Compounds > cicutoxin
Page last updated: 2024-11-13

cicutoxin

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

Description

cicutoxin: highly unsaturated higher alcohol that is poisonous substance in water hemlock (Ciculata maculata); structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID25265910
CHEMBL ID140367
CHEBI ID3695
CHEBI ID332141
SCHEMBL ID166719
MeSH IDM0056410

Synonyms (23)

Synonym
nsc-606489
trans-heptadeca-8,10,12-triene-4,6-diyne-1,14-diol
8,10,12-heptadecatriene-4,6-diyne-1,14-diol, (e,e,e)-(-)-
hsdb 3472
cicutoxin
C08402 ,
505-75-9
CHEMBL140367 ,
chebi:3695 ,
6f9yp2tyq0 ,
nsc 606489
unii-6f9yp2tyq0
cicutoxin [hsdb]
heptadeca-8,10,12-triene-4,6-diyne-1,14-diol, trans-
cicutoxin [mi]
8,10,12-heptadecatriene-4,6-diyne-1,14-diol, (8e,10e,12e,14r)-
cicutoxin, (r)-(-)-
SCHEMBL166719
chebi:332141
(8e,10e,12e,14r)-heptadeca-8,10,12-trien-4,6-diyne-1,14-diol
LMFA05000647
Q369048
DTXSID30896918

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Water hemlock, Cicuta virosa, belonging to the Umbelliferae, is well-known as a toxic plant responsible for lethal poisonings in humans as well as animals, causing tonic and clonic convulsions and respiratory paralysis."( Exploring the structural basis of neurotoxicity in C(17)-polyacetylenes isolated from water hemlock.
Kisara, K; Ohashi, K; Ohta, T; Oshima, Y; Sakakibara, R; Shibusawa, K; Tadano, T; Takaya, Y; Uwai, K, 2000)		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
long-chain fatty alcoholA fatty alcohol with a chain length ranging from C13 to C22.
[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 (8)

Assay IDTitleYearJournalArticle
AID1423208Transactivation of human full length PPARgamma expressed in HEK293 cells up to 3 uM after 18 hrs by luciferase reporter gene based luminescence assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Stereoselective Synthesis of the Isomers of Notoincisol A: Assigment of the Absolute Configuration of this Natural Product and Biological Evaluation.
AID332897Cytotoxicity against human KB cells
AID221728Acute toxicity against mice after ip administration2000Journal of medicinal chemistry, Nov-16, Volume: 43, Issue:23
Exploring the structural basis of neurotoxicity in C(17)-polyacetylenes isolated from water hemlock.
AID335974Antileukemic activity against mouse P388 cells xenografted in mouse at 3 mg/kg after 3 days relative to control
AID335970Cytotoxicity against human KB cells
AID332896Antileukemic activity against mouse P388 cells xenografted in mouse at 1 mg/kg dosed for 3 days relative to control
AID1423206Cytotoxicity against HEK293 cells assessed as decrease in cell viability at 10 uM after 24 hrs by resazurin based assay2018Journal of natural products, 11-26, Volume: 81, Issue:11
Stereoselective Synthesis of the Isomers of Notoincisol A: Assigment of the Absolute Configuration of this Natural Product and Biological Evaluation.
AID71990Tested for inhibition of specific binding of [3H]-EBOB to GABA-Gated Chloride channels of Gamma-aminobutyric acid A receptor in rat brain cortex (Potency expressed as IC50)2000Journal of medicinal chemistry, Nov-16, Volume: 43, Issue:23
Exploring the structural basis of neurotoxicity in C(17)-polyacetylenes isolated from water hemlock.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (33.33)18.7374
1990's5 (27.78)18.2507
2000's4 (22.22)29.6817
2010's3 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 42.69

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 Index42.69 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.42 (4.65)
Search Engine Demand Index59.70 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (42.69)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (10.00%)6.00%
Case Studies4 (20.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (70.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
pioglitazone
Pioglitazone: A thiazolidinedione and PPAR GAMMA agonist that is used in the treatment of TYPE 2 DIABETES MELLITUS.. pioglitazone : A member of the class of thiazolidenediones that is 1,3-thiazolidine-2,4-dione substituted by a benzyl group at position 5 which in turn is substituted by a 2-(5-ethylpyridin-2-yl)ethoxy group at position 4 of the phenyl ring. It exhibits hypoglycemic activity.		2.1710aromatic ether;
pyridines;
thiazolidinediones		antidepressant;
cardioprotective agent;
EC 2.7.1.33 (pantothenate kinase) inhibitor;
EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
geroprotector;
hypoglycemic agent;
insulin-sensitizing drug;
PPARgamma agonist;
xenobiotic
coniine
coniine: alkaloid isolated from Conium maculatum L.; properties as an analgesics, antineuralgic, & teratogen; RN given refers to parent cpd without isomeric designation; structure		1.9710
megestrol acetate
anisatin: RN given refers to cpd without isomeric designation; also see 2-oxo-6-deoxyneoanisatin. anisatin : A sesquiterpene lactone with formula C15H20O8. It is a neurotoxic natural product found in plants of the family Illiciaceae.		3.110bridged compound;
organic heterotetracyclic compound;
secondary alcohol;
sesquiterpene lactone;
spiro compound;
tertiary alcohol;
tetrol		GABA antagonist;
neurotoxin;
phytogenic insecticide;
plant metabolite
sesquiterpenes
[no description available]		3.110
ovalbumin
Ovalbumin: An albumin obtained from the white of eggs. It is a member of the serpin superfamily.		1.9910
falcarindiol
falcarindiol: from leaves of Schefflera digitata (Araliaceae) and in carrots; inhibits germination of spores of most common dermatophyte fungi		2.1710organic molecular entitymetabolite
picrotoxin
Picrotoxin: A noncompetitive antagonist at GABA-A receptors and thus a convulsant. Picrotoxin blocks the GAMMA-AMINOBUTYRIC ACID-activated chloride ionophore. Although it is most often used as a research tool, it has been used as a CNS stimulant and an antidote in poisoning by CNS depressants, especially the barbiturates.. picrotoxin : A mixture consisting of equimolar amounts of picrotoxinin and picrotin found in the climbing plant Anamirta cocculus.		1.9210
enanthotoxin
enanthotoxin: poisonous principle of Oenanthe crocata (Water Dropwort); RN given refers to (E,E,E)-isomer		3.5520long-chain fatty alcohol
piperidines
Piperidines: A family of hexahydropyridines.		1.9710
concanavalin a
Concanavalin A: A MANNOSE/GLUCOSE binding lectin isolated from the jack bean (Canavalia ensiformis). It is a potent mitogen used to stimulate cell proliferation in lymphocytes, primarily T-lymphocyte, cultures.		1.9910
ConditionIndicatedRelationship StrengthStudiesTrials
Plant Poisoning
Poisoning by the ingestion of plants or its leaves, berries, roots or stalks. The manifestations in both humans and animals vary in severity from mild to life threatening. In animals, especially domestic animals, it is usually the result of ingesting moldy or fermented forage.		04.4180
Poisoning
Used with drugs, chemicals, and industrial materials for human or animal poisoning, acute or chronic, whether the poisoning is accidental, occupational, suicidal, by medication error, or by environmental exposure.		06.9310
Equine Diseases
[description not available]		01.9610
Auricular Fibrillation
[description not available]		02.3920
Absence Seizure
[description not available]		03.9950
Atrial Fibrillation
Abnormal cardiac rhythm that is characterized by rapid, uncoordinated firing of electrical impulses in the upper chambers of the heart (HEART ATRIA). In such case, blood cannot be effectively pumped into the lower chambers of the heart (HEART VENTRICLES). It is caused by abnormal impulse generation.		02.3920
Seizures
Clinical or subclinical disturbances of cortical function due to a sudden, abnormal, excessive, and disorganized discharge of brain cells. Clinical manifestations include abnormal motor, sensory and psychic phenomena. Recurrent seizures are usually referred to as EPILEPSY or seizure disorder.		03.9950
Metabolic Acidosis
[description not available]		03.2920
Acidosis
A pathologic condition of acid accumulation or depletion of base in the body. The two main types are RESPIRATORY ACIDOSIS and metabolic acidosis, due to metabolic acid build up.		03.2920
Dyskinesia Syndromes
[description not available]		01.9510
Muscle Spasm
[description not available]		01.9510
Movement Disorders
Syndromes which feature DYSKINESIAS as a cardinal manifestation of the disease process. Included in this category are degenerative, hereditary, post-infectious, medication-induced, post-inflammatory, and post-traumatic conditions.		01.9510
Spasm
An involuntary contraction of a muscle or group of muscles. Spasms may involve SKELETAL MUSCLE or SMOOTH MUSCLE.		01.9510
Acute Kidney Tubular Necrosis
[description not available]		01.9710
Nervous System Disorders
[description not available]		01.9710
Kidney Tubular Necrosis, Acute
Acute kidney failure resulting from destruction of EPITHELIAL CELLS of the KIDNEY TUBULES. It is commonly attributed to exposure to toxic agents or renal ISCHEMIA following severe TRAUMA.		01.9710
Nervous System Diseases
Diseases of the central and peripheral nervous system. This includes disorders of the brain, spinal cord, cranial nerves, peripheral nerves, nerve roots, autonomic nervous system, neuromuscular junction, and muscle.		01.9710
Rhabdomyolysis
Necrosis or disintegration of skeletal muscle often followed by myoglobinuria.		01.9710