nordihydroguiaretic acid

Ligand id: 4265

Name: nordihydroguiaretic acid

Abbreviated name: NDGA

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 0
Hydrogen bond donors 4
Rotatable bonds 5
Topological polar surface area 80.92
Molecular weight 302.15
XLogP 5.06
No. Lipinski's rules broken 1

Molecular properties generated using the CDK

Classification
Compound class Natural product or derivative
Approved drug? Yes (FDA (1992))
Withdrawn drug? Yes
IUPAC Name
4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
International Nonproprietary Names
INN number INN
6615 masoprocol
Synonyms
Actinex®
Database Links
CAS Registry No. 500-38-9 (source: Scifinder)
ChEMBL Ligand CHEMBL52
DrugBank Ligand DB00179
PubChem CID 4534
Search Google for chemical match using the InChIKey HCZKYJDFEPMADG-UHFFFAOYSA-N
Search Google for chemicals with the same backbone HCZKYJDFEPMADG
Search PubMed clinical trials masoprocol
Search PubMed titles masoprocol
Search PubMed titles/abstracts masoprocol
Search UniChem for chemical match using the InChIKey HCZKYJDFEPMADG-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone HCZKYJDFEPMADG
Wikipedia Nordihydroguaiaretic_acid, Masoprocol
Comments
Although we show the non-isomeric molecule, the approved drug masoprocol is a specific stereoisomer of NGDA, with IUPAC name 4-[(2S,3R)-4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol (as shown in the PubChem record). The ChEMBL record displays the non-stereoisomeric molecule. PubChem lists 6 stereoisomers of this compound.