Global Information Lookup Global Information

Acromelic acid A information


Acromelic acid A
Names
IUPAC name
5-[(3S,4S,5S)-5-Carboxy-4-(carboxymethyl)pyrrolidin-3-yl]-6-oxo-1H-pyridine-2-carboxylic acid
Identifiers
CAS Number
  • 86630-09-3 checkY
3D model (JSmol)
  • Interactive image
Abbreviations ACRO A
ChEBI
  • CHEBI:134690 checkY
ChEMBL
  • ChEMBL4756304
ChemSpider
  • 97186
KEGG
  • C19949
PubChem CID
  • 108086
UNII
  • MDU5184Y3C
CompTox Dashboard (EPA)
  • DTXSID70897146 Edit this at Wikidata
InChI
  • InChI=1S/C13H14N2O7/c16-9(17)3-6-7(4-14-10(6)13(21)22)5-1-2-8(12(19)20)15-11(5)18/h1-2,6-7,10,14H,3-4H2,(H,15,18)(H,16,17)(H,19,20)(H,21,22)/t6-,7+,10-/m0/s1 checkY
  • Key: CWXNEBSQRIECMV-PJKMHFRUSA-N
SMILES
  • C1C(C(C(N1)C(=O)O)CC(=O)O)C2=CC=C(NC2=O)C(=O)O
Properties
Chemical formula
C13H14N2O7
Molar mass 310.26 g/mol[1]
Density 1.6±0.1 g/cm3 (predicted)[2]
Boiling point 740.5±60.0 °C at 760 mmHg (predicted)[2]
Acidity (pKa) 1.93±0.60 (predicted)[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Acromelic acid A (ACRO A) is a toxic compound that is part of a group known as kainoids, characterized by a structure bearing a pyrrolidine dicarboxylic acid, represented by kainic acid.[4] Acromelic acid A has the molecular formula C13H14N2O7. It has been isolated from a Japanese poisonous mushroom, Clitocybe acromelalga.[5] Acromelic acid is responsible for the poisonous aspects of the mushroom because of its potent neuroexcitatory and neurotoxic properties.[6] Ingestion of the Clitocybe acromelalga, causes allodynia which can continue for over a month.[7] The systemic administration of acromelic acid A in rats results in selective loss of interneurons in the lower spinal cord, without causing neuronal damage in the hippocampus and other regions.[8]

  1. ^ "Acromelic acid A". pubchem. National Center for Biotechnology Information. Retrieved 4 March 2024.
  2. ^ a b "acromelic acid A". Chemspider. Royal society of chemistry. Retrieved 4 March 2024.
  3. ^ "acromelic acid A". chemicalbook. Retrieved 4 March 2024.
  4. ^ Furuta, Kyoji; Wang, Guang Xing; Minami, Toshiaki; Nishizawa, Mikio; Ito, Seiji; Suzuki, Masaaki (2004-03-17). "A simple acromelic acid analog potentially useful for receptor photoaffinity labeling and biochemical studies". Tetrahedron Letters. 45 (20): 3933–3936. doi:10.1016/j.tetlet.2004.03.098. ISSN 0040-4039.
  5. ^ Shinozaki, H.; Ishida, M.; Gotoh, Y.; Kwak, S. (1990), Lubec, Gert; Rosenthal, Gerald A. (eds.), "Acromelic acid as a tool for the study of specific neurone damages", Amino Acids: Chemistry, Biology and Medicine, Dordrecht: Springer Netherlands, pp. 281–293, doi:10.1007/978-94-011-2262-7_32, ISBN 978-94-011-2262-7, retrieved 2024-03-04
  6. ^ Yin, Xia; Yang, An-An; Gao, Jin-Ming (2019-05-08). "Mushroom Toxins: Chemistry and Toxicology". Journal of Agricultural and Food Chemistry. 67 (18): 5053–5071. doi:10.1021/acs.jafc.9b00414. ISSN 1520-5118. PMID 30986058. S2CID 116862463.
  7. ^ Cite error: The named reference :3 was invoked but never defined (see the help page).
  8. ^ Tsuji, K.; Nakamura, Y.; Ogata, T.; Mitani, A.; Kataoka, K.; Shibata, T.; Ishida, M.; Shinozaki, H. (1995-09-01). "Neurotoxicity of acromelic acid in cultured neurons from rat spinal cord". Neuroscience. 68 (2): 585–591. doi:10.1016/0306-4522(95)00149-d. ISSN 0306-4522. PMID 7477968. S2CID 45027663.

and 28 Related for: Acromelic acid A information

Request time (Page generated in 0.8356 seconds.)

Acromelic acid A

Last Update:

Acromelic acid A (ACRO A) is a toxic compound that is part of a group known as kainoids, characterized by a structure bearing a pyrrolidine dicarboxylic...

Word Count : 1757

Paralepistopsis acromelalga

Last Update:

the paralysis cap and has been shown to contain acromelic acids including acromelic acid A which is a potent neurotoxin with the chemical formula of C13H14N2O7...

Word Count : 321

Aspartic acid

Last Update:

aspartic acid is one of the 22 proteinogenic amino acids, i.e., the building blocks of proteins. D-aspartic acid is one of two D-amino acids commonly...

Word Count : 1867

Alanine

Last Update:

(symbol Ala or A), or α-alanine, is an α-amino acid that is used in the biosynthesis of proteins. It contains an amine group and a carboxylic acid group, both...

Word Count : 2180

Frontonasal dysplasia

Last Update:

table 1. This table originates from the article ‘Acromelic frontonasal dysplasia: further delineation of a subtype with brain malformations and polydactyly...

Word Count : 3457

Hydrochlorothiazide

Last Update:

(high levels of uric acid in the blood). All thiazide diuretics including hydrochlorothiazide can inhibit excretion of uric acid by the kidneys, thereby...

Word Count : 2187

Glutathione

Last Update:

acid roGFP, a tool to measure the cellular glutathione redox potential Glutathione-ascorbate cycle Bacterial glutathione transferase Thioredoxin, a cysteine-containing...

Word Count : 2179

Nitric oxide

Last Update:

react with a hydroxyl radical (HO•) to produce nitric acid (HNO3): •NO + HO• 2 → •NO2 + HO• •NO2 + HO• → HNO3 Nitric acid, along with sulfuric acid, contributes...

Word Count : 2754

AMPA receptor

Last Update:

The α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor (also known as AMPA receptor, AMPAR, or quisqualate receptor) is an ionotropic transmembrane...

Word Count : 7019

Piracetam

Last Update:

acetamide. It is a cyclic derivative of the neurotransmitter GABA and shares the same 2-oxo-pyrrolidone base structure with pyroglutamic acid. Related drugs...

Word Count : 2356

Muscimol

Last Update:

Amanita muscaria intoxication. Ibotenic acid, a neurotoxic secondary metabolite of Amanita muscaria, serves as a prodrug to muscimol when the mushroom is...

Word Count : 2462

Glutamic acid

Last Update:

Glutamic acid (symbol Glu or E; the anionic form is known as glutamate) is an α-amino acid that is used by almost all living beings in the biosynthesis...

Word Count : 3213

Kainate receptor

Last Update:

or kainic acid receptors (KARs), are ionotropic receptors that respond to the neurotransmitter glutamate. They were first identified as a distinct receptor...

Word Count : 1264

Barbiturate

Last Update:

Barbiturates are a class of depressant drugs that are chemically derived from barbituric acid. They are effective when used medically as anxiolytics, hypnotics...

Word Count : 4698

Glutamine

Last Update:

an α-amino acid that is used in the biosynthesis of proteins. Its side chain is similar to that of glutamic acid, except the carboxylic acid group is replaced...

Word Count : 2443

List of poisonous fungus species

Last Update:

"Biological effects of the dihydroorotate dehydrogenase inhibitor polyporic acid, a toxic constituent of the mushroom Hapalopilus rutilans, in rats and humans"...

Word Count : 1394

Aniracetam

Last Update:

2-Pyrrolidinone and p-anisic acid (20–30%). There is some preliminary research suggesting that N-anisoyl-GABA and to a lesser degree p-ansic acid may contribute to...

Word Count : 1185

Kainic acid

Last Update:

Kainic acid, or kainate, is an acid that naturally occurs in some seaweed. Kainic acid is a potent neuroexcitatory amino acid agonist that acts by activating...

Word Count : 1117

Bumetanide

Last Update:

4-chlorobenzoic acid. In the first stage of synthesis, it undergoes sulfonylchlorination by chlorosulfonic acid, forming 4-chloro-3-chlorosulfonylbenzoic acid, which...

Word Count : 1371

Serine

Last Update:

Serine (symbol Ser or S) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH+...

Word Count : 2403

Spermidine

Last Update:

"GAS5/miR-21 Axis as a Potential Target to Rescue ZCL-082-Induced Autophagy of Female Germline Stem Cells In Vitro". Molecular Therapy. Nucleic Acids. 17: 436–447...

Word Count : 1400

Deoxymethoxetamine

Last Update:

Deoxymethoxetamine (3'-methyl-2-oxo-PCE, DMXE, 3D-MXE) is a recreational designer drug from the arylcyclohexylamine family, with dissociative effects...

Word Count : 142

Pentobarbital

Last Update:

Pentobarbital can occur as a free acid, but is usually formulated as the sodium salt, pentobarbital sodium. The free acid is only slightly soluble in...

Word Count : 1924

Kynurenic acid

Last Update:

Kynurenic acid (KYNA or KYN) is a product of the normal metabolism of amino acid L-tryptophan. It has been shown that kynurenic acid possesses neuroactive...

Word Count : 1400

Magnesium

Last Update:

to store energy and run a magnesium-based engine. Magnesium also reacts exothermically with most acids such as hydrochloric acid (HCl), producing magnesium...

Word Count : 8905

Domoic acid

Last Update:

Domoic acid (DA) is a kainic acid-type neurotoxin that causes amnesic shellfish poisoning (ASP). It is produced by algae and accumulates in shellfish,...

Word Count : 1841

NMDA receptor

Last Update:

receptor agonists include: Amino acids and amino acid derivatives Aspartic acid (aspartate) (D-aspartic acid, L-aspartic acid) – endogenous glutamate site...

Word Count : 12051

Methoxyflurane

Last Update:

Products of this catabolic process include methoxyfluoroacetic acid (MFAA), dichloroacetic acid (DCAA), and inorganic fluoride. Methoxyflurane nephrotoxicity...

Word Count : 4662

PDF Search Engine © AllGlobal.net