Compounds > ammodendrine
Page last updated: 2024-11-08

ammodendrine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

ammodendrine: structure given in first source; RN given refers to (R)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ammodendrine : A piperidine alkaloid that is piperidine substituted by a 1-acetyl-1,4,5,6-tetrahydropyridin-3-yl group at position 2 (the 2R-stereoisomer). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID442625
CHEMBL ID464777
CHEBI ID2670
MeSH IDM0187497

Synonyms (24)

Synonym
pyridine, 1-acetyl-1,2,3,4-tetrahydro-5-(2-piperidinyl)-, (r)-
pyridine, 1-acetyl-1,2,3,4-tetrahydro-5-(2r)-2-piperidinyl-
isoammodendrin
isoammodendrine
CHEBI:2670 ,
1-acetyl-5-[(2r)-piperidin-2-yl]-1,2,3,4-tetrahydropyridine
1-{1,2,3,4-tetrahydro-5-[(2r)-piperidin-2-yl]pyridin-1-yl}ethanone
ammodendrine
494-15-5
spherocarpine
1-[5-[(2r)-piperidin-2-yl]-3,4-dihydro-2h-pyridin-1-yl]ethanone
CHEMBL464777
d-ammodendrine
unii-u0x8i482c7
u0x8i482c7 ,
ethanone, 1-(3,4-dihydro-5-(2r)-2-piperidinyl-1(2h)-pyridinyl)-
(+)-ammodendrine
AKOS030229934
Q27105761
DTXSID70964226
1-[5-(piperidin-2-yl)-3,4-dihydropyridin-1(2h)-yl]ethan-1-one
AT20210
(r)-1-(5-(piperidin-2-yl)-3,4-dihydropyridin-1(2h)-yl)ethan-1-one
1-{5-[(2r)-piperidin-2-yl]-1,2,3,4-tetrahydropyridin-1-yl}ethan-1-one

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" The LD50 of (+)-D-ammodendrine in mice was determined to be 94."( Ammodendrine and N-methylammodendrine enantiomers: isolation, optical rotation, and toxicity.
Chang, CW; Gardner, DR; Garrossian, M; Lee, ST; Molyneux, RJ; Panter, KE; Pfister, JA, 2005)		2.1
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
teratogenic agentA role played by a chemical compound in biological systems with adverse consequences in embryo developments, leading to birth defects, embryo death or altered development, growth retardation and functional defect.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (3)

ClassDescription
piperidine alkaloid
N-acylpiperidine
acetamidesCompounds with the general formula RNHC(=O)CH3.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID401649Cytotoxicity against iv dosed Swiss-Webster mouse2005Journal of natural products, May, Volume: 68, Issue:5
Ammodendrine and N-methylammodendrine enantiomers: isolation, optical rotation, and toxicity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (40.00)18.2507
2000's2 (40.00)29.6817
2010's1 (20.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.88

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.88 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.37 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.88)

All Compounds (24.57)

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]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
coniine
coniine: alkaloid isolated from Conium maculatum L.; properties as an analgesics, antineuralgic, & teratogen; RN given refers to parent cpd without isomeric designation; structure		1.9710
anagyrine
anagyrine: RN given refers to (7R-(7alpha,7abeta,14alpha))-isomer; structure		7.0410alkaloid
lupanine
lupanine: formed by coupling of lupinine with pyridine; lupinine is also available; RN given refers to parent cpd(7S-(7alpha,7abeta,14alpha,14aalpha))-isomer; structure. lupanine : The delta-lactam obtained by formal oxidation at the 2-position of sparteine. The major alkaloid from the seeds of Lupinus exaltatus, L. mexicanus and L. rotundiflorus, it is among the most important of the tetracyclic quinolizidine alkaloids.		2.1310delta-lactam;
quinolizidine alkaloid;
tertiary amine
anabasine
Anabasine: A piperidine botanical insecticide.. (S)-anabasine : The (S)-enantiomer of anabasine.. anabasine : A pyridine alkaloid that is pyridine substituted by a piperidin-2-yl group at position 3.		1.9710anabasine
dihydropyridines
Dihydropyridines: Pyridine moieties which are partially saturated by the addition of two hydrogen atoms in any position.		2.4120
gamma-coniceine
gamma-coniceine: isolated from seeds of Conium maculatum (poison hemlock); structure given in first source		1.9710tetrahydropyridine
piperidines
Piperidines: A family of hexahydropyridines.		3.1150
ConditionIndicatedRelationship StrengthStudiesTrials
Bovine Diseases
[description not available]		02.7130
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.0210
Cleft Palate, Isolated
[description not available]		02.3920
Fetal Death
Death of the developing young in utero. BIRTH of a dead FETUS is STILLBIRTH.		01.9910
Amyoplasia Congenita
[description not available]		01.9910
Delayed Effects, Prenatal Exposure
[description not available]		01.9910
Cleft Palate
Congenital fissure of the soft and/or hard palate, due to faulty fusion.		02.3920
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.3920
Abnormalities, Multiple
Congenital abnormalities that affect more than one organ or body structure.		01.9710
Plant Poisoning
Poisoning by the ingestion of plants or its leaves, berries, roots or stalks. The manifestations in both humans and animals vary in severity from mild to life threatening. In animals, especially domestic animals, it is usually the result of ingesting moldy or fermented forage.		01.9710
Caprine Diseases
[description not available]		01.9710