BindingDB logo
myBDB logout

BDBM50106731 (+)-alpha-Lipoic acid::(R)-(+)-lipoic acid::(R)-1,2-Dithiolane-3-pentanoic acid::(R)-lipoic acid::5-[(3R)-1,2-dithiolan-3-yl]pentanoic acid::CHEMBL134342::Lipoic acid::Thioctic acid::Thioctic acid d-form::alpha-Lipoic acid

SMILES: OC(=O)CCCC[C@@H]1CCSS1

InChI Key: InChIKey=AGBQKNBQESQNJD-SSDOTTSWSA-N

Data: 2 IC50  3 Kd  1 EC50

PDB links: 5 PDB IDs match this monomer.

Find this compound or compounds like it in BindingDB or PDB:
   Substructure
Similarity at least:  must be >=0.5
Exact match

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 6 hits for monomerid = 50106731   
Target/Host
(Institution)
LigandTarget/Host
Links
Ligand
Links
Trg + Lig
Links
Ki
nM
ΔG°
kcal/mole
IC50
nM
Kd
nM
EC50/IC50
nM
koff
s-1
kon
M-1s-1
pHTemp
°C
Pregnane X receptor (PXR)


(Homo sapiens (Human))
BDBM50106731
PNG
((+)-alpha-Lipoic acid | (R)-(+)-lipoic acid | (R)-...)
Show SMILES OC(=O)CCCC[C@@H]1CCSS1
Show 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
PDB

UniProtKB/SwissProt

GoogleScholar
Purchase

CHEBI
CHEMBL
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

Article
PubMed
n/an/an/an/a 2.80E+3n/an/an/an/a



National Institutes of Health Chemical Genomics Center

Curated by ChEMBL


Assay Description
Competitive binding affinity to human PXR LBD (111 to 434) by TR-FRET assay


Drug Metab Dispos 39: 151-9 (2010)


Article DOI: 10.1124/dmd.110.035105
BindingDB Entry DOI: 10.7270/Q2JS9S5P
More data for this
Ligand-Target Pair
Acetylcholinesterase


(Homo sapiens (Human))
BDBM50106731
PNG
((+)-alpha-Lipoic acid | (R)-(+)-lipoic acid | (R)-...)
Show SMILES OC(=O)CCCC[C@@H]1CCSS1
Show 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
PDB
MMDB

NCI pathway
Reactome pathway
KEGG

UniProtKB/SwissProt

B.MOAD
DrugBank
GoogleScholar
Purchase

CHEBI
CHEMBL
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

Article
PubMed
n/an/a 1n/an/an/an/an/an/a



University of Bologna

Curated by ChEMBL


Assay Description
Inhibition of human AchE


J Med Chem 51: 347-72 (2008)


Article DOI: 10.1021/jm7009364
BindingDB Entry DOI: 10.7270/Q25B039W
More data for this
Ligand-Target Pair
Bile salt export pump


(Homo sapiens (Human))
BDBM50106731
PNG
((+)-alpha-Lipoic acid | (R)-(+)-lipoic acid | (R)-...)
Show SMILES OC(=O)CCCC[C@@H]1CCSS1
Show 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
UniProtKB/SwissProt

GoogleScholar
Purchase

CHEBI
CHEMBL
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

Article
PubMed
n/an/a>1.00E+6n/an/an/an/an/an/a



AstraZeneca

Curated by ChEMBL


Assay Description
Inhibition of human BSEP expressed in baculovirus transfected fall armyworm Sf21 cell membranes vesicles assessed as reduction in ATP-dependent [3H]-...


Drug Metab Dispos 40: 2332-41 (2012)


Article DOI: 10.1124/dmd.112.047068
More data for this
Ligand-Target Pair
Alpha-1A adrenergic receptor


(Rattus norvegicus (Rat))
BDBM50106731
PNG
((+)-alpha-Lipoic acid | (R)-(+)-lipoic acid | (R)-...)
Show SMILES OC(=O)CCCC[C@@H]1CCSS1
Show 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
KEGG

UniProtKB/SwissProt

GoogleScholar
Purchase

CHEBI
CHEMBL
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

Article
PubMed
n/an/an/a>1.00E+4n/an/an/an/an/a



University of Bologna

Curated by ChEMBL


Assay Description
Blocking activity was assessed by antagonism of (-)-noradrenaline induced contraction of rat prostatic vas deferens (alpha1A adrenoceptor)


J Med Chem 48: 28-31 (2005)


Article DOI: 10.1021/jm049153d
BindingDB Entry DOI: 10.7270/Q20866HV
More data for this
Ligand-Target Pair
Alpha adrenergic receptor 1A and 1B


(Rattus norvegicus (rat))
BDBM50106731
PNG
((+)-alpha-Lipoic acid | (R)-(+)-lipoic acid | (R)-...)
Show SMILES OC(=O)CCCC[C@@H]1CCSS1
Show 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
Reactome pathway

GoogleScholar
Purchase

CHEBI
CHEMBL
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

Article
PubMed
n/an/an/a>1.00E+4n/an/an/an/an/a



University of Bologna

Curated by ChEMBL


Assay Description
Blocking activity was assessed by antagonism of (-)-phenylephrine induced contraction of rat spleen (alpha1B adrenoceptor)


J Med Chem 48: 28-31 (2005)


Article DOI: 10.1021/jm049153d
BindingDB Entry DOI: 10.7270/Q20866HV
More data for this
Ligand-Target Pair
Alpha-1D adrenergic receptor


(Rattus norvegicus (Rat))
BDBM50106731
PNG
((+)-alpha-Lipoic acid | (R)-(+)-lipoic acid | (R)-...)
Show SMILES OC(=O)CCCC[C@@H]1CCSS1
Show 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
KEGG

UniProtKB/SwissProt

GoogleScholar
Purchase

CHEBI
CHEMBL
KEGG
MMDB
PC cid
PC sid
PDB
UniChem

Patents


Similars

Article
PubMed
n/an/an/a>1.00E+4n/an/an/an/an/a



University of Bologna

Curated by ChEMBL


Assay Description
Blocking activity was assessed by antagonism of (-)-noradrenaline induced contraction of rat thoracic aorta (Alpha-1D adrenoceptor)


J Med Chem 48: 28-31 (2005)


Article DOI: 10.1021/jm049153d
BindingDB Entry DOI: 10.7270/Q20866HV
More data for this
Ligand-Target Pair