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D-Galactose

Names

[ CAS No. ]:
59-23-4

[ Name ]:
D-Galactose

[Synonym ]:
BRAIN SUGAR
galactos
EINECS 200-416-4
D-(+)-Galactose
Dextrogalactose
(+)-Galactose
D-Galactose (9CI)
MFCD00871336
Gal
d-galactos
D(+)-Galactose
(+)-aldehydo-D-galactose
Galactose, D-
D(+)-Glactose
aldehydo-D-galactose
Lactoglucose
cerebrose
MaltaseHydrate
Galactose
D-Galactose

Biological Activity

[Description]:

D-Galactose is a natural aldohexose and C-4 epimer of glucose.

[Related Catalog]:

Research Areas >> Neurological Disease
Natural Products >> Saccharides and Glycosides

[Target]

Human Endogenous Metabolite


[In Vitro]

Galactose is important for the survival and virulence of bacteria. In Escherichia coli galactose is utilized by the Leloir pathway. Two anomers of d-galactose are used for different purposes, α-d-galactose as a carbon source and β-d-galactose for induction of UDP-galactose synthesis for biosynthetic glycosylation[1].

[In Vivo]

Chronic D-galactose exposure induces neurodegeneration by enhancing caspase-mediated apoptosis and inhibiting neurogenesis and neuron migration in mice, as well as increasing oxidative damage. In addition, D-galactose-induced toxicity in mice is a useful model for studying the mechanisms of neurodegeneration and neuroprotective drugs and agents[2]. D-galactose given by oral route causes cognitive impairments in rats which are accompanied by oxidative damage. Cognitive impairments is observed in the open-field test in the 4th and 6th weeks after d-gal administration, as well as an impairment in spatial memory in the radial maze test after the 6th week of d-gal administration[3].

[Animal admin]

Rats: D-galactose is dissolved in water for administration at the dose of 100 mg/kg of body weight, and given by oral gavage, once a day, over a period of 1, 2, 4, 6 or 8 weeks. Animals are randomized into two groups: control animals (receiving water by oral gavage) or d-gal animals (receiving D-galactose by oral gavage). The behavioral tests and biochemical analysis are undertaken on the1st, 2nd, 4th, 6th and 8th weeks after the last administration of d-gal[3]. Mice: Male adult C57BL/6 mice are randomly divided into three groups (control, D-galactose, and D-galactose plus α-LA). D-galactose (100 mg/kg) is injected subcutaneously (s.c.) daily into mice for 7 weeks. α-LA (100 mg/kg body weight) is injected peritoneally (i.p.) daily concomitantly for 7 weeks. All control animals are given saline[2].

[References]

[1]. Csiszovszki Z, et al. Structure and function of the D-galactose network in enterobacteria. MBio. 2011 Jun 28;2(4):e00053-11.

[2]. Cui X, et al. Chronic systemic D-galactose exposure induces memory loss, neurodegeneration, and oxidativedamage in mice: protective effects of R-alpha-lipoic acid. J Neurosci Res. 2006 Aug 15;84(3):647-54.

[3]. Budni J, et al. Oral administration of d-galactose induces cognitive impairments and oxidative damage in rats. Behav Brain Res. 2016 Apr 1;302:35-43.


[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]:
1.6±0.1 g/cm3

[ Boiling Point ]:
527.1±50.0 °C at 760 mmHg

[ Melting Point ]:
168-170 °C(lit.)

[ Molecular Formula ]:
C6H12O6

[ Molecular Weight ]:
180.156

[ Flash Point ]:
286.7±26.6 °C

[ Exact Mass ]:
180.063385

[ PSA ]:
110.38000

[ LogP ]:
-3.17

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.573

[ Storage condition ]:
Store at RT.

[ Water Solubility ]:
H2O: 100 mg/mL

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LW5490000
CHEMICAL NAME :
Galactose, D-
CAS REGISTRY NUMBER :
59-23-4
BEILSTEIN REFERENCE NO. :
1724619
LAST UPDATED :
199709
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C6-H12-O6
MOLECULAR WEIGHT :
180.18

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
240 gm/kg
SEX/DURATION :
female 11-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
REFERENCE :
JOPDAB Journal of Pediatrics. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) V.1- 1932- Volume(issue)/page/year: 70,676,1967
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
188 gm/kg
SEX/DURATION :
female 8-10 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)
REFERENCE :
ANENAG Annales d'Endocrinologie. (Masson Editeur, 120 Blvd. Saint-Germain, F-25280 Paris Cedex 06, France) V.1- 1939- Volume(issue)/page/year: 20,203,1959
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
440 gm/kg
SEX/DURATION :
female 1-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
REFERENCE :
JOPDAB Journal of Pediatrics. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) V.1- 1932- Volume(issue)/page/year: 67,438,1965
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
475 gm/kg
SEX/DURATION :
female 3-22 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - other postnatal measures or effects
REFERENCE :
SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 214,1145,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1000 gm/kg
SEX/DURATION :
female 3-22 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - germ cell effects (in offspring)
REFERENCE :
SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 214,1145,1981
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1260 gm/kg
SEX/DURATION :
female 1-21 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - abortion Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)
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: 31,29A,1985
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
630 gm/kg
SEX/DURATION :
female 1-21 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear
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: 33,46C,1986
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
16500 mg/kg
SEX/DURATION :
female 8-12 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
TCMUD8 Teratogenesis, Carcinogenesis, and Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1980- Volume(issue)/page/year: 7,7,1987
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
840 gm/kg
SEX/DURATION :
female 14 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Maternal Effects - ovaries, fallopian tubes Reproductive - Fertility - other measures of fertility
REFERENCE :
FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950- Volume(issue)/page/year: 49,522,1988 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 81790 No. of Facilities: 97 (estimated) No. of Industries: 2 No. of Occupations: 6 No. of Employees: 1707 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 81790 No. of Facilities: 148 (estimated) No. of Industries: 1 No. of Occupations: 7 No. of Employees: 2013 (estimated) No. of Female Employees: 1456 (estimated)

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
LW5490000

[ HS Code ]:
29400090

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 29400090

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