Page last updated: 2024-12-08

heliotrine

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

Cross-References

ID SourceID
PubMed CID906426
CHEMBL ID2165593
CHEBI ID5643
MeSH IDM0055497

Synonyms (35)

Synonym
butanoic acid, 2-hydroxy-2-(1-methoxyethyl)-3-methyl-, (2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl)methyl ester, (1s-(1 alpha,7(2r*,3s*),7a alpha))-
7s-heliotrine
(+)-heliotrine
ccris 9196
brn 0292841
heliotron
ai3-51769
heliotrine
9-heliotrylheliotridine
303-33-3
[(7s,8r)-7-hydroxy-5,6,7,8-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s)-2-hydroxy-2-[(1r)-1-methoxyethyl]-3-methylbutanoate
zyb88y4fuz ,
unii-zyb88y4fuz
butanoic acid, 2-hydroxy-2-((1r)-1-methoxyethyl)-3-methyl-, ((1s,7ar)-2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl)methyl ester, (2s)-
CHEMBL2165593
chebi:5643 ,
butanoic acid, 2-hydroxy-2-[(1r)-1-methoxyethyl]-3-methyl-, [(1s,7ar)-2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl]methyl ester, (2s)-
LMFKRLGHEKVMNT-UJDVCPFMSA-N
[(7s,8r)-7-hydroxy-5,6,7,8-tetrahydro-3h-pyrrolizin-1-yl]methyl (2s,3r)-2-hydroxy-2-isopropyl-3-methoxy-butanoate
heliotrine, (+)-
butanoic acid, 2-hydroxy-2-(1-methoxyethyl)-3-methyl-, (2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl)methyl ester, (1s-(1.alpha.,7(r*(s*)),7a.alpha.))-
DTXSID3075381
AKOS030495261
J-017913
mfcd00213991
Q27106845
HY-126128
CS-0090611
ai351769
ai3 51769
((1s,7ar)-1-hydroxy-2,3,5,7a-tetrahydro-1h-pyrrolizin-7-yl)methyl (2s,3r)-2-hydroxy-2-isopropyl-3-methoxybutanoate
(2s)-2-hydroxy-2-[(1r)-1-methoxyethyl]-3-methylbutanoic acid [(1s,7ar)-2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl]methyl ester
[1s-[1alpha,7[r*(s*)],7aalpha]]-2-hydroxy-2-(1-methoxyethyl)-3-methylbutanoic acid (2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl)methyl ester
heliotrine 100 microg/ml in water
butanoic acid, 2-hydroxy-2-(1-methoxyethyl)-3-methyl-, (2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizin-7-yl)methyl ester, [1s-[1?,7[r*(s*)],7a?]]-; heliotrine (6ci,8ci); (+)-heliotrine; 7s-heliotrine

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Deaths occurred in all dosed groups and increased with dietary seed concentration."( Toxicity of dietary Heliotropium dolosum seed to mice.
Akyüz, C; Eröksüz, H; Eröksüz, Y; Ozer, H; Sener, B; Tosun, F, 2001
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
pyrrolizines
[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 (18)

Assay IDTitleYearJournalArticle
AID1110911Nematicidal activity against juvenile stage of Rhabditis sp. assessed as reduction of nematode development at 0.01 mg/mL after 72 hr by stereomicroscopic analysis (Rvb = 62%)2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110936Nematicidal activity against juvenile stage of Meloidogyne incognita (root-knot nematode) assessed as inhibition of mobility after 20 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID697853Inhibition of horse BChE at 2 mg/ml by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID1110926Nematicidal activity against juvenile stage of Heterodera schachtii assessed as inhibition of mobility incubated for 168 hr followed by compound wash out measured after 24 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110937Nematicidal activity against juvenile stage of Heterodera schachtii assessed as inhibition of mobility after 20 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110928Nematicidal activity against juvenile stage of Rhabditis sp. assessed as inhibition of mobility after 168 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110910Nematicidal activity against juvenile stage of Rhabditis sp. assessed as reduction of fecundity at 0.1 mg/mL after 72 hr by stereomicroscopic analysis relative to untreated control2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110931Nematicidal activity against juvenile stage of Meloidogyne incognita (root-knot nematode) assessed as inhibition of mobility after 168 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110925Nematicidal activity against juvenile stage of Pratylenchus penetrans assessed as inhibition of mobility incubated for 168 hr followed by compound wash out measured after 24 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110912Nematicidal activity against juvenile stage of Rhabditis sp. assessed as reduction of nematode development at 0.1 mg/mL after 72 hr by stereomicroscopic analysis (Rvb = 62%)2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110932Nematicidal activity against juvenile stage of Heterodera schachtii assessed as inhibition of mobility after 168 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110909Nematicidal activity against juvenile stage of Rhabditis sp. assessed as reduction of fecundity at 0.01 mg/mL after 72 hr by stereomicroscopic analysis relative to untreated control2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110927Nematicidal activity against juvenile stage of Meloidogyne incognita (root-knot nematode) assessed as inhibition of mobility incubated for 168 hr followed by compound wash out measured after 24 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110934Nematicidal activity against juvenile stage of Rhabditis sp. assessed as inhibition of mobility after 20 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110913Nematicidal activity against juvenile stage of Rhabditis sp. assessed as reduction of nematode development at 1 mg/mL after 72 hr by stereomicroscopic analysis (Rvb = 62%)2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID697852Inhibition of electric eel AChE at 2 mg/ml by Ellman's method2012Bioorganic & medicinal chemistry, Nov-15, Volume: 20, Issue:22
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.
AID1110930Nematicidal activity against juvenile stage of Pratylenchus penetrans assessed as inhibition of mobility after 168 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
AID1110935Nematicidal activity against juvenile stage of Pratylenchus penetrans assessed as inhibition of mobility after 20 hr2009Pest management science, Jul, Volume: 65, Issue:7
Effects of pyrrolizidine alkaloids on the performance of plant-parasitic and free-living nematodes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (36)

TimeframeStudies, This Drug (%)All Drugs %
pre-199020 (55.56)18.7374
1990's5 (13.89)18.2507
2000's6 (16.67)29.6817
2010's4 (11.11)24.3611
2020's1 (2.78)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%
Other48 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]