Page last updated: 2024-11-12

hypoglycin a

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

Description

hypoglycin: RN given refers to cpd without isomeric designation [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

hypoglycin A : A diastereoisomeric mixture of (2S,4R)- and (2S,4S)- hypoglycin A, found in the edible part of the fruit of the Ackee, Blighia sapida (where the 2S,4R diastereoisomer is more dominant (17% d.e.) than its 2S,4S counterpart) as well as in the sycamore maple tree (Acer pseudoplatanus). [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 CID11768666
CHEMBL ID1615355
CHEBI ID195718
SCHEMBL ID476273
MeSH IDM0123675

Synonyms (47)

Synonym
cyclopropanealanine, 2-methylene-
nsc-303803
alpha-amino-beta-(2-methylenecyclopropyl)propionic acid
2-amino-4,5-methylenehex-5-enoic acid
beta-(methylenecyclopropyl)alanine
alpha-amino-2-methylenecyclopropanepropanoic acid
2-methylenecyclopropanealanine
beta-(methylenecyclopropyl)alanine (van)
cyclopropanepropionic acid, alpha-amino-2-methylene-, l-(+)-
cyclopropanepropanoic acid, alpha-amino-2-methylene-
nsc 303803
hsdb 3496
l-alpha-amino-beta-methylenecyclopropanepropionic acid
alpha-amino-2-methylenecyclopropanepropionic acid
alpha-aminomethylenecyclopropanepropionic acid
cyclopropanealanine, 2-methylene, l-
156-56-9
hypoglycin a
hypoglycine a
hypoglycin
CHEBI:195718
(2s)-2-amino-3-[(1r)-2-methylidenecyclopropyl]propanoic acid
hypoglycin-a
CHEMBL1615355
AKOS006341731
7gb7u7m282 ,
unii-7gb7u7m282
(2s,4r)-hypoglycin a
hypoglycine a [mi]
hypoglycin [hsdb]
hypoglycin a, (2s,4r)-
(.alpha.s,1r)-.alpha.-amino-2-methylenecyclopropanepropanoic acid
.alpha.-amino-2-methylenecyclopropanepropanoic acid
cyclopropanepropanoic acid, .alpha.-amino-2-methylene-, (.alpha.s,1r)-
cyclopropanepropionic acid, .alpha.-amino-2-methylene-, l-(+)-
cyclopropanepropanoic acid, .alpha.-amino-2-methylene-, (s-(r*,s*))-
SCHEMBL476273
s-hypoglycine a
Q418173
s-hypoglycine a, 85per cent
(s)-2-amino-3-((r)-2-methylenecyclopropyl)propanoic acid
DTXSID70878975
(s)-hypoglycine a, 85%
1263274-08-3
(s)-2-amino-3-((r)-2-methylenecyclopropyl)propanoicacid
CS-0231163
EN300-1072865

Research Excerpts

Overview

Hypoglycin A (HGA) is a toxic amino acid that is naturally produced in unripe ackee fruit.

ExcerptReferenceRelevance
"Hypoglycin A (HGA) is a toxic amino acid that is naturally produced in unripe ackee fruit. "( Evaluating the performance of sampling plans to detect hypoglycin A in ackee fruit shipments imported into the United States.
Saltsman, JJ; Slate, AB; Ware, GM; Whitaker, TB,
)
1.82

Effects

ExcerptReferenceRelevance
"Hypoglycin A has been recently identified has the causal agent of atypical myopathy (AM) in horses. "( Quantification of hypoglycin A in serum using aTRAQ(®) assay.
Amory, H; Baise, E; Boemer, F; Carlier, J; Deberg, M; Gaillard, Y; Gault, G; Marcillaud-Pitel, C; Schoos, R; Votion, D, 2015
)
2.19

Actions

ExcerptReferenceRelevance
"Hypoglycin A, known to cause acquired multiple acyl-CoA dehydrogenase deficiency (MADD), was found in box elder seeds."( Seasonal pasture myopathy/atypical myopathy in North America associated with ingestion of hypoglycin A within seeds of the box elder tree.
Bender, JB; Earing, J; Hegeman, AD; Martinson, KL; Patterson, SE; Sponseller, BT; Sweetman, L; Valberg, SJ, 2013
)
1.33

Toxicity

ExcerptReferenceRelevance
" It was concluded that although clofibrate protects against the toxic effects of hypoglycin, some enzyme inhibitions as indicated by dicarboxylic aciduria are only partly prevented."( Organic aciduria in rats made resistant to hypoglycin toxicity by pretreatment with clofibrate.
Bartlett, K; Sherratt, HS; Veitch, RK, 1987
)
0.27
"Hypoglycin A, the toxin found in the ackee fruit, has been reported in the literature as the causative agent in incidences of acute toxicity termed Jamaican vomiting sickness or toxic hypoglycemic syndrome."( Ackee (Blighia sapida) hypoglycin A toxicity: dose response assessment in laboratory rats.
Bennink, MR; Blake, OA; Jackson, JC, 2006
)
2.09

Bioavailability

ExcerptReferenceRelevance
"To investigate whether sheep have low HGA bioavailability caused by rumen HGA breakdown."( Hypoglycin A absorption in sheep without concurrent clinical or biochemical evidence of disease.
Alzola-Domingo, R; Bevin, W; Chang, YM; González-Medina, S; Piercy, RJ, 2021
)
2.06

Dosage Studied

ExcerptRelevanceReference
" Depending on the intended indication and dosing regimen, PPL can delay or stop development of a compound in the drug discovery process."( Evaluation of a published in silico model and construction of a novel Bayesian model for predicting phospholipidosis inducing potential.
Gehlhaar, D; Greene, N; Johnson, TO; Pelletier, DJ; Tilloy-Ellul, A,
)
0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
L-alpha-amino acidAny alpha-amino acid having L-configuration at the alpha-carbon.
[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 (2)

Assay IDTitleYearJournalArticle
AID540235Phospholipidosis-negative literature compound
AID588208Literature-mined public compounds from Lowe et al phospholipidosis modelling dataset2010Molecular pharmaceutics, Oct-04, Volume: 7, Issue:5
Predicting phospholipidosis using machine learning.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (75)

TimeframeStudies, This Drug (%)All Drugs %
pre-199027 (36.00)18.7374
1990's2 (2.67)18.2507
2000's4 (5.33)29.6817
2010's31 (41.33)24.3611
2020's11 (14.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.78

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.78 (24.57)
Research Supply Index4.43 (2.92)
Research Growth Index5.46 (4.65)
Search Engine Demand Index53.49 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.78)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (2.41%)6.00%
Case Studies4 (4.82%)4.05%
Observational0 (0.00%)0.25%
Other77 (92.77%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]