Dihydrolipoic acid

Names

[ CAS No. ]:
462-20-4

[ Name ]:
Dihydrolipoic acid

[Synonym ]:
DL-Dihydrolipoic acid
dihydrothiocticacid
Dihydroliponsure
(±)-dihydrolipoic acid
Gamma-Lipoic Acid
6,8-Dimercaptooctanoic acid
6,8-Disulfanyloctanoic acid
dihydro-thiocticaci
dihydrolipoate
Octanoic acid, 6,8-dimercapto-
DIHYDROLIPOIC ACID
usafxr-12
dihydro-lipoicaci
DHLA
6,8-Dihydrothioctic acid
reducedlipoicacid

Biological Activity

[Description]:

Dihydrolipoic Acid (DHLA) is an excellent antioxidant capable of scavenging almost any oxygen-centered radical[1]. Dihydrolipoic acid exhibits anti-inflammatory properties in various diseases. Dihydrolipoic Acid exerts a preventive effect via ERK/Nrf2/HO-1/ROS/NLRP3 pathway in LPS-induced sickness behavior rats. Dihydrolipoic Acid can be used for the reaserch of depression[2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

Research Areas >> Neurological Disease

[In Vitro]

Dihydrolipoic Acid is an antioxidant. DHLA is capable of scavenging •OH radicals and scavenging superoxide radical anions with a rate constant of 3.3×105 M-1 s-1. Dihydrolipoic Acid is an excellent antioxidant, and that is very important because O2•- is a relatively mild oxidant that is therefore much more selective and can be useful to discriminate between the antioxidant capacities of different substrates[1].

[In Vivo]

Dihydrolipoic Acid (DHLA) treatment exerts preventive effects in LPS-induced sickness behavior rats. Dihydrolipoic Acid increases the expression of ERK, Nrf2, and HO-1 but decreases the ROS generation levels and reduces the expression of NLRP3, caspase-1, and IL-1β in LPS-induced sickness behavior rats. Dihydrolipoic Acid is a reduced form of α-lipoic acid (LA) that can decrease oxidative stress and act as a strong antioxidant[2]. Dihydrolipoic Acid treatment reverses the LPS-induced sickness behavior[2]. Animal Model: Adult male Sprague-Dawley (SD) rats (weight, 200-220 g)[2] Dosage: 15 mg/kg, 30 mg/kg, 60 mg/kg Administration: Injected intraperitoneally daily Result: Treatment with 30 mg/kg and 60 mg/kg improved the body weight gain as compared to the LPS group.

[References]

[1]. Romina Castañeda-Arriaga, et al. Lipoic acid and dihydrolipoic acid. A comprehensive theoretical study of their antioxidant activity supported by available experimental kinetic data. J Chem Inf Model. 2014 Jun 23;54(6):1642-52.

[2]. Hetao Bian, et al. Dihydrolipoic acid protects against lipopolysaccharide-induced behavioral deficits and neuroinflammation via regulation of Nrf2/HO-1/NLRP3 signaling in rat. J Neuroinflammation. 2020 May 25;17(1):166.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
360.8±32.0 °C at 760 mmHg

[ Melting Point ]:
60ºC

[ Molecular Formula ]:
C₈H₁₆O₂S₂

[ Molecular Weight ]:
208.341

[ Flash Point ]:
172.0±25.1 °C

[ Exact Mass ]:
208.059174

[ PSA ]:
114.90000

[ LogP ]:
2.07

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.527

[ Storage condition ]:
+2C to +8C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RH0525000

CHEMICAL NAME :: Octanoic acid, 6,8-dimercapto-

CAS REGISTRY NUMBER :: 462-20-4

LAST UPDATED :: 199012

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C8-H16-O2-S2

MOLECULAR WEIGHT :: 208.36

WISWESSER LINE NOTATION :: SH2YSH4VQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 100 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
RH0525000

[ HS Code ]:
2930909090

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2930909090

[ Summary ]:
2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Related Compounds

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