Global Information Lookup Global Information

Coprine information


Coprine
Names
IUPAC name
N5-(1-Hydroxycyclopropyl)-L-glutamine
Systematic IUPAC name
(2S)-2-Amino-5-[(1-hydroxycyclopropyl)amino]-5-oxopentanoic acid
Identifiers
CAS Number
  • 58919-61-2 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 97180
PubChem CID
  • 108079
UNII
  • 28L2R8DM94 checkY
CompTox Dashboard (EPA)
  • DTXSID00974419 Edit this at Wikidata
InChI
  • InChI=1S/C8H14N2O4/c9-5(7(12)13)1-2-6(11)10-8(14)3-4-8/h5,14H,1-4,9H2,(H,10,11)(H,12,13)/t5-/m0/s1
    Key: OEEZRBUCLFMTLD-YFKPBYRVSA-N
  • InChI=1/C8H14N2O4/c9-5(7(12)13)1-2-6(11)10-8(14)3-4-8/h5,14H,1-4,9H2,(H,10,11)(H,12,13)/t5-/m0/s1
    Key: OEEZRBUCLFMTLD-YFKPBYRVBF
SMILES
  • O=C(NC1(O)CC1)CC[C@@H](C(=O)O)N
Properties
Chemical formula
C8H14N2O4
Molar mass 202.210 g·mol−1
Melting point 197 to 199 °C (387 to 390 °F; 470 to 472 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Coprine is a mycotoxin. It was first isolated from common inkcap (Coprinopsis atramentaria). It occurs in mushrooms in the genera Coprinopsis.[2] When combined with alcohol, it causes "Coprinus syndrome".[3]: 284 [4] It inhibits the enzyme acetaldehyde dehydrogenase, which is involved in the metabolism of alcohol. This inhibition leads to a buildup of acetaldehyde, causing an alcohol flush reaction. Because of this, the mushroom is commonly referred to as Tippler's Bane.

  1. ^ RÖMPP Online – Version 3.4, Stuttgart: Thieme Chemistry, 2009
  2. ^ "Disulfiramlike Mushroom Toxicity". Medscape. 2017-01-07.
  3. ^ Benjamin, Denis R. (1995). Mushrooms: poisons and panaceas—a handbook for naturalists, mycologists and physicians. New York: WH Freeman and Company. ISBN 978-0-7167-2600-5.
  4. ^ Michelot, D. (1992). "Poisoning by Coprinus atramentarius". Natural Toxins. 1 (2): 73–80. doi:10.1002/nt.2620010203. PMID 1344910.

and 16 Related for: Coprine information

Request time (Page generated in 0.5627 seconds.)

Coprine

Last Update:

Coprine is a mycotoxin. It was first isolated from common inkcap (Coprinopsis atramentaria). It occurs in mushrooms in the genera Coprinopsis. When combined...

Word Count : 970

Coprinopsis atramentaria

Last Update:

is thin and the taste mild. It can be eaten, but due to the presence of coprine within the mushroom, it is poisonous when consumed with alcohol, as it...

Word Count : 1438

Coprinus comatus

Last Update:

atramentaria (the common Ink Cap) is similar, and contains coprine and can induce coprine poisoning, particularly when consumed with alcohol. Podaxis...

Word Count : 1284

Mushroom poisoning

Last Update:

compound has also been identified in mushrooms of the genus Verpa. Coprine: Coprine is metabolized to a chemical that resembles disulfiram. It inhibits...

Word Count : 5539

Edible mushroom

Last Update:

preparation, but consumption with alcohol is toxic due to the presence of coprine. Some other Coprinus spp. share this property. Gyromitra esculenta (false...

Word Count : 4416

Cyclopropanone

Last Update:

cyclopropanone derivative 1-aminocyclopropanol occurs naturally by hydrolyzes of coprine, a toxin in some mushrooms. 1-Aminocyclopropanol is an inhibitor of the...

Word Count : 571

Coprinopsis variegata

Last Update:

contain the Antabuse-like chemical coprine, which causes a poisoning reaction when consumed with alcohol. Coprine has also been linked to testicular lesions...

Word Count : 1887

Cantharocybe virosa

Last Update:

virosa causes gastrointestinal (GI) issues, a result of the mycotoxin coprine, but it is not fatal. Because it is not edible, it is not cultivated and...

Word Count : 995

Suillellus luridus

Last Update:

similar to those caused by the compound coprine, though laboratory testing has not revealed any evidence of coprine in the mushroom. First described in 1774...

Word Count : 5503

Disulfiram

Last Update:

same function as disulfiram, but is weaker and safer.[citation needed] Coprine, which metabolizes to 1-aminocyclopropanol, a chemical having the same...

Word Count : 2913

C8H14N2O4

Last Update:

C8H14N2O4 (molar mass: 202.21 g/mol, exact mass: 202.0954 u) may refer to: Coprine Diisopropyl azodicarboxylate (DIAD) This set index page lists chemical...

Word Count : 57

Acetaldehyde dehydrogenase

Last Update:

well as pseudomembranous colitis, causes similar effects to disulfiram. Coprine (which is an amino acid found in certain coprinoid mushrooms) metabolizes...

Word Count : 1523

List of poisonous fungus species

Last Update:

prunulus Marasmius oreades Coprinopsis alopecia coprine Europe Coprinopsis atramentaria Common ink cap coprine North America, Europe, Asia and Australia Coprinopsis...

Word Count : 1394

Coprinellus micaceus

Last Update:

have disintegrated. C. micaceus has been found to be devoid of the toxin coprine, the disulfiram-mimicking chemical found in Coprinopsis atramentaria that...

Word Count : 4552

Imperator torosus

Last Update:

compound coprine in Suillellus luridus and similar species that had been suspected of inducing Antabuse-like reactions with alcohol. Coprine ingestion...

Word Count : 2762

Echinoderma asperum

Last Update:

C; Zilker, T (February 2011). "Case series: Alcohol intolerance with Coprine-like syndrome after consumption of the mushroom Lepiota aspera (Pers.:Fr...

Word Count : 921

PDF Search Engine © AllGlobal.net