(+)-Sparteine

Details

• Internal ID: 08c97f07-95b9-46e6-85de-9cc1782c6452
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: (1R,2S,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
• 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+/m1/s1
• InChI Key: SLRCCWJSBJZJBV-TUVASFSCSA-N
• Popularity: 1,306 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆N₂
• Molecular Weight: 234.38 g/mol
• Exact Mass: 234.209598838 g/mol
• Topological Polar Surface Area (TPSA): 6.50 Ų
• XlogP: 2.50

Synonyms

• Pachycarpine
• 492-08-0
• d-Sparteine
• Sparteine, d-isomer
• BRN 3540601
• 6-alpha,7-beta,9-beta,11-beta-Sparteine
• (1R,2S,9R,10R)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane
• (7R-(7alpha,7aalpha,14alpha,14abeta))-Dodecahydro-7,14-methano-2H,6H-dipyrido (1,2-a:1',2'-e)(1,5)diazocine
• 5-23-05-00497 (Beilstein Handbook Reference)
• 7,14-Methano-2H,6H-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, decahydro-, (7R,7aR,14R,14aS)-
• (1R,2S,9R,10R)-7,15-diazatetracyclo(7.7.1.02,7.010,15)heptadecane
• RefChem:67514
• 805-899-0
• lupinidine
• MFCD00869353
• (7R,7aR,14R,14aS)-Dodecahydro-2H,6H-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocine
• (10S,1R,2R,9R)-7,15-diazatetracyclo[7.7.1.0<2,7>.0<10,15>]heptadecane
• MFCD00069653
• sparteine-(+)
• NSC376144
• (-)-Sparteine sulfate salt
• DivK1c_000631
• (+)-Sparteine (Pachycarpine)
• Depasan (Sulfate pentahydrate)
• CHEMBL412873
• orb1299445
• SCHEMBL29352895
• HMS501P13
• KBio1_000631
• Tocosamine (Sulfate pentahydrate)
• NINDS_000631
• SLRCCWJSBJZJBV-TUVASFSCSA-N
• DTXSID401317646
• BDBM50480276
• SBB012438
• AKOS022176272
• CS-W008350
• DS-3062
• FS11885
• HY-W008350
• (+)-Sparteine, >=98.0% (GC)
• IDI1_000631
• NCGC00142614-02
• NCGC00142614-03
• DA-56548
• ST069362
• SY045591
• NS00066972
• S0461
• AJ-738/21233019
• F361994
• Q66604441
• Pachycarpine; D-Sparteine; 6-alpha,7-beta,9-beta,11-beta-Sparteine
• (1R,2R,9R,10S)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane
• (7r,7ar,14r,14as)-dodecahydro-2h,6h-7,14-methanodipyrido[1,2-a:1,2-e][1,5]diazocine
• (7R,7aR,14R,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1 inverted exclamation mark ,2 inverted exclamation mark -e][1,5]diazocine
• (7R,7aR,14R,14aS)-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine
• [7S-(7.alpha.,7a.alpha.,14.alpha.,14a.beta.)]-Dodecahydro-7,14-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	316.2 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.88%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.35%	94.78%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	87.98%	97.98%
CHEMBL1978	P11511	Cytochrome P450 19A1	87.38%	91.76%
CHEMBL3023	Q9NRA0	Sphingosine kinase 2	86.53%	95.61%
CHEMBL238	Q01959	Dopamine transporter	85.86%	95.88%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.48%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.92%	93.04%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.38%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.58%	96.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.53%	91.43%
CHEMBL237	P41145	Kappa opioid receptor	81.53%	98.10%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.62%	86.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.42%	89.62%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.22%	99.18%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.21%	90.71%

Plants that contains it

• Ammodendron karelinii
• Baptisia australis
• Baptisia australis var. minor
• Baptisia perfoliata
• Brickellia cylindracea
• Calocephalus citreus
• Crotalaria medicaginea
• Cytisus scoparius
• Dermatophyllum secundiflorum
• Fritillaria stenanthera
• Genista pichisermolliana
• Hovea acutifolia
• Kopsia teoi
• Lupinus argenteus
• Lupinus pusillus
• Maackia amurensis
• Monoon barnesii
• Ormosia pachycarpa
• Pinalia floribunda
• Pinalia leucantha
• Retama raetam
• Rubus lambertianus
• Sidastrum burrerense
• Sophora pachycarpa
• Spatholobus suberectus
• Stevia ovata
• Striga asiatica
• Thermopsis alterniflora
• Thermopsis mongolica
• Yucca gloriosa var. tristis

Cross-Links

• PubChem: 7014
• NPASS: NPC243635
• ChEMBL: CHEMBL412873
• LOTUS: LTS0017952
• wikiData: Q66604441