CAS 58919-61-2

Coprine

Description:

Coprine, with the CAS number 58919-61-2, is a chemical compound primarily known for its association with certain mushroom species, particularly those in the Coprinus genus. It is classified as a cyclic amine and is notable for its potential effects on human health, particularly when consumed in conjunction with alcohol. Coprine acts as an inhibitor of the enzyme acetaldehyde dehydrogenase, leading to the accumulation of acetaldehyde in the body, which can cause unpleasant reactions similar to those experienced with disulfiram (Antabuse). This reaction can include symptoms such as flushing, nausea, and palpitations, making coprine a subject of interest in both toxicology and pharmacology. In addition to its effects on humans, coprine has been studied for its potential ecological roles and interactions within its natural habitat. Its chemical structure and properties contribute to its biological activity, making it a compound of interest in both mycology and medicinal chemistry.

Formula: C₈H₁₄N₂O₄

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

InChI key: InChIKey=OEEZRBUCLFMTLD-YFKPBYRVSA-N

SMILES: N(C(CC[C@@H](C(O)=O)N)=O)C1(O)CC1

Synonyms:

• (2S)-2-Amino-4-[(1-hydroxycyclopropyl)carbamoyl]butanoic acid
• (S)-2-Amino-5-((1-hydroxycyclopropyl)amino)-5-oxopentanoic acid
• 58919-61-2
• <span class="text-smallcaps">L</span>-Glutamine, N-(1-hydroxycyclopropyl)-
• Coprine
• N-(1-Hydroxycyclopropyl)-<span class="text-smallcaps">L</span>-glutamine
• L-Glutamine, N-(1-hydroxycyclopropyl)-
• N-(1-Hydroxycyclopropyl)-L-glutamine

Coprine

Controlled Product

CAS: 58919-61-2

Formula: C₈H₁₄N₂O₄

Color and Shape: Neat

Molecular weight: 202.21

Ref: TR-C685380

Coprine

CAS: 58919-61-2

Coprine is a potent inhibitor of human kinases that has been shown to have anticancer properties. It has been found to inhibit the growth of cancer cells in Chinese hamsters and humans by inducing apoptosis, a process that leads to programmed cell death. Coprine is an analog of linezolid, an antibiotic used to treat bacterial infections. It has been shown to be effective against tumor cells in vitro and in vivo. Coprine may also have potential as an anticancer drug due to its ability to inhibit kinases involved in cell proliferation and survival. Additionally, coprine has been found in the urine of individuals who consume mushrooms containing this compound, such as Coprinus atramentarius. Artesunate, another potential anticancer drug, has been found to act as a synergistic inhibitor of coprine's kinase activity.

Formula: C₈H₁₄N₂O₄

Purity: Min. 95%

Molecular weight: 202.21 g/mol

Ref: 3D-ICA91961