CAS 14643-66-4|Coproporphyrin III

Introduction:Basic information about CAS 14643-66-4|Coproporphyrin III, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameCoproporphyrin III
CAS Number14643-66-4Molecular Weight654.71
Density1.366 g/cm3Boiling Point1258ºC at 760 mmHg
Molecular FormulaC36H38N4O8Melting Point/
MSDS/Flash Point714.6ºC

Names

Namecoproporphyrin III
SynonymMore Synonyms

Coproporphyrin III BiologicalActivity

DescriptionCoproporphyrin III is a porphyrin derivative.
Related CatalogResearch Areas >>OthersNatural Products >>Others
Target

Human Endogenous Metabolite

In VitroCoproporphyrin III methyl ester is repeatedly isolated in considerable amount from both feces and urine. A great increase of coproporphyrin III excretion is unaccompanied by symptoms or signs of porphyria, metal or chemical poisoning or liver disease[1]. Primary cultures of chick embryo hepatocytes have been used to study the mechanism by which chemicals cause accumulation of intermediates of the heme synthetic pathway. In the presence of the porphyrin precursor, 5-aminolevulinate (ALA), addition of insulin causes a striking increase in accumulation of uroporphyrin I and coproporphyrin III. Antioxidants abolishes the uroporphyrin I accumulation and increases coproporphyrin III[2].
In VivoUrinary DMA and porphyrin profile can be used as an early warning biomarker for chronic MMA exposure before the onset of cancer. After 4 weeks the level of coproporphyrin III concentration significantly increases in all the treatment groups compared to the control[3].
References

[1]. Watson CJ, et al. Studies of coproporphyrin. iii. idiopathic coproporphyrinuria; a hitherto unrecognized form characterized by lack of symptoms in spite of the excretion of large amounts of coproporphyrin. J Clin Invest. 1949 May;28(3):465-8.

[2]. Trask HW, et al. Effect of insulin and glucagon on accumulation of uroporphyrin and coproporphyrin from 5-aminolevulinate in hepatocyte cultures. Arch Biochem Biophys. 2005 Jul 1;439(1):1-11.

[3]. Krishnamohan M, et al. Urinary arsenic and porphyrin profile in C57BL/6J mice chronically exposed to monomethylarsonous acid (MMAIII) for two years. Toxicol Appl Pharmacol. 2007 Oct 1;224(1):89-97.

Chemical & Physical Properties

Density1.366 g/cm3
Boiling Point1258ºC at 760 mmHg
Molecular FormulaC36H38N4O8
Molecular Weight654.71
Flash Point714.6ºC
PSA205.50000
LogP4.69760
Vapour Pressure0mmHg at 25°C
Index of Refraction1.638
InChIKeyXNBNKCLBGTWWSD-UHFFFAOYSA-N
SMILESCC1=C(CCC(=O)O)c2cc3nc(cc4[nH]c(cc5[nH]c(cc1n2)c(C)c5CCC(=O)O)c(CCC(=O)O)c4C)C(CCC(=O)O)=C3C
Storage condition2-8℃

Synonyms

3,3',3'',3'''-(3,8,13,17-tetramethyl-porphyrin-2,7,12,18-tetrayl)-tetra-propionic acid
COPROPORPHYRIN III DIHYDROCHLORIDE
3,3',3'',3'''-(3,8,13,17-Tetramethyl-porphyrin-2,7,12,18-tetrayl)-tetra-propionsaeure
3,3',3'',3'''-(3,8,13,17-tetramethyl-21H,23H-porphine-2,7,12,18-tetrayl)-tetrakis-propionic acid
CoproporphyrinIII Dihyrochloride
2,7,12,18-Tetramethyl-21H,23H-porphyrin-3,8,13,17-tetrapropionic acid
coproporphyrin
Coproporphyrin III
Coproporphyrin dihydrochloride
coproporphyriniii2HCl
3,8,13,17-tetramethylporphyrin-2,7,12,18-tetrapropanoic acid
3,8,13,17-TETRAMETHYL-21H,23H-PORPHINE-2,7,12,18-TETRAPROPIONIC ACID DIHYDROCHLORIDE
Koproporphyrin III
Coproporphyrin III dihydrochloride,3,8,13,17-Tetramethyl-21H,23H-porphine-2,7,12,18-tetrapropionic acid dihydrochloride
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