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(R) -Dihydrolipoic acid

CAT: 0804-HY-W718894Size: 1 EachDry Ice: NoHazardous: No
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Description
(R) -Dihydrolipoic acid is a compound that inhibits histone deacetylase 6 (HDAC6) activity. The structure of its complex with HDAC6 has been resolved. (R) -Dihydrolipoic acid can inhibit HDAC6 through specific interactions, providing a basis for understanding the relationship between HDAC function and oxidative stress.
CAS Number
119365-69-4
UNSPSC
12352211
Hazard Statement
H315-H319-H335
Target
HDAC
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Epigenetics
Applications
Cancer-programmed cell death
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/r-dihydrolipoic-acid.html
Smiles
O=C(CCCC[C@H](CCS)S)O
Molecular Formula
C8H16O2S2
Molecular Weight
208.34
Precautions
P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P362+P364-P403+P233-P405-P501
References & Citations
[1]Crystal structure of histone deacetylase 6 complexed with (R) -lipoic acid, an essential cofactor in central carbon metabolism
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

(R)-Dihydrolipoic acid

(R)-dihydrolipoic acid is the (R)-enantiomer and bioactive form of dihydrolipoic acid. It is a conjugate acid of a (R)-dihydrolipoate. It is an enantiomer of a (S)-dihydrolipoic acid.

CAS Number119365-69-4
PubChem CID9834298
IUPAC Name(6R)-6,8-bis(sulfanyl)octanoic acid
Molecular FormulaC8H16O2S2
Molecular Weight208.3
XLogP1.8
Topological Polar Surface Area39.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Heavy Atom Count12
Formal Charge0
Complexity128
SMILES
C(CCC(=O)O)C[C@H](CCS)S
InChI
InChI=1S/C8H16O2S2/c9-8(10)4-2-1-3-7(12)5-6-11/h7,11-12H,1-6H2,(H,9,10)/t7-/m1/s1
InChIKey
IZFHEQBZOYJLPK-SSDOTTSWSA-N
Chemical Structure
2D Structure
2D structure of (R)-Dihydrolipoic acid
CAS: 119365-69-4
CID: 9834298
Formula: C8H16O2S2
MW: 208.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight208.3
XLogP31.8
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass208.05917210
Monoisotopic Mass208.05917210
Topological Polar Surface Area39.3 Ų
Heavy Atom Count12
Formal Charge0
Complexity128
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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