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462-20-4

462-20-4 Structure

462-20-4 Structure
IdentificationBack Directory
[Name]

DIHYDROLIPOIC ACID
[CAS]

462-20-4
[Synonyms]

DHLA
usafxr-12
USAF XR-12
dihydrolipoate
Dihydroliponsure
dihydro-lipoicaci
reducedlipoicacid
DIHYDROLIPOIC ACID
reducedthiocticacid
Reduced lipoic acid
dihydro-thiocticaci
dihydrothiocticacid
LIPOIC ACID, REDUCED
Dihydrothioctic acid
Reduced thioctic acid
Lipoic acid, dihydro-
Lipoic Acid Impuirty 2
8-Dihydrothioctic acid
dihydro-alpha-lipoicaci
6,8-dihydrothiocticacid
Thioctic acid, dihydro-
THIOCYTIC ACID, DIHYDRO
6,8-Dihydrothioctic acid
(+/-)-DIHYDROLIPOIC ACID
Thioctic acid Impurity 1
DL-α-Lipoic Acid, Dihydro-
6,8-dimercapto-octanoicaci
DL-a-Lipoic Acid, Dihydro-
6,8-dimercaptocaprylic acid
alpha-Lipoic acid, dihydro-
6,8-DIMERCAPTO-OCTANOIC ACID
(6R)-6,8-dimercaptooctanoate
DL-6,8-THIOCTIC ACID, REDUCED
DL-ALPHA-LIPOIC ACID, DIHYDRO-
6,8-Bis(mercapto)octanoic acid
6,8-bis(sulfanyl)octanoic acid
6,8-Dimercapto-n-octanoic Acid
dl-dihydro-alpha-6-thiocticacid
dl-Dihydro-alpha-6-thioctic acid
DL-6,8-THIOCTIC ACID REDUCED FORM
DL-ALPHA-LIPOIC ACID REDUCED FORM
(+/-)-6,8-DIMERCAPTOOCTANOIC ACID
DL-1,2-DITHIOLANE-3-PENTANOIC ACID REDUCED FORM
6,8-Dimercaptooctanoic acid (Thioctic Acid Impurity)
DL-α-Lipoic Acid, Dihydro- - CAS 462-20-4 - Calbiochem
(±)-6,8-Dimercaptooctanoic acid, (±)-Dihydrolipoic acid, DL-6,8-Thioctic acid, reduced
[EINECS(EC#)]

610-288-5
[Molecular Formula]

C8H16O2S2
[MDL Number]

MFCD00166974
[MOL File]

462-20-4.mol
[Molecular Weight]

208.34
Chemical PropertiesBack Directory
[Melting point ]

62 °C
[Boiling point ]

161.5 °C(Press: 0.7 Torr)
[density ]

1.132 g/cm3
[vapor pressure ]

0Pa at 25℃
[refractive index ]

1.5220-1.5260
[storage temp. ]

+2C to +8C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

liquid
[pka]

4.74±0.10(Predicted)
[color ]

light yellow
[InChI]

InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)
[InChIKey]

IZFHEQBZOYJLPK-UHFFFAOYSA-N
[SMILES]

C(O)(=O)CCCCC(S)CCS
[LogP]

1.9 at 20℃
[Surface tension]

53.6mN/m at 1.02g/L and 21℃
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[RTECS ]

RH0525000
[HS Code ]

2930.90.4950
[REACH Registrations]

Active
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Chronic 2
Eye Dam. 1
Skin Irrit. 2
Skin Sens. 1
Hazard InformationBack Directory
[Uses]

γ-Lipoic Acid, is a metabolite of α-Lipoic Acid (L468730), which is a over-the-counter nutritional supplements, that has been used as antioxidant. It is also fat-metabolism stimulator, and thus used a "weight loss" and "energy" supplement.
[Definition]

ChEBI: A thio-fatty acid that is reduced form of lipoic acid. A potent antioxidant shown to directly destroy superoxide, hydroperoxy and hydroxyl radicals; also has neuroprotective and anti-tumour effects.
[Biological Activity]

Cell permeable: no''Primary Target
Scavenges hypochlorous acidperoxylsuperoxidehydroxyland nitric oxide radicals''Product does not compete with ATP.''Reversible: no
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

DIHYDROLIPOIC ACID(462-20-4)1HNMR
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