Home Carboxys 1H-Pyrrole-2,3,5-tricarboxylic acid

1H-Pyrrole-2,3,5-tricarboxylic acid

CAS No.:
945-32-4
Catalog Number:
AG006A0I
Molecular Formula:
C7H5NO6
Molecular Weight:
199.1177
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
97%
1 week
United States
$410
- +
1g
97%
1 week
United States
$969
- +
Product Description
Catalog Number:
AG006A0I
Chemical Name:
1H-Pyrrole-2,3,5-tricarboxylic acid
CAS Number:
945-32-4
Molecular Formula:
C7H5NO6
Molecular Weight:
199.1177
MDL Number:
MFCD09991933
IUPAC Name:
1H-pyrrole-2,3,5-tricarboxylic acid
InChI:
InChI=1S/C7H5NO6/c9-5(10)2-1-3(6(11)12)8-4(2)7(13)14/h1,8H,(H,9,10)(H,11,12)(H,13,14)
InChI Key:
UGSAVTSXHXRENH-UHFFFAOYSA-N
SMILES:
OC(=O)c1cc(c([nH]1)C(=O)O)C(=O)O
Properties
Complexity:
288  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
199.012g/mol
Formal Charge:
0
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
199.118g/mol
Monoisotopic Mass:
199.012g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
128A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0
Literature
Title Journal
UVA-induced oxidative degradation of melanins: fission of indole moiety in eumelanin and conversion to benzothiazole moiety in pheomelanin. Pigment cell & melanoma research 20120701
Age-dependent changes in eumelanin composition in hairs of various ethnic origins. International journal of cosmetic science 20120201
Evaluation of melanogenesis in A-375 cells in the presence of DMSO and analysis of pyrolytic profile of isolated melanin. TheScientificWorldJournal 20120101
Diversity of human hair pigmentation as studied by chemical analysis of eumelanin and pheomelanin. Journal of the European Academy of Dermatology and Venereology : JEADV 20111201
Inactivation of Pmel alters melanosome shape but has only a subtle effect on visible pigmentation. PLoS genetics 20110901
Usefulness of alkaline hydrogen peroxide oxidation to analyze eumelanin and pheomelanin in various tissue samples: application to chemical analysis of human hair melanins. Pigment cell & melanoma research 20110801
Protection of melanized Cryptococcus neoformans from lethal dose gamma irradiation involves changes in melanin's chemical structure and paramagnetism. PloS one 20110101
A close relationship between androgen levels and eumelanogenesis in the teleost red seabream (Pagrus major): Quantitative analysis of its seasonal variation and effects of oral treatment with methyl-testosterone. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20100601
Spiny mice modulate eumelanin to pheomelanin ratio to achieve cryptic coloration in 'evolution canyon,' Israel. PloS one 20100101
Agouti protein, mahogunin, and attractin in pheomelanogenesis and melanoblast-like alteration of melanocytes: a cAMP-independent pathway. Pigment cell & melanoma research 20091001
Evidence for the ectopic synthesis of melanin in human adipose tissue. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20090301
Physico-chemical evaluation of rationally designed melanins as novel nature-inspired radioprotectors. PloS one 20090101
Quantification of naturally occurring pyrrole acids in melanosomes. Photochemistry and photobiology 20080101
Oxidation chemistry of norepinephrine: partitioning of the O-quinone between competing cyclization and chain breakdown pathways and their roles in melanin formation. Chemical research in toxicology 20071001
Is 2,3,5-pyrroletricarboxylic acid in hair a better risk indicator for melanoma than traditional epidemiologic measures for skin phenotype? American journal of epidemiology 20070515
An easy-to-run method for routine analysis of eumelanin and pheomelanin in pigmented tissues. Pigment cell research 20070401
Ionizing radiation changes the electronic properties of melanin and enhances the growth of melanized fungi. PloS one 20070101
Long-lasting pigmentation more than its intensity is a reliable indicator of skin sun resistance. Dermatology (Basel, Switzerland) 20070101
The slaty mutation affects eumelanin and pheomelanin synthesis in mouse melanocytes. European journal of cell biology 20060601
Pheomelanin and eumelanin in human skin determined by high-performance liquid chromatography and its relation to in vivo reflectance measurements. Photodermatology, photoimmunology & photomedicine 20060601
PTCA determination in human hair: reliability and analytical aspects. Medical science monitor : international medical journal of experimental and clinical research 20060601
Determination of eumelanin in human urine. Pigment cell research 20060401
The histological analysis, colorimetric evaluation, and chemical quantification of melanin content in 'suntanned' fish. Pigment cell research 20051201
A validated LC/MS/MS method for the quantification of pyrrole-2,3,5-tricarboxylic acid (PTCA), a eumelanin specific biomarker, in human skin punch biopsies. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051105
Comparison of structural and chemical properties of black and red human hair melanosomes. Photochemistry and photobiology 20050101
Comparisons of the structural and chemical properties of melanosomes isolated from retinal pigment epithelium, iris and choroid of newborn and mature bovine eyes. Photochemistry and photobiology 20050101
Near infrared spectroscopy as a tool for the determination of eumelanin in human hair. Pigment cell research 20040801
Changes in the proliferation and differentiation of neonatal mouse pink-eyed dilution melanocytes in the presence of excess tyrosine. Pigment cell research 20031201
Quantitative analysis of eumelanin and pheomelanin in humans, mice, and other animals: a comparative review. Pigment cell research 20031001
Comparison of the structural and physical properties of human hair eumelanin following enzymatic or acid/base extraction. Pigment cell research 20030801
The structure of neuromelanin as studied by chemical degradative methods. Journal of neurochemistry 20030801
The usefulness of 4-amino-3-hydroxyphenylalanine as a specific marker of pheomelanin. Pigment cell research 20020601
Quantitative relationships between pigment-related mRNA and biochemical melanoma markers in melanoma cell lines. Melanoma research 20020601
Stimulation of the proliferation and differentiation of mouse pink-eyed dilution epidermal melanocytes by excess tyrosine in serum-free primary culture. Journal of cellular physiology 20020501
Relationship of melanin degradation products to actual melanin content: application to human hair. Analytical biochemistry 20010301
Interaction of major coat color gene functions in mice as studied by chemical analysis of eumelanin and pheomelanin. Pigment cell research 20010201
Effects of isopropyl unoprostone on melanogenesis in mouse epidermal melanocytes. Japanese journal of ophthalmology 20010101
Pharmacologic response of a controlled-release PLGA formulation for the alpha-melanocyte stimulating hormone analog, Melanotan-I. Pharmaceutical research 20000501
Effects of genic substitution at the agouti, brown, albino, dilute, and pink-eyed dilution loci on the proliferation and differentiation of mouse epidermal melanocytes in serum-free culture. European journal of cell biology 19980201
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