alitretinoin Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
retinol derivatives 3862 5300-03-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • alitretinoin
  • panrexin
  • panretyn
  • panretin
  • 9-cis-retinoic acid
A retinoid that is used for the treatment of chronic hand ECZEMA unresponsive to topical CORTICOSTEROIDS. It is also used to treat cutaneous lesions associated with AIDS-related KAPOSI SARCOMA.
  • Molecular weight: 300.44
  • Formula: C20H28O2
  • CLOGP: 6.74
  • LIPINSKI: 1
  • HAC: 2
  • HDO: 1
  • TPSA: 37.30
  • ALOGS: -4.80
  • ROTB: 5

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
20 mg O

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.33 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Feb. 2, 1999 FDA EISAI INC

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
ATC D11AH04 DERMATOLOGICALS
OTHER DERMATOLOGICAL PREPARATIONS
OTHER DERMATOLOGICAL PREPARATIONS
Agents for dermatitis, excluding corticosteroids
ATC L01XX22 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ANTINEOPLASTIC AGENTS
OTHER ANTINEOPLASTIC AGENTS
Other antineoplastic agents
FDA EPC N0000175607 Retinoid
FDA Chemical/Ingredient N0000007700 Retinoids
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:50176 keratolytic drug
MeSH PA D000970 Antineoplastic Agents
MeSH PA D003879 Dermatologic Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Kaposi's Sarcoma Skin Lesions indication
Mycosis fungoides contraindication 118618005
Pregnancy, function contraindication 289908002
Breastfeeding (mother) contraindication 413712001

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.17 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
Retinoic acid receptor gamma Nuclear hormone receptor AGONIST EC50 7.13 WOMBAT-PK CHEMBL
Retinoic acid receptor beta Nuclear hormone receptor AGONIST EC50 7.30 WOMBAT-PK CHEMBL
Retinoic acid receptor RXR-gamma Nuclear hormone receptor AGONIST EC50 6.66 WOMBAT-PK CHEMBL
Retinoic acid receptor RXR-beta Nuclear hormone receptor AGONIST EC50 6.70 WOMBAT-PK CHEMBL
Retinoic acid receptor RXR-alpha Nuclear hormone receptor AGONIST EC50 6.50 WOMBAT-PK CHEMBL
Retinoic acid receptor alpha Nuclear hormone receptor AGONIST EC50 6.52 WOMBAT-PK CHEMBL
Nuclear receptor ROR-gamma Nuclear hormone receptor EC50 4.85 CHEMBL
Retinoic acid receptor alpha Transcription factor Kd 8.15 CHEMBL
Retinoic acid receptor RXR-gamma Transcription factor Kd 8.40 CHEMBL
Retinoic acid receptor RXR-beta Transcription factor Kd 7.92 CHEMBL
Retinoic acid receptor gamma Transcription factor Kd 7.77 CHEMBL
Retinoic acid receptor RXR-alpha Transcription factor Kd 7.49 CHEMBL
Retinoic acid receptor RXR-alpha Unclassified EC50 6.96 CHEMBL
Retinoic acid receptor beta Transcription factor Kd 8.15 CHEMBL

External reference:

IDSource
D000077556 MESH_DESCRIPTOR_UI
4021155 VUID
N0000148606 NUI
C0281666 UMLSCUI
D02815 KEGG_DRUG
1UA8E65KDZ UNII
7781 INN_ID
409488005 SNOMEDCT_US
4021155 VANDF
007747 NDDF
7957 MMSL
81864 RXNORM
116086005 SNOMEDCT_US
CHEBI:50648 CHEBI
CHEMBL705 ChEMBL_ID
DB00523 DRUGBANK_ID
2645 IUPHAR_LIGAND_ID
449171 PUBCHEM_CID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
PANRETIN HUMAN PRESCRIPTION DRUG LABEL 1 59212-601 GEL 60 mg TOPICAL NDA 12 sections
Panretin HUMAN PRESCRIPTION DRUG LABEL 1 62856-601 GEL 60 mg TOPICAL NDA 13 sections
CLINDAMYCIN 1% / NIACINAMIDE 4% / TRETINOIN 0.05% HUMAN PRESCRIPTION DRUG LABEL 3 72934-2054 CREAM 0.05 g TOPICAL unapproved drug other 4 sections