Page last updated: 2024-11-13

picrinine

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

Description

picrinine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

picrinine : A natural product with formula C20H22N2O3 that is the member of the akuammiline family of alkaloids, first isolated in 1965 from the leaves of Alstonia scholaris. [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]

FloraRankFlora DefinitionFamilyFamily Definition
AlstoniagenusA plant genus of the family APOCYNACEAE. Members contain echitovenidine, echitamine, venenatine (an indole alkaloid), and anti-inflammatory triterpenoids[MeSH]ApocynaceaeThe dogbane family of the order Gentianales. Members of the family have milky, often poisonous juice, smooth-margined leaves, and flowers in clusters.[MeSH]

Cross-References

ID SourceID
PubMed CID46229104
CHEMBL ID590510
CHEBI ID70505
MeSH IDM0520600

Synonyms (5)

Synonym
4684-32-6
picrinine
chebi:70505 ,
CHEMBL590510
MS-25152

Research Excerpts

Overview

Picrinine was first isolated in 1965 from the leaves of Alstonia scholaris. Picrinine is a member of the akuammiline family of alkaloids.

ExcerptReferenceRelevance
"Picrinine, which is a member of the akuammiline family of alkaloids, was first isolated in 1965 from the leaves of Alstonia scholaris. "( Fischer Indolizations as a Strategic Platform for the Total Synthesis of Picrinine.
Boal, BW; Garg, NK; Moreno, J; Smith, JM, 2015
)
2.09

Toxicity

ExcerptReferenceRelevance
" Safety was assessed biochemically and clinically throughout the study, and drug re-excitation research was conducted to verify the correlation between investigational product and minor adverse events."( Pharmacokinetics and safety evaluation in healthy Chinese volunteers of alkaloids from leaf of Alstonia scholaris: A multiple doses phase I clinical trial.
Cao, WY; Gao, HY; Gao, R; Gou, ZP; Li, QN; Li, R; Lu, F; Luo, XD; Sun, MY; Wang, SG; Xiong, ZL; Zhang, WT; Zhao, Y; Zhao, YL; Zhao, YP; Zi, MJ, 2019
)
0.51
" For the safety evaluation of CALAS, two cases of minor adverse events were observed during the trial, but the drug re-excitation research indicated that these two adverse events were related to the individual's physiological variation."( Pharmacokinetics and safety evaluation in healthy Chinese volunteers of alkaloids from leaf of Alstonia scholaris: A multiple doses phase I clinical trial.
Cao, WY; Gao, HY; Gao, R; Gou, ZP; Li, QN; Li, R; Lu, F; Luo, XD; Sun, MY; Wang, SG; Xiong, ZL; Zhang, WT; Zhao, Y; Zhao, YL; Zhao, YP; Zi, MJ, 2019
)
0.51
" The CALAS was safe in healthy subjects under the current dose regimen."( Pharmacokinetics and safety evaluation in healthy Chinese volunteers of alkaloids from leaf of Alstonia scholaris: A multiple doses phase I clinical trial.
Cao, WY; Gao, HY; Gao, R; Gou, ZP; Li, QN; Li, R; Lu, F; Luo, XD; Sun, MY; Wang, SG; Xiong, ZL; Zhang, WT; Zhao, Y; Zhao, YL; Zhao, YP; Zi, MJ, 2019
)
0.51

Pharmacokinetics

ExcerptReferenceRelevance
" The method was successfully applied to a pharmacokinetic study involving a single oral administration of 108 mg/kg Dengtaiye tablet to rats."( Simultaneous quantitation of the diastereoisomers of scholarisine and 19-epischolarisine, vallesamine, and picrinine in rat plasma by supercritical fluid chromatography with tandem mass spectrometry and its application to a pharmacokinetic study.
Cao, J; Gu, J; Liang, C; Sun, L; Xu, Y; Yang, Y; Yang, Z, 2016
)
0.65
" 19-epischolaricine, vallesamine and picrinine were match to the linear pharmacokinetic characteristics, but scholaricine conformed to the characteristics of nonlinear pharmacokinetics."( Pharmacokinetics and safety evaluation in healthy Chinese volunteers of alkaloids from leaf of Alstonia scholaris: A multiple doses phase I clinical trial.
Cao, WY; Gao, HY; Gao, R; Gou, ZP; Li, QN; Li, R; Lu, F; Luo, XD; Sun, MY; Wang, SG; Xiong, ZL; Zhang, WT; Zhao, Y; Zhao, YL; Zhao, YP; Zi, MJ, 2019
)
0.79
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (5)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antitussiveAn agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration.
anti-asthmatic agentAny compound that has anti-asthmatic effects.
analgesicAn agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
anti-inflammatory agentAny compound that has anti-inflammatory effects.
[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 (5)

ClassDescription
organic heteropentacyclic compound
methyl esterAny carboxylic ester resulting from the formal condensation of a carboxy group with methanol.
polycyclic ether
indole alkaloidAn alkaloid containing an indole skeleton.
alkaloid ester
[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
AID462409Inhibition of alpha-D-[U-14C]glucopyranoside uptake at human SGLT1 expressed in african green monkey COS1 cells at 50 uM after 30 mins by liquid scintillation counting2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
Alstiphyllanines E-H, picraline and ajmaline-type alkaloids from Alstonia macrophylla inhibiting sodium glucose cotransporter.
AID462410Inhibition of alpha-D-[U-14C]glucopyranoside uptake at human SGLT2 expressed in african green monkey COS1 cells at 50 uM after 30 mins by liquid scintillation counting2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
Alstiphyllanines E-H, picraline and ajmaline-type alkaloids from Alstonia macrophylla inhibiting sodium glucose cotransporter.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (18.18)29.6817
2010's8 (72.73)24.3611
2020's1 (9.09)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.86

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 Index22.86 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.84 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.86)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (9.09%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]