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Convulsant toxin
Coriamyrtin
[1]
Names
IUPAC name
(1S ,2R ,3S ,5R ,6R ,7R ,9S ,12R )-2-Hydroxy-7-methyl-12-prop-1-en-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,2'-oxirane]-11-one
Other names
Coriamyrtine
Identifiers
InChI=1S/C15H18O5/c1-6(2)8-7-4-13(3)14(5-18-14)10-11(20-10)15(13,17)9(8)12(16)19-7/h7-11,17H,1,4-5H2,2-3H3/t7-,8+,9+,10+,11-,13-,14+,15-/m0/s1
Key: BWWDLKVKPVKBGJ-TWMZOSGRSA-N
CC(=C)C1C2CC3(C4(CO4)C5C(C3(C1C(=O)O2)O)O5)C
Properties
C 15 H 18 O 5
Molar mass
278.304 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Coriamyrtin is a toxic
γ-lactone naturally present in a multitude of plants.
Natural occurrence
Coriamyrtin can be found in
Scurrula parasitica ,
[2]
Coriaria microphylla ,
[3] and certain other plants.
Toxicity
Coriamyrtin is a
convulsant .
[4] It appears to act via
antagonism of
GABAA receptors .
[5] Poisoning is usually from ingestion of parts of the plants containing it. A case of poisoning was able to be treated with repeated administration of
diazepam , an
anticonvulsant .
[6]
References
^
"Coriamyrtin" .
^ PubChem.
"Scurrula parasitica" . pubchem.ncbi.nlm.nih.gov . Retrieved 2024-02-11 .
^ PubChem.
"Coriaria microphylla" . pubchem.ncbi.nlm.nih.gov . Retrieved 2024-02-11 .
^
"T3DB: Coriamyrtin" . www.t3db.ca . Retrieved 2024-02-11 .
^ Pérez, Claudia; Becerra, José; Manríquez-Navarro, Paula; Aguayo, Luis Gerardo; Fuentealba, Jorge; Guzmán, José Leonardo; Joseph-Nathan, Pedro; Jiménez, Verónica; Muñoz, Marcelo Andrés; Silva, Mario (2011).
"Inhibitory activities on mammalian central nervous system receptors and computational studies of three sesquiterpene lactones from Coriaria ruscifolia subsp. ruscifolia" . Chemical & Pharmaceutical Bulletin . 59 (2): 161–165.
doi :
10.1248/cpb.59.161 .
ISSN
1347-5223 .
PMID
21297293 .
^ de Haro, Luc; Pommier, Philip; Tichadou, Lucia; Hayek-Lanthois, Maryvonne; Arditti, Jocelyne (November 2005).
"Poisoning by Coriaria myrtifolia Linnaeus: a new case report and review of the literature" . Toxicon: Official Journal of the International Society on Toxinology . 46 (6): 600–603.
doi :
10.1016/j.toxicon.2005.06.026 .
ISSN
0041-0101 .
PMID
16165183 .
Ionotropic
GABAA Tooltip γ-Aminobutyric acid A receptor
Positive modulators (abridged; see
here for a full list):
α-EMTBL
Alcohols (e.g.,
drinking alcohol ,
2M2B )
Anabolic steroids
Avermectins (e.g.,
ivermectin )
Barbiturates (e.g.,
phenobarbital )
Benzodiazepines (e.g.,
diazepam )
Bromide compounds (e.g.,
potassium bromide )
Carbamates (e.g.,
meprobamate )
Carbamazepine
Chloralose
Chlormezanone
Clomethiazole
Dihydroergolines (e.g.,
ergoloid (dihydroergotoxine) )
Etazepine
Etifoxine
Fenamates (e.g.,
mefenamic acid )
Flavonoids (e.g.,
apigenin ,
hispidulin )
Fluoxetine
Flupirtine
Imidazoles (e.g.,
etomidate )
Kava constituents (e.g.,
kavain )
Lanthanum
Loreclezole
Monastrol
Neuroactive steroids (e.g.,
allopregnanolone ,
cholesterol ,
THDOC )
Niacin
Niacinamide
Nonbenzodiazepines (e.g.,
β-carbolines (e.g.,
abecarnil ),
cyclopyrrolones (e.g.,
zopiclone ),
imidazopyridines (e.g.,
zolpidem ),
pyrazolopyrimidines (e.g.,
zaleplon ))
Norfluoxetine
Petrichloral
Phenols (e.g.,
propofol )
Phenytoin
Piperidinediones (e.g.,
glutethimide )
Propanidid
Pyrazolopyridines (e.g.,
etazolate )
Quinazolinones (e.g.,
methaqualone )
Retigabine (ezogabine)
ROD-188
Skullcap constituents (e.g.,
baicalin )
Stiripentol
Sulfonylalkanes (e.g.,
sulfonmethane (sulfonal) )
Topiramate
Valerian constituents (e.g.,
valerenic acid )
Volatiles /
gases (e.g.,
chloral hydrate ,
chloroform ,
diethyl ether ,
paraldehyde ,
sevoflurane )
Negative modulators:
1,3M1B
3M2B
11-Ketoprogesterone
17-Phenylandrostenol
α3IA
α5IA (LS-193,268)
β-CCB
β-CCE
β-CCM
β-CCP
β-EMGBL
Anabolic steroids
Amiloride
Anisatin
β-Lactams (e.g.,
penicillins ,
cephalosporins ,
carbapenems )
Basmisanil
Bemegride
Bicyclic phosphates (
TBPS ,
TBPO ,
IPTBO )
BIDN
Bilobalide
Bupropion
CHEB
Chlorophenylsilatrane
Cicutoxin
Cloflubicyne
Cyclothiazide
DHEA
DHEA-S
Dieldrin
(+)-DMBB
DMCM
DMPC
EBOB
Etbicyphat
FG-7142 (ZK-31906)
Fiproles (e.g.,
fipronil )
Flavonoids (e.g.,
amentoflavone ,
oroxylin A )
Flumazenil
Fluoroquinolones (e.g.,
ciprofloxacin )
Flurothyl
Furosemide
Golexanolone
Iomazenil (123 I)
IPTBO
Isopregnanolone (sepranolone)
L-655,708
Laudanosine
Lindane
MaxiPost
Morphine
Morphine-3-glucuronide
MRK-016
Naloxone
Naltrexone
Nicardipine
Nonsteroidal antiandrogens (e.g.,
apalutamide ,
bicalutamide ,
enzalutamide ,
flutamide ,
nilutamide )
Oenanthotoxin
Pentylenetetrazol (pentetrazol)
Phenylsilatrane
Picrotoxin (i.e.,
picrotin ,
picrotoxinin and
dihydropicrotoxinin )
Pregnenolone sulfate
Propybicyphat
PWZ-029
Radequinil
Ro 15-4513
Ro 19-4603
RO4882224
RO4938581
Sarmazenil
SCS
Suritozole
TB-21007
TBOB
TBPS
TCS-1105
Terbequinil
TETS
Thujone
U-93631
Zinc
ZK-93426
GABAA -ρ Tooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABAB Tooltip γ-Aminobutyric acid B receptor