Compounds > sparteine, (7r-(7alpha,7aalpha,14alpha,14abeta))-isomer
Page last updated: 2024-09-21

sparteine, (7r-(7alpha,7aalpha,14alpha,14abeta))-isomer

Cross-References

ID SourceID
PubMed CID7014
CHEMBL ID412873
SCHEMBL ID847129
MeSH IDM0045265

Synonyms (44)

Synonym
KBIO1_000631
DIVK1C_000631
sparteine, d-isomer
d-sparteine
brn 3540601
(7r-(7alpha,7aalpha,14alpha,14abeta))-dodecahydro-7,14-methano-2h,6h-dipyrido (1,2-a:1',2'-e)(1,5)diazocine
7,14-methano-2h,6h-dipyrido(1,2-a:1',2'-e)(1,5)diazocine, decahydro-, (7r,7ar,14r,14as)-
6-alpha,7-beta,9-beta,11-beta-sparteine
(+)-sparteine
pachycarpine
nsc376144
IDI1_000631
(-)-sparteine sulfate salt
tocosamine (sulfate pentahydrate)
[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
depasan (sulfate pentahydrate)
NINDS_000631
NCGC00142614-02
NCGC00142614-03
CHEMBL412873
HMS501P13
S0461
(10s,1r,2r,9r)-7,15-diazatetracyclo[7.7.1.0<2,7>.0<10,15>]heptadecane
492-08-0
5-23-05-00497 (beilstein handbook reference)
SCHEMBL847129
AKOS022176272
(7r,7ar,14r,14as)-dodecahydro-7,14-methano-2h,6h-dipyrido[1,2-a:1',2'-e][1,5]diazocine
mfcd00869353
DS-3062
(1r,2r,9r,10s)-7,15-diazatetracyclo[7.7.1.0^{2,7}.0^{10,15}]heptadecane
HY-W008350
CS-W008350
(+)-sparteine, >=98.0% (gc)
bdbm50480276
(7r,7ar,14r,14as)-dodecahydro-2h,6h-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocine
(+)-sparteine (pachycarpine)
SLRCCWJSBJZJBV-TUVASFSCSA-N
Q66604441
sparteine-(+)
A871833
(7r,7ar,14r,14as)-dodecahydro-2h,6h-7,14-methanodipyrido[1,2-a:1,2-e][1,5]diazocine
DTXSID401317646
(1r,2s,9r,10r)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Cytochrome P450 2D6Homo sapiens (human)IC50 (µMol)60.00000.00002.015110.0000AID262947
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (16)

Processvia Protein(s)Taxonomy
xenobiotic metabolic processCytochrome P450 2D6Homo sapiens (human)
steroid metabolic processCytochrome P450 2D6Homo sapiens (human)
cholesterol metabolic processCytochrome P450 2D6Homo sapiens (human)
estrogen metabolic processCytochrome P450 2D6Homo sapiens (human)
coumarin metabolic processCytochrome P450 2D6Homo sapiens (human)
alkaloid metabolic processCytochrome P450 2D6Homo sapiens (human)
alkaloid catabolic processCytochrome P450 2D6Homo sapiens (human)
monoterpenoid metabolic processCytochrome P450 2D6Homo sapiens (human)
isoquinoline alkaloid metabolic processCytochrome P450 2D6Homo sapiens (human)
xenobiotic catabolic processCytochrome P450 2D6Homo sapiens (human)
retinol metabolic processCytochrome P450 2D6Homo sapiens (human)
long-chain fatty acid biosynthetic processCytochrome P450 2D6Homo sapiens (human)
negative regulation of bindingCytochrome P450 2D6Homo sapiens (human)
oxidative demethylationCytochrome P450 2D6Homo sapiens (human)
negative regulation of cellular organofluorine metabolic processCytochrome P450 2D6Homo sapiens (human)
arachidonic acid metabolic processCytochrome P450 2D6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
monooxygenase activityCytochrome P450 2D6Homo sapiens (human)
iron ion bindingCytochrome P450 2D6Homo sapiens (human)
oxidoreductase activityCytochrome P450 2D6Homo sapiens (human)
oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygenCytochrome P450 2D6Homo sapiens (human)
heme bindingCytochrome P450 2D6Homo sapiens (human)
anandamide 8,9 epoxidase activityCytochrome P450 2D6Homo sapiens (human)
anandamide 11,12 epoxidase activityCytochrome P450 2D6Homo sapiens (human)
anandamide 14,15 epoxidase activityCytochrome P450 2D6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
mitochondrionCytochrome P450 2D6Homo sapiens (human)
endoplasmic reticulumCytochrome P450 2D6Homo sapiens (human)
endoplasmic reticulum membraneCytochrome P450 2D6Homo sapiens (human)
cytoplasmCytochrome P450 2D6Homo sapiens (human)
intracellular membrane-bounded organelleCytochrome P450 2D6Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (7)

Assay IDTitleYearJournalArticle
AID337605Displacement of [3H]quinuclidinyl benzilate from muscarinic ACh receptor1994Journal of natural products, Sep, Volume: 57, Issue:9
Binding of quinolizidine alkaloids to nicotinic and muscarinic acetylcholine receptors.
AID262947Inhibition of human CYP2D6 expressed in Escherichia coli JM1092006Journal of medicinal chemistry, Apr-20, Volume: 49, Issue:8
Catalytic site prediction and virtual screening of cytochrome P450 2D6 substrates by consideration of water and rescoring in automated docking.
AID397122Inhibition of HIV1 RT
AID1148099Binding affinity to magnesium salt in methanol-d4 solvent by proton magnetic resonance analysis1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Analogues of sparteine. 5. Antiarrhythmic activity of selected N,N'-disubstituted bispidines.
AID337604Displacement of [3H]nicotin from nicotinic ACh receptor1994Journal of natural products, Sep, Volume: 57, Issue:9
Binding of quinolizidine alkaloids to nicotinic and muscarinic acetylcholine receptors.
AID1148098Binding affinity to calcium salt in methanol-d4 solvent by proton magnetic resonance analysis1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Analogues of sparteine. 5. Antiarrhythmic activity of selected N,N'-disubstituted bispidines.
AID184166Compound was evaluated for percent inhibition of antiarrhythmic activity catalyzed by cytochrome P-450 UT-H in liver microsomes of rats1984Journal of medicinal chemistry, Sep, Volume: 27, Issue:9
Oxidation of sparteines by cytochrome P-450: evidence against the formation of N-oxides.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (4)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (50.00)18.7374
1990's1 (25.00)18.2507
2000's1 (25.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceDescriptionRelationhip StrengthStudiesTrialsClassesRoles
disopyramide[no description available]medium10monocarboxylic acid amide;
pyridines;
tertiary amino compound		anti-arrhythmia drug
propranolol hydrochloride[no description available]medium10hydrochloride
ellipticine[no description available]medium10indole alkaloid;
organic heterotetracyclic compound;
organonitrogen heterocyclic compound;
polycyclic heteroarene		antineoplastic agent;
plant metabolite
khellin[no description available]medium10furanochromone;
organic heterotricyclic compound;
oxacycle		anti-asthmatic agent;
bronchodilator agent;
cardiovascular drug;
vasodilator agent
papaverine[no description available]medium10benzylisoquinoline alkaloid;
dimethoxybenzene;
isoquinolines		antispasmodic drug;
vasodilator agent
suramin[no description available]medium10naphthalenesulfonic acid;
phenylureas;
secondary carboxamide		angiogenesis inhibitor;
antinematodal drug;
antineoplastic agent;
apoptosis inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
GABA antagonist;
GABA-gated chloride channel antagonist;
purinergic receptor P2 antagonist;
ryanodine receptor agonist;
trypanocidal drug
vincristine[no description available]medium10acetate ester;
formamides;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent;
drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
phenylephrine[no description available]medium10phenols;
phenylethanolamines;
secondary amino compound		alpha-adrenergic agonist;
cardiotonic drug;
mydriatic agent;
nasal decongestant;
protective agent;
sympathomimetic agent;
vasoconstrictor agent
androstenedione[no description available]medium1017-oxo steroid;
3-oxo-Delta(4) steroid;
androstanoid		androgen;
Daphnia magna metabolite;
human metabolite;
mouse metabolite
colchicine[no description available]medium10alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
rotenone[no description available]medium10organic heteropentacyclic compound;
rotenones		antineoplastic agent;
metabolite;
mitochondrial NADH:ubiquinone reductase inhibitor;
phytogenic insecticide;
piscicide;
toxin
deserpidine[no description available]medium10alkaloid ester;
benzoate ester;
methyl ester;
organic heteropentacyclic compound;
yohimban alkaloid
2,5-dimethyl-4-benzoquinone[no description available]medium10
monocrotaline[no description available]medium10pyrrolizidine alkaloid
boldine[no description available]medium10aporphine alkaloid
dihydroberberine[no description available]medium10alkaloid
Berberine chloride (TN)[no description available]medium10organic molecular entity
vinblastine[no description available]medium10
thalicarpine[no description available]medium10bisbenzylisoquinoline alkaloid;
isoquinolines
camptothecin[no description available]medium10delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
nitidine chloride[no description available]medium10
tomatine[no description available]medium10alkaloid antibiotic;
glycoalkaloid;
glycoside;
steroid alkaloid;
tetrasaccharide derivative		antifungal agent;
immunological adjuvant;
phytotoxin
daunorubicin[no description available]medium10aminoglycoside antibiotic;
anthracycline;
p-quinones;
tetracenequinones		antineoplastic agent;
bacterial metabolite
canadine[no description available]medium10aromatic ether;
berberine alkaloid;
organic heteropentacyclic compound;
oxacycle
paclitaxel[no description available]medium10taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
swainsonine[no description available]medium10indolizidine alkaloidantineoplastic agent;
EC 3.2.1.114 (mannosyl-oligosaccharide 1,3-1,6-alpha-mannosidase) inhibitor;
immunological adjuvant;
plant metabolite
rotenolone[no description available]medium10organic molecular entitymetabolite
tetrahydropalmatine[no description available]medium10an (S)-7,8,13,14-tetrahydroprotoberberine;
berberine alkaloid;
organic heterotetracyclic compound		adrenergic agent;
dopaminergic antagonist;
non-narcotic analgesic
chelerythrine chloride[no description available]medium10
plumieride[no description available]medium10glycoside
coptisine[no description available]medium10
betulin[no description available]medium10diol;
pentacyclic triterpenoid		analgesic;
anti-inflammatory agent;
antineoplastic agent;
antiviral agent;
metabolite
tetrahydroalstonine[no description available]medium10methyl ester;
organic heteropentacyclic compound;
yohimban alkaloid		plant metabolite
tubulosine[no description available]medium10beta-carbolines;
isoquinoline alkaloid;
isoquinolines;
phenols;
secondary amino compound;
tertiary amino compound
hernandezine[no description available]medium10bisbenzylisoquinoline alkaloid;
isoquinolines
9-methoxyellipticine[no description available]medium10
beta-amyrin[no description available]medium10pentacyclic triterpenoid;
secondary alcohol		Aspergillus metabolite;
plant metabolite
tingenin b[no description available]medium10
jacaranone[no description available]medium10
4beta-Hydroxywithanolide E[no description available]medium10withanolide
cinchonine[no description available]medium10(8xi)-cinchonan-9-ol;
cinchona alkaloid		metabolite
corynanthine[no description available]medium10yohimban alkaloid
limonin[no description available]medium10epoxide;
furans;
hexacyclic triterpenoid;
lactone;
limonoid;
organic heterohexacyclic compound		inhibitor;
metabolite;
volatile oil component
chelidonine[no description available]medium10alkaloid antibiotic;
alkaloid fundamental parent;
benzophenanthridine alkaloid
hydrastine[no description available]medium10isoquinolinesmetabolite
aspidospermine[no description available]medium10indole alkaloid
aricine[no description available]medium10methyl ester;
yohimban alkaloid
Harringtonine[no description available]medium10alkaloid
indicine-n-oxide[no description available]medium10
homoharringtonine[no description available]medium10alkaloid ester;
enol ether;
organic heteropentacyclic compound;
tertiary alcohol		anticoronaviral agent;
antineoplastic agent;
apoptosis inducer;
protein synthesis inhibitor
acronine[no description available]medium10acridone derivatives;
alkaloid		antineoplastic agent;
metabolite
jatrorrhizine chloride[no description available]medium10
ouabain[no description available]medium1011alpha-hydroxy steroid;
14beta-hydroxy steroid;
5beta-hydroxy steroid;
alpha-L-rhamnoside;
cardenolide glycoside;
steroid hormone		anti-arrhythmia drug;
cardiotonic drug;
EC 2.3.3.1 [citrate (Si)-synthase] inhibitor;
EC 3.1.3.41 (4-nitrophenylphosphatase) inhibitor;
EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor;
EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor;
ion transport inhibitor;
plant metabolite
ginsenoside re[no description available]medium1012beta-hydroxy steroid;
3beta-hydroxy-4,4-dimethylsteroid;
3beta-hydroxy steroid;
beta-D-glucoside;
disaccharide derivative;
ginsenoside;
tetracyclic triterpenoid		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
nephroprotective agent;
neuroprotective agent;
plant metabolite
raubasine[no description available]medium10methyl ester;
monoterpenoid indole alkaloid;
organic heteropentacyclic compound		alpha-adrenergic antagonist;
antihypertensive agent;
vasodilator agent
brucine[no description available]medium10monoterpenoid indole alkaloid;
organic heteroheptacyclic compound
stevioside[no description available]medium10beta-D-glucoside;
bridged compound;
diterpene glycoside;
ent-kaurane diterpenoid;
tetracyclic diterpenoid		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
hypoglycemic agent;
plant metabolite;
sweetening agent
steviol[no description available]medium10bridged compound;
ent-kaurane diterpenoid;
monocarboxylic acid;
tertiary allylic alcohol;
tetracyclic diterpenoid		antineoplastic agent
quinidine sulfate[no description available]medium20
hirsutine, (16e,20beta)-isomer[no description available]medium10alkaloidmetabolite
quercetin[no description available]medium107-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
stigmasterol[no description available]medium103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
phytosterols;
stigmastane sterol		plant metabolite
kaempferol[no description available]medium107-hydroxyflavonol;
flavonols;
tetrahydroxyflavone		antibacterial agent;
geroprotector;
human blood serum metabolite;
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
senecionine[no description available]medium10lactone;
pyrrolizidine alkaloid;
tertiary alcohol		plant metabolite
bruceantin[no description available]medium10triterpenoid
esculin[no description available]medium10beta-D-glucoside;
hydroxycoumarin		antioxidant;
metabolite
fulvoplumierin[no description available]medium10carbonyl compound;
pyrans
plumericin[no description available]medium10terpene lactone
genkwanin[no description available]medium10dihydroxyflavone;
monomethoxyflavone		metabolite
seneciphylline[no description available]medium10pyrrolizine alkaloid
maytansine[no description available]medium10alpha-amino acid ester;
carbamate ester;
epoxide;
maytansinoid;
organic heterotetracyclic compound;
organochlorine compound		antimicrobial agent;
antimitotic;
antineoplastic agent;
plant metabolite;
tubulin modulator
heliparvifoline[no description available]medium10organic heterotricyclic compound;
organonitrogen heterocyclic compound;
oxacycle
ellagic acid[no description available]medium10catechols;
cyclic ketone;
lactone;
organic heterotetracyclic compound;
polyphenol		antioxidant;
EC 1.14.18.1 (tyrosinase) inhibitor;
EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor;
EC 2.4.1.1 (glycogen phosphorylase) inhibitor;
EC 2.5.1.18 (glutathione transferase) inhibitor;
EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor;
EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor;
EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor;
EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
food additive;
fungal metabolite;
geroprotector;
plant metabolite;
skin lightening agent
tiliroside[no description available]medium10cinnamate ester;
glycosyloxyflavone;
monosaccharide derivative;
trihydroxyflavone		plant metabolite
5,4'-dihydroxy-7,3'-dimethoxyflavone[no description available]medium10dihydroxyflavone;
dimethoxyflavone		anti-allergic agent;
anti-inflammatory agent;
antibacterial agent;
antioxidant;
melanin synthesis inhibitor;
plant metabolite
pericalline[no description available]medium10
emetine hydrochloride[no description available]medium10
ginsenoside rb1[no description available]medium10ginsenoside;
glycoside;
tetracyclic triterpenoid		anti-inflammatory drug;
anti-obesity agent;
apoptosis inhibitor;
neuroprotective agent;
plant metabolite;
radical scavenger
nomilin[no description available]medium10
tannins[no description available]medium10tannin
ajmaline[no description available]medium10
cytisine[no description available]medium10alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound		nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite
lupinine[no description available]medium10quinolizidine alkaloid
lupanine[no description available]medium10delta-lactam;
quinolizidine alkaloid;
tertiary amine
salicylideneaniline[no description available]medium10
quinine[no description available]medium10cinchona alkaloidantimalarial;
muscle relaxant;
non-narcotic analgesic
dextromethorphan[no description available]medium106-methoxy-11-methyl-1,3,4,9,10,10a-hexahydro-2H-10,4a-(epiminoethano)phenanthreneantitussive;
environmental contaminant;
neurotoxin;
NMDA receptor antagonist;
oneirogen;
prodrug;
xenobiotic
phenprocoumon[no description available]medium10hydroxycoumarinanticoagulant;
EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor
ConditionIndicatedRelationship StrengthStudiesTrials