

7 references

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

The alkaloids ofLupinus termis. I. Isolation of 13-hydroxylupanine from Lebanese-grown lupine seed

Variation of alkaloid components of lupin seeds in 49 genotypes of Lupinus albus from different countries and locations.

A New Lupine Alkaloid, (-)-Δ5S-Dehydromultiflorine, from the Seeds of Lupinus termis

(±)-Termisine, a Novel Lupine Alkaloid from the Seeds of Lupinus termis

Minor Alkaloids of Lupinus albus: 13alpha-Hydroxymultiflorine and 13alpha-Hydroxy-5-dehydromultiflorine1

Quinolizidine Alkaloids as Nitrogen Source for Lupin Seedlings and Cell Cultures

Lupinus luteus

1 reference

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

Cytisus scoparius

5 references

Diurnal Fluctuation of Quinolizidine Alkaloid Accumulation in Legume Plants and Photomixotrophic Cell Suspension Cultures

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

(−)-3β-13α-dihydroxylupanine from cytisus scoparius

Accumulation of quinolizidine alkaloids in plants and cell suspension cultures: genera lupinus, cytisus, baptisia, genista, laburnum, and sophora

Quinolizidine Alkaloids as Nitrogen Source for Lupin Seedlings and Cell Cultures

Lupinus polyphyllus

7 references

Acquired toxicity ? the advantages of specializing on alkaloid-rich lupins to Macrosiphon albifrons (Aphidae)

Diurnal Fluctuation of Quinolizidine Alkaloid Accumulation in Legume Plants and Photomixotrophic Cell Suspension Cultures

Application of 2H n.m.r. spectroscopy to study the incorporation of enantiomeric 2H-labelled cadaverines into quinolizidine alkaloids

Accumulation of quinolizidine alkaloids in plants and cell suspension cultures: genera lupinus, cytisus, baptisia, genista, laburnum, and sophora

Quinolizidine Alkaloids as Nitrogen Source for Lupin Seedlings and Cell Cultures

Cell-Free Synthesis of the Alkaloids Ammodendrine and Smipine

Site of Lupanine and Sparteine Biosynthesis in Intact Plants and in vitro Organ Cultures

Virgilia divaricata

1 reference

Alkaloids of Virgilia divaricata and V. oroboides

Calpurnia aurea

1 reference

Alkaloids of ethiopian Calpurnia aurea subsp. aurea

Genista cinerea

1 reference

Distribution and taxonomic significance of alkaloids in the Genista cinerea agregat

Genista lydia

1 reference

Alkaloid Profile of Bulgarian Species from Genus Senecio L.

Genista majorica

1 reference

Distribution and taxonomic significance of alkaloids in the Genista cinerea agregat

Liparia parva

1 reference

Taxonomic significance of major alkaloids in the genus Priestleya

Liparia splendens

1 reference

Taxonomic significance of major alkaloids in the genus Priestleya

Lupinus atlanticus

1 reference

Seed alkaloid composition of Lupinus tassilicus maire (Fabaceae: Genisteae) and comparison with its related rough seeded lupin species

Lupinus palaestinus

1 reference

Seed alkaloid composition of Lupinus tassilicus maire (Fabaceae: Genisteae) and comparison with its related rough seeded lupin species

Lupinus pilosus

1 reference

Seed alkaloid composition of Lupinus tassilicus maire (Fabaceae: Genisteae) and comparison with its related rough seeded lupin species

Lupinus pubescens

1 reference

Quinolizidine Alkaloids as Nitrogen Source for Lupin Seedlings and Cell Cultures

Lupinus digitatus

1 reference

Seed alkaloid composition of Lupinus tassilicus maire (Fabaceae: Genisteae) and comparison with its related rough seeded lupin species

Lupinus texensis

1 reference

Iridoid glycosides from Castilleja purpurea and C. indivisa, and quinolizidine alkaloid transfer from Lupinus texensis to C. indivisa via root parasitism

Ormosia amazonica

1 reference

Alkaloid distribution in seeds of Ormosia, Pericopsis and Haplormosia

Pearsonia aristata

1 reference

Pearsonia bracteata

1 reference

Pearsonia cajanifolia

1 reference

Pearsonia flava

1 reference

Pearsonia grandifolia

1 reference

Pearsonia metallifera

1 reference

Pearsonia obovata

1 reference

Pearsonia sessilifolia

1 reference

Podalyria

1 reference

Distribution and taxonomic significance of major alkaloids in the genus Podalyria

Priestleya laevigata

1 reference

Taxonomic significance of major alkaloids in the genus Priestleya

Cristonia biloba

1 reference

A survey of alkaloids in Templetonia biloba (Benth.) Polhill (Fabaceae: Brongniartieae)

Lupinus tassilicus

1 reference

Seed alkaloid composition of Lupinus tassilicus maire (Fabaceae: Genisteae) and comparison with its related rough seeded lupin species

Liparia laevigata

1 reference

Taxonomic significance of major alkaloids in the genus Priestleya

Liparia calycina

1 reference

Taxonomic significance of major alkaloids in the genus Priestleya

Liparia capitata

1 reference

Taxonomic significance of major alkaloids in the genus Priestleya

Identifiers

InChI

InChI=1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2/t10-,11-,12+,13-,14-/m1/s1

1 reference

13-Hydroxylupanine (English)

JVYKIBAJVKEZSQ-RKQHYHRCSA-N

5 October 2016

InChIKey

2 references

13-Hydroxylupanine (English)

5 October 2016

ChEBI release 2020-09-01

1 reference

(6beta,7alpha,9alpha,13alpha)-13-Hydroxyspartein-2-one (English)

5 October 2016

2 references

13-Hydroxylupanine (English)

matched by identifier from

5 October 2016

InChIKey

JVYKIBAJVKEZSQ-RKQHYHRCSA-N

ChEBI ID

18328

mapping relation type

2 references

13-hydroxylupanine (English)

matched by identifier from

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C15H24N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h10-14,18H,1-9H2/t10-,11-,12+,13-,14-/m1/s1

SureChEMBL ID

SCHEMBL20471756

2 references

matched by identifier from

InChIKey

JVYKIBAJVKEZSQ-RKQHYHRCSA-N

1 reference

reason for deprecated rank

cannot be confirmed by other sources

1 reference

13-hydroxylupanine (English)