Page last updated: 2024-11-05

retronecine

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

Description

Retronecine is a pyrrolizidine alkaloid that is found in a variety of plants. It is a known hepatotoxin and can cause liver damage. Retronecine is synthesized by plants through a complex series of enzymatic reactions. The biosynthesis of retronecine is thought to begin with the amino acid ornithine. Retronecine is studied because of its toxicity and its potential use as a therapeutic agent. Retronecine has been shown to have anti-cancer activity and may also be useful in the treatment of Alzheimer's disease. Retronecine is of interest to researchers because of its complex structure and its potential for use in a variety of applications.'

retronecine: RN given refers to (1R-trans)-isomer; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10198
CHEBI ID8821
SCHEMBL ID673883
MeSH IDM0063603

Synonyms (30)

Synonym
retronecin
ccris 5776
( )-retronecine
1h-pyrrolizine-7-methanol, 2,3,5,7a-beta-tetrahydro-1-alpha-hydroxy-
senecifolinene
hsdb 3567
(+)-retronecine
1h-pyrrolizine-7-methanol, 2,3,5,7a-tetrahydro-1-hydroxy-, (1r-trans)-
C06177
retronecine
480-85-3
inchi=1/c8h13no2/c10-5-6-1-3-9-4-2-7(11)8(6)9/h1,7-8,10-11h,2-5h2/t7-,8-/m1/s
AKOS003672869
(1r,8r)-7-(hydroxymethyl)-2,3,5,8-tetrahydro-1h-pyrrolizin-1-ol
(1r,7ar)-7-(hydroxymethyl)-2,3,5,7a-tetrahydro-1h-pyrrolizin-1-ol
unii-2p5723m6ii
2p5723m6ii ,
SCHEMBL673883
retronecine [mi]
retronecine [hsdb]
(1r,7ar)-2,3,5,7a-tetrahydro-1-hydroxy-1h-pyrrolizine-7-methanol
CHEBI:8821
mfcd01684783
retronecine, analytical standard
Q3933789
STL564628
DTXSID401020156
CS-0144131
HY-N8419
FS-6720

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" RET-PAs and OTO-PAs were generally more toxic than RET N-oxide-PAs and generated higher amount of PPAs."( Protein cross-linking in primary cultured mouse hepatocytes by dehydropyrrolizidine alkaloids: Structure-toxicity relationship.
Chen, Y; Jiang, K; Ju, Z; Wang, Z; Xiong, A; Xiong, F; Yang, L, 2020
)
0.56

Dosage Studied

ExcerptRelevanceReference
" Lactating rats dosed with these differently labelled pyrrolizidine alkaloids (PAs) excreted within 3 h approx."( Transfer of [3H]pyrrolizidine alkaloids from Senecio vulgaris L. and metabolites into rat milk and tissues.
Heim, T; Lüthy, J; Schlatter, C, 1983
)
0.27
[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]

Research

Studies (38)

TimeframeStudies, This Drug (%)All Drugs %
pre-19908 (21.05)18.7374
1990's1 (2.63)18.2507
2000's14 (36.84)29.6817
2010's11 (28.95)24.3611
2020's4 (10.53)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.72

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 Index32.72 (24.57)
Research Supply Index3.76 (2.92)
Research Growth Index5.16 (4.65)
Search Engine Demand Index37.47 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.72)

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%
Other42 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]