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Details

Stereochemistry ACHIRAL
Molecular Formula C7H4O7
Molecular Weight 200.1025
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MECONIC ACID

SMILES

OC(=O)C1=CC(=O)C(O)=C(O1)C(O)=O

InChI

InChIKey=ZEGRKMXCOCRTCS-UHFFFAOYSA-N
InChI=1S/C7H4O7/c8-2-1-3(6(10)11)14-5(4(2)9)7(12)13/h1,9H,(H,10,11)(H,12,13)

HIDE SMILES / InChI
Poppy acid occurs in opium (Papaver somniferum) and other Papaver species. Meconic acid has been described as a mild narcotic, but it has little or no physiological action, and is not now used medicinally. Its chemical reactions are of importance in toxicology as a valuable indication of the presence of opium.

Originator

Curator's Comment: Sertuerner first obtained a meconic acid (pyromeconic acid), by decomposing meconate of baryta with sulphuric acid, and subliming the acid obtained.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Liquid chromatographic-atmospheric pressure chemical ionization mass spectrometric analysis of opiates and metabolites in rat urine after inhalation of opium.
2003 Jun 5
The monoethyl ester of meconic acid is an active site inhibitor of HCV NS5B RNA-dependent RNA polymerase.
2004 Jun 21
HCV NS5b RNA-dependent RNA polymerase inhibitors: from alpha,gamma-diketoacids to 4,5-dihydroxypyrimidine- or 3-methyl-5-hydroxypyrimidinonecarboxylic acids. Design and synthesis.
2004 Oct 21
Inhibitors of foot and mouth disease virus targeting a novel pocket of the RNA-dependent RNA polymerase.
2010 Dec 21
Patents

Sample Use Guides

Dogs: Meconic acid, taken in a dose of from eight to ten grains, produces no sensible effect upon young and week dogs.
Route of Administration: Oral
Effects of comenic and meconic acids on cultured dorsal root ganglion cells were investigated by the whole-cell patch clamp technique. The acids decreased effective charge transfer in the activation gating system of TTX-resistant (slow) sodium channels in a dose-dependent manner. The effects were described by Hill's equation. The dissociation constant and Hill coefficient values were K(D) = 100 nM and X = 0.5 (for comenic acid) and K(D) = 10 nM and X = 0.34 (for meconic acid).
Name Type Language
MECONIC ACID
MI  
Common Name English
OXYCHELIDONIC ACID
Common Name English
MECONIC ACID [MI]
Common Name English
3-HYDROXY-4-OXO-1,4-PYRAN-2,6-DICARBOXYLIC ACID
Common Name English
POPPY ACID
Common Name English
NSC-805
Code English
Code System Code Type Description
MERCK INDEX
m7123
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY Merck Index
FDA UNII
V502I79516
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-848-2
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY
EPA CompTox
DTXSID2060096
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY
PUBCHEM
10347
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY
NSC
805
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY
CAS
497-59-6
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY
WIKIPEDIA
MECONIC ACID
Created by admin on Sat Dec 16 04:19:05 GMT 2023 , Edited by admin on Sat Dec 16 04:19:05 GMT 2023
PRIMARY