Page last updated: 2024-12-08

phalloidine

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

Description

Phalloidine: Very toxic polypeptide isolated mainly from AMANITA phalloides (Agaricaceae) or death cup; causes fatal liver, kidney and CNS damage in mushroom poisoning; used in the study of liver damage. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

phalloidin : A homodetic bicyclic heptapeptide having a sulfide bridge. [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 CID441542
CHEBI ID8040
SCHEMBL ID39330
MeSH IDM0016455

Synonyms (22)

Synonym
(1s,14r,18s,20s,23s,28s,31s,34r)-28-[(2r)-2,3-dihydroxy-2-methylpropyl]-18-hydroxy-34-[(1s)-1-hydroxyethyl]-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octaazapentacyclo[12.11.11.0(3,11).0(4,9).0(16,20)]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29
cyclic(l-alanyl-d-threonyl-l-cysteinyl-cis-4-hydroxy-l-prolyl-l-alanyl-2-mercapto-l-tryptophyl-4,5-dihydroxy-l-leucyl), cyclic (3,6)-sulfide
CHEBI:8040
nsc 523214
einecs 241-484-5
brn 4347460
hsdb 3524
nsc-523214
phalloidine
C08439
17466-45-4
phalloidin
5a520o87ti ,
unii-5a520o87ti
phalloidine [hsdb]
phalloidin [mi]
cyclic(l-alanyl-d-threonyl-l-cysteinyl-cis-4-hydroxy-l- prolyl-l-alanyl-2-mercapto-l-tryptophyl-4,5-dihydroxy-l- leucyl), cyclic (3,6)-sulfide
cyclo(l-alanyl-d-threonyl-l-cysteinyl-(4s)-4-hydroxy-l-prolyl-l-alanyl-2-mercapto-l-tryptophyl-(4r)-4,5-dihydroxy-l-leucyl), cyclic (3->6)-thioether
SCHEMBL39330
Q2266164
28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
(1s,14r,18s,20s,23s,28s,31s,34r)-28-[(2r)-2,3-dihydroxy-2-methylpropyl]-18-hydroxy-34-[(1s)-1-hydroxyethyl]-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Therefore, pretreatment with cimetidine, a potent P450 cytochrome system inhibitor, might be expected to prevent the toxic conversion."( Failure of cimetidine to affect phalloidin toxicity.
Michelson, EA; Schneider, SM; Vanscoy, G, 1991
)
0.28
" Oatp1b2-null mice are useful in elucidating the role of Oatp1b2 and its human orthologs OATP1B1/1B3 in hepatic uptake and systemic disposition of toxic chemicals and therapeutic drugs."( Characterization of organic anion transporting polypeptide 1b2-null mice: essential role in hepatic uptake/toxicity of phalloidin and microcystin-LR.
Cheng, X; Choudhuri, S; Csanaky, IL; Klaassen, CD; Lei, X; Lu, H; Ogura, K; Song, PZ, 2008
)
0.35
" Therefore, we compared in these two cell types the toxic effects of the preservative, benzalkonium chloride (BAC); its toxicity has been often reported on conjunctival in vivo and in vitro models."( Comparative study on the cytotoxic effects of benzalkonium chloride on the Wong-Kilbourne derivative of Chang conjunctival and IOBA-NHC cell lines.
Baudouin, C; Brasnu, E; Brignole-Baudouin, F; Riancho, L; Warnet, JM, 2008
)
0.35
"Anti-Trichomonal contraceptives with specifically acting synthetic component and clinically-proven safe natural component may define a new concept in empowering women to control their fertility and reproductive health."( Combining a synthetic spermicide with a natural trichomonacide for safe, prophylactic contraception.
Gupta, G; Jain, A; Kumar, L; Kushwaha, B; Maikhuri, JP; Pandey, A; Rawat, T; Sharma, M; Sharma, V; Sharma, VL; Singh, V; Verma, V, 2014
)
0.4

Dosage Studied

ExcerptRelevanceReference
" Dose-response data for dexamethasone, relative ranking of activity with glucocorticoid potency, and partial inhibition with glucocorticoid antagonists all suggest the involvement of the trabecular meshwork glucocorticoid receptor in cross-linked actin network formation."( Glucocorticoid-induced formation of cross-linked actin networks in cultured human trabecular meshwork cells.
Clark, AF; Howe, W; Kunkle, M; McCartney, MD; Miggans, ST; Wilson, K, 1994
)
0.29
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
homodetic cyclic peptideA homodetic cyclic peptide is a cyclic peptide in which the ring consists solely of amino-acid residues in peptide linkages.
[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 (1,493)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990348 (23.31)18.7374
1990's452 (30.27)18.2507
2000's434 (29.07)29.6817
2010's214 (14.33)24.3611
2020's45 (3.01)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 56.16

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

MetricThis Compound (vs All)
Research Demand Index56.16 (24.57)
Research Supply Index7.34 (2.92)
Research Growth Index4.48 (4.65)
Search Engine Demand Index95.13 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (56.16)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (0.13%)5.53%
Reviews29 (1.88%)6.00%
Case Studies6 (0.39%)4.05%
Observational0 (0.00%)0.25%
Other1,507 (97.60%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]