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(−)-sparteine

chemical compound
Class type of: genisteine-alkaloid, (7S,7aα)-dodecahydro-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, (1R,2R,9S)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane Q419552

Facts

14 properties
Instance of
type of chemical entity
Subclass of
genisteine-alkaloid, (7S,7aα)-dodecahydro-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, (1R,2R,9S)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane
Canonical SMILES
N12CCCCC1C3CN4CCCCC4C(C2)C3[6]
Chemical formula
C₁₅H₂₆N₂[7]
Defined daily dose
+0.2
Described by source
New International Encyclopedia
Found in taxon
Adenocarpus hispanicus, Ammodendron, Ammodendron karelinii, Ammopiptanthus mongolicus, Anarthrophyllum andicola, Anabasis aphylla, Anagyris foetida, Anarthrophyllum andicolum, Anarthrophyllum cumingii, Anarthrophyllum desideratum, Anarthrophyllum rigidum, Argyrolobium crassifolium, Argyrolobium lotoides, Argyrolobium variopile, Aspalathus capitata, Aspalathus chortophila, Aspalathus cordata, Aspalathus hirta, Aspalathus juniperina, Aspalathus longifolia, Aspalathus nivea, Aspalathus perfoliata, Aspalathus spinosa, Baptisia alba, Baptisia arachnifera, Baptisia australis, Baptisia bracteata, Baptisia calycosa, Baptisia cinerea, Baptisia bracteata var. laevicaulis, Baptisia lactea var. lactea, Baptisia lanceolata, Baptisia megacarpa, Baptisia nuttalliana, Baptisia perfoliata, Baptisia simplicifolia, Baptisia sphaerocarpa, Baptisia tinctoria, Bolusanthus speciosus, Cadia purpurea, Calobota elongata, Calobota pungens, Calobota saharae, Chamaecytisus prolifer, Chamaecytisus proliferus, Chamaecytisus ruthenicus, Chelidonium majus, Chesneya mongolica, Cristonia biloba, Cuscuta palaestina, Cytisophyllum sessilifolium, Cytisus scoparius, Dermatophyllum secundiflorum, Dicraeopetalum stipulare, Genista acanthoclada, Genista burdurensis, Genista cinerea, Genista cinerascens, Genista depressa, Genista lobelii, Genista lydia, Genista majorica, Genista pilosa, Genista tinctoria, Haplormosia monophylla, Hesperolaburnum platycarpum, Laburnum anagyroides, Lamprolobium fruticosum, Leontice leontopetalum, Liparia calycina, Liparia capitata, Liparia hirsuta, Liparia laevigata, Liparia latifolia, Liparia parva, Liparia splendens, Lupinus affinis, Lupinus arboreus, Lupinus arcticus, Lupinus argenteus, Lupinus atlanticus, Lupinus barkeri, Lupinus diffusus, Lupinus elegans, Lupinus flavoculatus, Lupinus hintonii, Lupinus kingii, Lupinus mutabilis, Lupinus odoratus, Lupinus ornatus, Lupinus palaestinus, Lupinus polyphyllus, Lupinus pubescens, Lupinus pusillus, Lupinus shockleyi, Lupinus texensis, Lupinus varius, Ormosia amazonica, Ormosia balansae, Ormosia cinerea, Ormosia discolor, Ormosia macrocalyx, Ormosia pachycarpa, Ormosia sumatrana, Ormosia coarctata, Oxytropis ochrocephala, Pearsonia aristata, Pearsonia bracteata, Pearsonia cajanifolia, Pearsonia flava, Pearsonia grandifolia, Pearsonia obovata, Pearsonia sessilifolia, Pearsonia uniflora, Pericopsis laxiflora, Plagiocarpus axillaris, Polhillia brevicalyx, Podalyria cuneifolia, Podalyria sericea, Polhillia canescens, Polhillia obsoleta, Polhillia pallens, Polhillia waltersii, Priestleya capitata, Priestleya hirsuta, Priestleya laevigata, Priestleya latifolia, Priestleya umbellifera, Prunus mahaleb, Sophora mollis, Rafnia acuminata, Rafnia angulata, Rafnia capensis, Rafnia elliptica, Rafnia opposita, Rafnia racemosa, Retama monosperma, Retama raetam, Retama sphaerocarpa, Robynsiophyton vanderystii, Rothia hirsuta, Lupinus tassilicus, Lupinus holosericeus, Lupinus albus, Lupinus digitatus, Lupinus nanus, Lupinus angustifolius, Lupinus pilosus, Lupinus luteus, Lupinus sericeus, Spartium junceum, Thermopsis chinensis, Thinicola incana, Thermopsis lanceolata, Thermopsis lupinoides, Virgilia divaricata, Virgilia oroboides, Wiborgia fusca, Wiborgia obcordata, Wiborgia sericea[10][11][12][13][14][15][16][17][18][19][20][21][22][23]
Has characteristic
bitterness
Has part(s)
nitrogen, carbon[8][9]
Isomeric SMILES
C1CCN2C[C@@H]3C[C@H]([C@H]2C1)CN4[C@H]3CCCC4
Mass
+234.209599
Physically interacts with
taste receptor type 2[5]
Stereoisomer of
α-isosparteine, beta-Isosparteine, 7,14-Methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, dodecahydro-, [7S-(7alpha,7abeta,14alpha,14abeta)]-, (7abeta,14abeta)-7beta,14beta-Methanododecahydro-6H,13H-dipyrido[1,2-a:1',2'-e][1,5]diazocine, pachycarpine, Pusilline, alpha-Isosparteine
Subject has role
antiarrhythmic agent, oxytocics
🏷️ Also known as
en (−)-sparteine de (−)-Spartein de Lupinidin el Σπαρτεΐνη es Esparteína es Esparteina fi sparteiini fr C15H26N2 fr (−)-Spartéine id Sparteina it C15H26N2 ja スパルテイン nl Sparteine nl Sparteïne pt Esparteina ro Sparteină ru пахикарпин ru Спартеин uk пахікарпін zh 司巴丁
🔖 Identifiers · 29
OpenAlex ID
C2778694420
ATC code
C01BA04
CAB ID
257783
CAS Registry Number
90-39-1
ChEBI ID
28827
ChEMBL ID
CHEMBL412873
ChemSpider ID
10254876
DSSTOX compound identifier
DTXCID50820270
DSSTox substance ID
DTXSID4023591
DrugBank ID
DB06727
DrugCentral ID
2467
EC number
201-988-8
Show all 29 identifiers +17
ECHA Substance Infocard ID
100.001.808
Freebase ID
/m/0h07y7
Gmelin number
218976
InChI
InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1
InChIKey
SLRCCWJSBJZJBV-ZQDZILKHSA-N
KEGG ID
C10783
KNApSAcK ID
C00002236
MassBank accession ID
MSBNK-NaToxAq-NA000199, MSBNK-NaToxAq-NA000200, MSBNK-NaToxAq-NA000201, MSBNK-NaToxAq-NA000202, MSBNK-NaToxAq-NA000203, MSBNK-NaToxAq-NA000229, MSBNK-NaToxAq-NA000230, MSBNK-NaToxAq-NA000231, MSBNK-NaToxAq-NA000232, MSBNK-NaToxAq-NA000233, MSBNK-NaToxAq-NA000259, MSBNK-NaToxAq-NA000260, MSBNK-NaToxAq-NA000261, MSBNK-NaToxAq-NA000262, MSBNK-NaToxAq-NA000263, MSBNK-NaToxAq-NA000289, MSBNK-NaToxAq-NA000290, MSBNK-NaToxAq-NA000291, MSBNK-NaToxAq-NA000292, MSBNK-NaToxAq-NA000293, MSBNK-NaToxAq-NA000319, MSBNK-NaToxAq-NA000320, MSBNK-NaToxAq-NA000321, MSBNK-NaToxAq-NA000322, MSBNK-NaToxAq-NA000323, MSBNK-NaToxAq-NA000348, MSBNK-NaToxAq-NA000349, MSBNK-NaToxAq-NA000350, MSBNK-NaToxAq-NA000351, MSBNK-NaToxAq-NA000352, MSBNK-NaToxAq-NA000378, MSBNK-NaToxAq-NA000379, MSBNK-NaToxAq-NA000380, MSBNK-NaToxAq-NA000381, MSBNK-NaToxAq-NA000382
MeSH descriptor ID
D013034
MeSH tree code
D03.132.722.750
Microsoft Academic ID (discontinued)
2778694420
Probes And Drugs ID
PD045705
PubChem CID
644020
Reaxys registry number
7744881
SureChEMBL ID
79043
UNII
298897D62S
UniChem compound ID
1099092

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🔗 Connections
Found in taxon 127
Chelidonium majus, Cytisus scoparius, Prunus mahaleb, Spartium junceum, Laburnum anagyroides, Genista tinctoria, Lupinus polyphyllus, Lupinus albus +119 more
Has part(s) 2
carbon, nitrogen
Belongs to 1
Cytisus scoparius
Described by source 1
New International Encyclopedia
Has characteristic 1
bitterness
Subject has role 1
antiarrhythmic agent
← FactGrid item ID 1
Alexander, 5th Prince of Pleß
← Natural product of taxon 1
Cytisus scoparius
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Summary

(−)-sparteine is a type of chemical entity[1]. (−)-sparteine is a type of genisteine-alkaloid[2], (7S,7aα)-dodecahydro-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine[3], and (1R,2R,9S)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecane[4].

References

Programmatic citations — every numbered marker resolves to a verifiable graph row below.

Direct Wikidata claims

  1. [5] ↑ . Comprehensive Analysis of Mouse Bitter Taste Receptors Reveals Different Molecular Receptive Ranges for Orthologous Receptors in Mice and Humans. wikidata.org.
  2. [6] ↑ . wikidata.org.
  3. [7] ↑ . PubChem. Retrieved . wikidata.org.
  4. [2] ↑ . wikidata.org.
  5. [3] ↑ . wikidata.org.
  6. [4] ↑ . wikidata.org.
  7. [8] ↑ . wikidata.org.
  8. [9] ↑ . wikidata.org.
  9. [10] ↑ . Alkaloids of Adenocarpus hispanicus (Lam.) DC Varieties. wikidata.org.
  10. [11] ↑ . Alkaloid-Bearing Plants and Their Contained Alkaloids. 1957-1968. wikidata.org.
  11. [12] ↑ . Alkaloids ofAmmodendron longiracemosum. wikidata.org.
  12. [13] ↑ . Alkaloids ofAmmopiptanthus mongolicus. wikidata.org.
  13. [14] ↑ . The taxonomic significance of alkaloids in the South American genus Anarthrophyllum. wikidata.org.
  14. [15] ↑ . Quantitative determination of the alkaloids ofAnabasis aphylla by thin-layer chromatography. wikidata.org.
  15. [16] ↑ . Rhombifoline and 5,6-dehydrolupanine from Anagyrus foetida L. wikidata.org.
  16. [17] ↑ . The taxonomic significance of alkaloids in the South American genus Anarthrophyllum. wikidata.org.
  17. [18] ↑ . The taxonomic significance of alkaloids in the South American genus Anarthrophyllum. wikidata.org.
  18. [19] ↑ . The taxonomic significance of alkaloids in the South American genus Anarthrophyllum. wikidata.org.
  19. [20] ↑ . The taxonomic significance of alkaloids in the South American genus Anarthrophyllum. wikidata.org.
  20. [21] ↑ . The major alkaloids of the genus Polhillia. wikidata.org.
  21. [22] ↑ . The major alkaloids of the genus Polhillia. wikidata.org.
  22. [23] ↑ . The major alkaloids of the genus Polhillia. wikidata.org.

Class ancestry

  1. [1] ↑ . Wikidata. wikidata.org.

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Use these citations when quoting this entity in research, articles, AI prompts, or wherever provenance matters. We aggregate Wikidata + Wikipedia + authoritative open-data sources; the stitched, scored, cross-referenced view is what 4ort.xyz contributes.

APA 4ort.xyz Knowledge Graph. (2026). (−)-sparteine. Retrieved November 11, 2026, from https://4ort.xyz/entity/sparteine
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BibTeX @misc{4ortxyz_sparteine_2026, author = {{4ort.xyz Knowledge Graph}}, title = {{(−)-sparteine}}, year = {2026}, url = {https://4ort.xyz/entity/sparteine}, note = {Accessed: 2026-11-11}}
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Edit History

Rolling log of changes to this entity's Wikidata record. Values shown reflect the current state of each edited property — follow the history link to see the precise diff for any edit.

  1. 7d ago · Elivan da Silva · 2026-11-04 view diff on Wikidata ↗
    "Added reference: ATC code: C01BA04, #temporary_batch_1793797550071"
  2. 26w ago · Wiki ping66 · 2026-05-13 view diff on Wikidata ↗
    Described by source → New International Encyclopedia
    Subject has role → antiarrhythmic agent, oxytocics
    Physically interacts with → taste receptor type 2
    Subclass of → genisteine-alkaloid, (7S,7aα)-dodecahydro-7α,14α-methano-2H,6H-dipyrido[1,2-a:1',, (1R,2R,9S)-7,15-diazatetracyclo[7.7.1.0²,⁷.0¹⁰,¹⁵]heptadecan
    + 7 other properties edited (see Wikidata diff for full list)
    "Changed labels, descriptions or aliases"
Live feed via Wikidata EventStreams. New edits appear within minutes of being made on Wikidata.