lipoic acid   Click here for help

GtoPdb Ligand ID: 4822

Synonyms: α-lipoic acid | lipoate | tioctic acid
PDB Ligand
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 87.9
Molecular weight 206.04
XLogP 2.07
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCCCC1SSCC1
Isomeric SMILES OC(=O)CCCC[C@H]1SSCC1
InChI InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1
InChI Key AGBQKNBQESQNJD-SSDOTTSWSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid
Synonyms Click here for help
α-lipoic acid | lipoate | tioctic acid
Database Links Click here for help
CAS Registry No. 1200-22-2 (source: Scifinder)
ChEBI CHEBI:30314
ChEMBL Ligand CHEMBL134342
DrugBank Ligand DB00166
GtoPdb PubChem SID 178101524
PubChem CID 6112
RCSB PDB Ligand LPA
Search Google for chemical match using the InChIKey AGBQKNBQESQNJD-SSDOTTSWSA-N
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Search UniChem for chemical match using the InChIKey AGBQKNBQESQNJD-SSDOTTSWSA-N
Search UniChem for chemicals with the same backbone AGBQKNBQESQNJD
Wikipedia Lipoic_acid