Details
Stereochemistry | ACHIRAL |
Molecular Formula | C7H4O7.3H2O |
Molecular Weight | 254.1483 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O.O.O.OC(=O)C1=CC(=O)C(O)=C(O1)C(O)=O
InChI
InChIKey=OHTHILPMUIOAKI-UHFFFAOYSA-N
InChI=1S/C7H4O7.3H2O/c8-2-1-3(6(10)11)14-5(4(2)9)7(12)13;;;/h1,9H,(H,10,11)(H,12,13);3*1H2
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.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2094129 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10768488 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Liquid chromatographic-atmospheric pressure chemical ionization mass spectrometric analysis of opiates and metabolites in rat urine after inhalation of opium. | 2003 Jun 5 |
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The monoethyl ester of meconic acid is an active site inhibitor of HCV NS5B RNA-dependent RNA polymerase. | 2004 Jun 21 |
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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 |
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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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10768488
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).
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DTXSID20210422
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6147-24-6
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71586875
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SUBSTANCE RECORD