masoprocol 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1637 27686-84-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • nordihydroguaiaretic acid
  • masoprocol
  • actinex
  • mesonordihydroguaiaretic acid
A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils.
  • Molecular weight: 302.37
  • Formula: C18H22O4
  • CLOGP: 3.92
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 4
  • TPSA: 80.92
  • ALOGS: -4.35
  • ROTB: 5

  • Status: OFM

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Sept. 4, 1992 FDA

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC L01XX10 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ANTINEOPLASTIC AGENTS
OTHER ANTINEOPLASTIC AGENTS
Other antineoplastic agents
MeSH PA D000700 Analgesics
MeSH PA D018712 Analgesics, Non-Narcotic
MeSH PA D000893 Anti-Inflammatory Agents
MeSH PA D000894 Anti-Inflammatory Agents, Non-Steroidal
MeSH PA D000975 Antioxidants
MeSH PA D018501 Antirheumatic Agents
MeSH PA D016861 Cyclooxygenase Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D016859 Lipoxygenase Inhibitors
MeSH PA D018373 Peripheral Nervous System Agents
MeSH PA D020011 Protective Agents
MeSH PA D018689 Sensory System Agents
CHEBI has role CHEBI:22586 antioxidants
CHEBI has role CHEBI:76924 plant metabolites
CHEBI has role CHEBI:173084 ferroptosis inhibitors
CHEBI has role CHEBI:176497 geroprotectors
CHEBI has role CHEBI:25212 metabolites
CHEBI has role CHEBI:35526 antidiabetic
CHEBI has role CHEBI:35610 antineoplastic agents
CHEBI has role CHEBI:35856 lipoxygenase inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Actinic keratosis indication 201101007 DOID:8866




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.09 acidic
pKa2 9.69 acidic
pKa3 13.33 acidic
pKa4 13.93 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Transthyretin Secreted EC50 5.14 CHEMBL
Estrogen receptor Nuclear hormone receptor IC50 4.65 CHEMBL
Androgen receptor Nuclear hormone receptor IC50 4.41 CHEMBL
Aromatase Enzyme IC50 7.96 CHEMBL
Arachidonate 5-lipoxygenase Enzyme IC50 7.60 CHEMBL
Insulin-like growth factor 1 receptor Kinase IC50 6.05 CHEMBL
Arachidonate 15-lipoxygenase Enzyme IC50 6.96 CHEMBL
Estradiol 17-beta-dehydrogenase 1 Enzyme IC50 5.26 CHEMBL
Estradiol 17-beta-dehydrogenase 2 Enzyme IC50 6.42 CHEMBL
Arachidonate 12-lipoxygenase, 12S-type Enzyme IC50 6.96 CHEMBL
Leukotriene B4 receptor 1 GPCR IC50 7.07 CHEMBL
Transient receptor potential cation channel subfamily A member 1 Ion channel EC50 5.31 CHEMBL
Arachidonate 15-lipoxygenase, type II Enzyme IC50 4.96 CHEMBL
Alpha-synuclein Transporter IC50 6.68 CHEMBL
Arachidonate 15-lipoxygenase Enzyme IC50 6.96 CHEMBL
Arachidonate 5-lipoxygenase Enzyme IC50 8 CHEMBL
Seed linoleate 13S-lipoxygenase-1 Enzyme IC50 6.74 CHEMBL
Prostaglandin G/H synthase 1 Enzyme IC50 4.30 CHEMBL
Zinc finger protein mex-5 Cytosolic other EC50 5.06 CHEMBL
5-lipoxygenase Enzyme IC50 6.40 CHEMBL
Arachidonate 5-lipoxygenase Enzyme IC50 6.40 CHEMBL
Cyclooxygenase Enzyme IC50 4.85 CHEMBL
Lipoxygenase Unclassified IC50 4.29 CHEMBL
Cytoplasmic zinc-finger protein Unclassified EC50 4.58 CHEMBL
Fatty acid hydroperoxide lyase, chloroplastic Enzyme IC50 4.30 CHEMBL

External reference:

IDSource
4020556 VUID
N0000179680 NUI
D04862 KEGG_DRUG
4020556 VANDF
C0733397 UMLSCUI
CHEBI:73468 CHEBI
CHEMBL313972 ChEMBL_ID
CHEMBL52 ChEMBL_ID
DB00179 DRUGBANK_ID
D009637 MESH_DESCRIPTOR_UI
71398 PUBCHEM_CID
6615 INN_ID
7BO8G1BYQU UNII
227238 RXNORM
5024 MMSL
966 MMSL
004081 NDDF
108933006 SNOMEDCT_US
398929003 SNOMEDCT_US

Pharmaceutical products:

None