galacturonic acid
D-galacturonic acid
 
Notes:
Obt. from the hydrol. prods. of polymers of pectic substances D-Galacturonic acid is a sugar acid, an oxidized form of D-galactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid. It has an aldehyde group at C1 and a carboxylic acid group at C6. Other oxidized forms of D-galactose are D-galactonic acid (carboxylic group at C1) and meso-galactaric acid (mucic acid) (carboxylic groups at C1 and C6). It is also a uronic acid or hexuronic acid. Naturally occurring uronic acids are D-glucuronic acid, D-galacturonic acid, L-iduronic acid and D-mannuronic acid.; D-Galacturonic acid is a sugar acid, the oxidized form of D-galactose. It is the main component of pectin, in which it exists as the polymer polygalacturonic acid. -- Wikipedia
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(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid (Click)
CAS Number: 685-73-4Picture of molecule
Other: 11100-11-1
ECHA EINECS - REACH Pre-Reg: 211-682-6
FDA UNII: 4JK6RN80GF
Nikkaji Web: J82.118G
MDL: MFCD00006618
XlogP3: -2.60 (est)
Molecular Weight: 194.14010000
Formula: C6 H10 O7
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 166.00 °C. @ 760.00 mm Hg
Boiling Point: 553.40 °C. @ 760.00 mm Hg (est)
Flash Point: 577.00 °F. TCC ( 302.60 °C. ) (est)
logP (o/w): -1.490 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: buffering agents
chelating agents
humectants
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: cosmetic agents
Recommendation for galacturonic acid usage levels up to:
 not for fragrance use.
 
Recommendation for galacturonic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA Substance Registry Services (TSCA): 685-73-4
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 84740
National Institute of Allergy and Infectious Diseases: Data
 (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
Chemidplus: 0000685734
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References:
 (2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 84740
Pubchem (sid): 135050558
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
Golm Metabolome Database: Search
Metabolomics Database: Search
KEGG (GenomeNet): C00333
HMDB (The Human Metabolome Database): HMDB02545
FooDB: FDB001161
YMDB (Yeast Metabolome Database): YMDB00674
Export Tariff Code: 2932.90.5000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 apple plant
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 basil seed
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 bean field bean
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 coconut seed
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 cress garden cress seed
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 guava fruit
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 lemon fruit
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 melon bitter melon fruit
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 papaya fruit
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 pea
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Synonyms:
D-galactopyranuronic acid
dextro-galactopyranuronic acid
D-galacturonic acid
D-galacturonic acid monohydrate
dextro-galacturonic acid monohydrate
 galacturonic acid, D-
(2S,3R,4S,5R)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid
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Articles:
PubMed: Preventive effects of jujube polysaccharides on fructose-induced insulin resistance and dyslipidemia in mice.
PubMed: Gordonibacter urolithinfaciens sp. nov., a urolithin-producing bacterium isolated from the human gut.
PubMed: SGP-2, an acidic polysaccharide from Sarcandra glabra, inhibits proliferation and migration of human osteosarcoma cells.
PubMed: D-Galacturonic acid as a highly reactive compound in nonenzymatic browning. 1. Formation of browning active degradation products.
PubMed: Biological activities of glucosamine and its related substances.
PubMed: Ascorbate metabolism and the developmental demand for tartaric and oxalic acids in ripening grape berries.
PubMed: Metabolic engineering of fungal strains for conversion of D-galacturonate to meso-galactarate.
PubMed: Quantitative reconstruction of the nonvolatile sensometabolome of a red wine.
PubMed: Model experiments mimicking the human intestinal transit and metabolism of D-galacturonic acid and amidated pectin.
PubMed: Compositional analysis and rheological properties of gum kondagogu (Cochlospermum gossypium): a tree gum from India.
PubMed: In vivo anti-influenza virus activity of an immunomodulatory acidic polysaccharide isolated from Cordyceps militaris grown on germinated soybeans.
PubMed: Fruit ripening phenomena--an overview.
PubMed: Mode of action of xylogalacturonan hydrolase towards xylogalacturonan and xylogalacturonan oligosaccharides.
PubMed: Analysis of reducing carbohydrates by reductive tryptamine derivatization prior to micellar electrokinetic capillary chromatography.
PubMed: The beta-1,4-endogalactanase A gene from Aspergillus niger is specifically induced on arabinose and galacturonic acid and plays an important role in the degradation of pectic hairy regions.
PubMed: Solid state NMR and X-ray diffraction studies of alpha-D-galacturonic acid monohydrate.
PubMed: Molecular motions of D-alpha-galacturonic acid (GA) and methyl-D-alpha-galacturonic acid methyl ester (MGAM) in the solid state-A proton NMR study.
PubMed: Rhamnogalacturonan alpha-L-rhamnopyranohydrolase. A novel enzyme specific for the terminal nonreducing rhamnosyl unit in rhamnogalacturonan regions of pectin.
PubMed: Digestibility of pentose sugars and uronic acids and their effect on chick weight gain and caecal size.
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