(±)-mandelic acid
benzeneacetic acid, a-hydroxy-
 
Notes:
It is an isomer of cresotinic acid (2-hydroxy-3-methylbenzoic acid) and oxymethylbenzoic acid (2-methoxybenzoic acid). Derivatives of mandelic acid are formed as a result of metabolism of adrenaline and noradrenaline by monoamine oxidase and catechol-o-methyl transferase. It is also present in certain skin care products, is an intermediate molecule in the production of other biochemicals, may be used as an analytical reagent and is a precursor in the manufacture of dyes. Mandelic acid is an aromatic alpha hydroxy acid with the molecular formula C8H8O3. It is a white crystalline solid that is soluble in water and most common organic solvents. [HMDB]
  • American International Chemical, LLC.
    • American International Chemical, Inc.
      Consistent sources
      North American supplier for globally sourced ingredients.
      AIC is a Framingham, MA based ISO Certified sales and marketing company serving the food, pharmaceutical, nutritional, personal care, biotech, and industrial markets of North America since 1972. Our success is a result of a company culture built on customer needs, along with partnerships with global manufacturers committed to the rigors and demands of the North American market. Our team of 30 Sales Representatives, along with our 19 strategically located warehouses are ready to supply product when and where you need it.
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      Product(s):
      113602 Mandelic Acid
       
  • Jiangyin Healthway
    • Jiangyin Healthway International Trade Co.
      Independent Ingredients Supplier
      We provide custom synthesis and contract manufacturing from milligrams to metric tonnes.
      Jiangyin Healthway International Trade Co., Ltd is a professional company, main engaged in manufacturing and exporting aroma chemicals ,food additives , cosmetic ingredient ,pharmaceutical intermediates & other fine chemicals; especially on aroma chemicals , as the major manufacturer of heterocyclic and sulphur aroma compounds , we are the leading independent ingredients supplier to the flavour and fragrance industries in China, can offer hundreds of different high quality aroma chemicals.
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      Product(s):
      HLC-306 Mandelic Acid
      HLCFD-133 Mandelic Acid
       
  • Penta International
    • Penta International Corporation
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      For over 30 years, Penta Manufacturing Company has played a growing role in worldwide chemistry innovations and applications. As an industry leader, Penta continues to pioneer chemistry-based solutions for practically every area of commerce. Our products and expertise have helped fuel technical advances in dozens of commercial applications including flavoring, coloring, fragrances and chemical processes.
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      Product(s):
      13-05805 MANDELIC ACID USP
       
  • TCI AMERICA
    • TCI AMERICA
      Moving Your Chemistry Forward
      We continuously strive to advance our technology.
      Tokyo Chemical Industry Co., Ltd. (TCI) is a leading worldwide manufacturer of specialty organic chemicals founded in 1946. TCI provides organic laboratory chemicals as well as pharmaceutical, cosmetic and functional materials. More than 60 years of synthesis experience and multi-purpose plants enable TCI to offer more than 27,000 products as well as custom synthesis. TCI established overseas facilities in North America, Europe, China and India to serve customers worldwide.
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      Product(s):
      M0038 DL-Mandelic Acid >99.0%(GC)(T)
       
Synonyms   Articles   Notes   Search
2-hydroxy-2-phenylacetic acid (Click)
CAS Number: 90-64-2Picture of molecule
Other: 15769-78-5
ECHA EINECS - REACH Pre-Reg: 202-007-6
FDA UNII: NH496X0UJX
Nikkaji Web: J3.918G
Beilstein Number: 510011
MDL: MFCD00064250
XlogP3: 0.60 (est)
Molecular Weight: 152.14936000
Formula: C8 H8 O3
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: antimicrobial agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 119.00 °C. @ 760.00 mm Hg
Boiling Point: 321.83 °C. @ 760.00 mm Hg (est)
Flash Point: 325.00 °F. TCC ( 162.60 °C. ) (est)
logP (o/w): 0.620
Soluble in:
 water, 1.81E+05 mg/L @ 25 °C (exp)
 water, 1.763e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: antimicrobial agents
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Suppliers:
American International Chemical, LLC.
Mandelic Acid
Jiangyin Healthway
Mandelic Acid
New functional food ingredients
Jiangyin Healthway
Mandelic Acid
M.C.Biotec
Mandelic Acid
Odor: characteristic
Use: useful in suppressing pigmentation, treating inflammatory noncystic acne, and rejuvenating photoaged skin. Moreover it has proven useful in preparing the skin for laser peeling and in helping the skin heal after laser surgery.
Penta International
MANDELIC ACID USP
Santa Cruz Biotechnology
For experimental / research use only.
DL-Mandelic acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
Mandelic acid 99%
TCI AMERICA
For experimental / research use only.
DL-Mandelic Acid >99.0%(GC)(T)
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Safety Information:
Preferred SDS: View
 
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:
oral-rabbit LDLo  2000 mg/kg
GASTROINTESTINAL: GASTRITIS LIVER: OTHER CHANGES GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 64, Pg. 79, 1940.

intramuscular-rat LD50  > 300 mg/kg
Experimental Medicine and Surgery. Vol. 4, Pg. 223, 1946.

intraperitoneal-rat LD50  4100 mg/kg
Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.

oral-rat LDLo  3000 mg/kg
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 64, Pg. 79, 1940.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: antimicrobial agents
Recommendation for (±)-mandelic acid usage levels up to:
 not for fragrance use.
 
Recommendation for (±)-mandelic acid flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 90-64-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 1292
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 2-hydroxy-2-phenylacetic acid
Chemidplus: 0000090642
RTECS: OO6300000 for cas# 90-64-2
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References:
 2-hydroxy-2-phenylacetic acid
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 90-64-2
Pubchem (cid): 1292
Pubchem (sid): 134971115
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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
CHEMBL: View
Golm Metabolome Database: Search
KEGG (GenomeNet): C01984
HMDB (The Human Metabolome Database): HMDB00703
FooDB: FDB022191
Export Tariff Code: 2918.19.1200
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
 not found in nature
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Synonyms:
 almond acid
 amygdalic acid
 amygdalinic acid
 benzeneacetic acid, a-hydroxy-
 glycolic acid, phenyl-
2-HPAA
(2RS)-2-hydroxy-2-phenylacetic acid
2-hydroxy-2-phenylacetic acid
DL-2-hydroxy-2-phenylacetic acid
(±)-2-hydroxy-2-phenylethanoic acid
2-hydroxy-2-phenylethanoic acid
a-hydroxy-a-toluic acid
 hydroxy-phenyl-acetic acid
 hydroxy(phenyl)acetic acid
DL-hydroxy(phenyl)acetic acid
(±)-a-hydroxybenzeneacetic acid
a-hydroxybenzeneacetic acid
(±)-a-hydroxyphenylacetic acid
a-hydroxyphenylacetic acid
 mandelic acid
(RS)-mandelic acid
DL-mandelic acid
racemic mandelic acid
DL-mandelicacid
 paramandelic acid
2-phenyl-2-hydroxyacetic acid
 phenylglycolic acid
2-phenylglycolic acid
DL-phenylglycolic acid
 phenylhydroxyacetic acid
a-toluic acid, a-hydroxy-
 uromaline
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Articles:
PubMed: Alditols and monosaccharides from sorghum vinegar can attenuate platelet aggregation by inhibiting cyclooxygenase-1 and thromboxane-A2 synthase.
PubMed: Improvement of Alcaligenes faecalis nitrilase by gene site saturation mutagenesis and its application in stereospecific biosynthesis of (R)-(-)-mandelic acid.
PubMed: Derivation of safe health-based exposure limits for potential consumer exposure to styrene migrating into food from food containers.
PubMed: Oxidative decarboxylation of mandelic acid derivative by recombinant Escherichia coli: a novel method of ethyl vanillin synthesis.
PubMed: Gene cloning, expression, and characterization of a nitrilase from Alcaligenes faecalis ZJUTB10.
PubMed: Developmental toxicity of combined ethylbenzene and methylethylketone administered by inhalation to rats.
PubMed: Determination of mandelic acid enantiomers in urine by derivatization in supercritical carbon dioxide prior to their determination by gas chromatography.
PubMed: [Synthesis of new mandelic acid derivatives with preservative action. Synthesis and acute toxicity study].
PubMed: Hydrolysis of nitriles using an immobilized nitrilase: applications to the synthesis of methionine hydroxy analogue derivatives.
PubMed: Construction of an electro-enzymatic bioreactor for the production of (R)-mandelate from benzoylformate.
PubMed: Effect of chronic protein restriction on motor co-ordination and brain neurotransmitters in albino rats.
PubMed: Clinical efficacy of a chlorous acid preoperative skin antiseptic.
PubMed: Conversion of phenylalanine to benzaldehyde initiated by an aminotransferase in lactobacillus plantarum
PubMed: Broiler skin color as affected by organic acids: influence of concentration and method of application.
PubMed: An improved method for the simultaneous determination of mandelic and phenylglyoxylic acids by gas chromatography.
PubMed: Effect of food on the bioavailability of cyclandelate from commercial capsules.
PubMed: Bioavailability of cyclandelate from capsules in beagle dogs and dissolution rate: correlations with bioavailability in humans.
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