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Glycolic acid

Names

[ CAS No. ]:
79-14-1

[ Name ]:
Glycolic acid

[Synonym ]:
Glycocide
QV1Q
CHC-22
2-Hydroxyethanoic acid
Acetic acid, 2-hydroxy-
GlyPure 99
hydroxyacetic acid
HOCH2COOH
Glykolsure
Glycol acid
GlyPure 70
EINECS 201-180-5
a-Hydroxyacetic acid
Glycollic acid
Glycolic acid
methoxycarboxylic acid
GLYCOLATE
GlyPure
MFCD00004312
glycolic

Biological Activity

[Description]:

Glycolic Acid is an inhibitor of tyrosinase, suppressing melanin formation and lead to a lightening of skin colour.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Tyrosinase
Natural Products >> Others
Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite


[In Vitro]

Different concentrations of Glycolic Acid (GA) or LA (300 and 500 mg/mL) are tested on the growth of mouse and human melanoma cells. Both types of cells grow well, even in the presence of 300 mg/mL of each chemical for 5 days. However, 500 mg/mL Glycolic Acid inhibits the cell growth of mouse melanoma cells (41%) and humanmelanoma cells (27%), and 500 mg/mL of LA inhibits the growth of mouse melanoma cells (36%)[1].

[Cell Assay]

HM3KO pigmented human melanoma cells and B16 mouse melanoma cells are cultured in Dulbecco’s modified Eagles medium supplemented with 10%fetal calf serum and appropriate amounts of antibiotics and fungizone were dissolved at a concentration of 100mg/mL in distilled water. These chemicals (e.g., Glycolic Acid ) are added to the cell cultures at final concentrations of 300 or 500 mg/mL every 2 days for 5 days[1].

[References]

[1]. Usuki A, et al. The inhibitory effect of glycolic acid and lactic acid on melanin synthesis in melanoma cells. Exp Dermatol. 2003;12 Suppl 2:43-50.


[Related Small Molecules]

3-Methyladenine | Hydrocortisone | Acetylcysteine(N-acetylcysteine) | Retinoic acid | Melatonine | Dinoprostone | Nicotinamide | Adenosine triphosphate | 4-Acetamidophenol | Prostaglandin E1 | Dehydroepiandrosterone | Corticosterone | Progesterone | Docosahexaenoic Acid | NAD+

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
265.6±13.0 °C at 760 mmHg

[ Melting Point ]:
75-80 °C(lit.)

[ Molecular Formula ]:
C2H4O3

[ Molecular Weight ]:
76.051

[ Flash Point ]:
128.7±16.3 °C

[ Exact Mass ]:
76.016045

[ PSA ]:
57.53000

[ LogP ]:
-1.05

[ Vapour Pressure ]:
0.0±1.2 mmHg at 25°C

[ Index of Refraction ]:
1.450

[ Storage condition ]:
2-8°C

[ Stability ]:
Stable. Incompatible with bases, oxidizing agents and reducing agents.

[ Water Solubility ]:
SOLUBLE

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
MC5250000
CHEMICAL NAME :
Glycolic acid
CAS REGISTRY NUMBER :
79-14-1
BEILSTEIN REFERENCE NO. :
1209322
LAST UPDATED :
199801
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C2-H4-O3
MOLECULAR WEIGHT :
76.06
WISWESSER LINE NOTATION :
QV1Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration into the eye
SPECIES OBSERVED :
Rodent - rabbit
REFERENCE :
AJOPAA American Journal of Ophthalmology. (Ophthalmic Pub. Co., 435 N. Michigan Ave., Suite 1415, Chicago, IL 60611) Series 3: V.1- 1918- Volume(issue)/page/year: 29,1363,1946 ** ACUTE TOXICITY DATA **
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1950 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - other changes Kidney, Ureter, Bladder - other changes
REFERENCE :
JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 23,259,1941
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,656,1986
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
1920 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - other changes Kidney, Ureter, Bladder - other changes
REFERENCE :
JIHTAB Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 23,259,1941 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2480 gm/kg/35W-C
TOXIC EFFECTS :
Kidney, Ureter, Bladder - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death
REFERENCE :
ABBIA4 Archives of Biochemistry and Biophysics. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.31- 1951- Volume(issue)/page/year: 84,183,1959
TYPE OF TEST :
TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2 gm/m3/6H/2W-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Lungs, Thorax, or Respiration - dyspnea Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: OTS0546415 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
9 gm/kg
SEX/DURATION :
female 7-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - other effects Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 53,117,1996 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 35260 No. of Facilities: 2991 (estimated) No. of Industries: 27 No. of Occupations: 29 No. of Employees: 29291 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 35260 No. of Facilities: 5782 (estimated) No. of Industries: 64 No. of Occupations: 63 No. of Employees: 191563 (estimated) No. of Female Employees: 98538 (estimated)

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H314-H332

[ Precautionary Statements ]:
P261-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
C:Corrosive

[ Risk Phrases ]:
R22;R34

[ Safety Phrases ]:
S26-S36/37/39-S45-S23

[ RIDADR ]:
UN 3265 8/PG 3

[ WGK Germany ]:
1

[ RTECS ]:
MC5250000

[ Packaging Group ]:
II

[ Hazard Class ]:
8

[ HS Code ]:
2918199090

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2918199090

[ Summary ]:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

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