alitretinoin ๐Ÿถ Veterinary Use | 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 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Feb. 2, 1999 FDA EISAI INC

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Diverticulum oesophageal 53.66 51.02 7 418 138 50604561
Mandibular mass 52.07 51.02 7 418 175 50604524

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 D11AH04 DERMATOLOGICALS
OTHER DERMATOLOGICAL PREPARATIONS
OTHER DERMATOLOGICAL PREPARATIONS
Agents for dermatitis, excluding corticosteroids
ATC L01XF02 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ANTINEOPLASTIC AGENTS
OTHER ANTINEOPLASTIC AGENTS
Retinoids for cancer treatment
FDA CS M0018962 Retinoids
MeSH PA D000970 Antineoplastic Agents
MeSH PA D003879 Dermatologic Agents
FDA EPC N0000175607 Retinoid
CHEBI has role CHEBI:25212 metabolites
CHEBI has role CHEBI:35610 antineoplastic agents
CHEBI has role CHEBI:50176 keratolytic drugs
CHEBI has role CHEBI:63794 retinoid X receptor agonists

Drug Use | Suggest Off label Use Form| |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




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

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 alpha Nuclear hormone receptor AGONIST EC50 6.52 WOMBAT-PK CHEMBL
Retinoic acid receptor RXR-alpha Nuclear hormone receptor AGONIST EC50 6.50 WOMBAT-PK CHEMBL
Retinoic acid receptor RXR-beta Nuclear hormone receptor AGONIST EC50 6.70 WOMBAT-PK CHEMBL
Retinoic acid receptor RXR-gamma Nuclear hormone receptor AGONIST EC50 6.66 WOMBAT-PK CHEMBL
Retinoic acid receptor beta Nuclear hormone receptor AGONIST EC50 7.30 WOMBAT-PK CHEMBL
Retinoic acid receptor gamma Nuclear hormone receptor AGONIST EC50 7.13 WOMBAT-PK CHEMBL
Nuclear receptor ROR-gamma Nuclear hormone receptor EC50 4.85 CHEMBL
Nuclear receptor subfamily 4 group A member 1 Nuclear other Kd 6.09 CHEMBL
Oxysterols receptor LXR-beta Nuclear other EC50 5.76 CHEMBL
Oxysterols receptor LXR-alpha Nuclear other EC50 5.96 CHEMBL
Retinoic acid receptor RXR-beta Transcription factor Kd 7.92 CHEMBL
Retinoic acid receptor RXR-gamma Transcription factor Kd 8.40 CHEMBL
Retinoic acid receptor alpha Transcription factor Kd 8.15 CHEMBL
Retinoic acid receptor RXR-alpha Transcription factor Kd 7.49 CHEMBL
Retinoic acid receptor beta Transcription factor Kd 8.15 CHEMBL
Retinoic acid receptor gamma Transcription factor Kd 7.77 CHEMBL
Retinoic acid receptor RXR-alpha Nuclear hormone receptor EC50 6.96 CHEMBL

External reference:

IDSource
4021155 VUID
N0000148606 NUI
D02815 KEGG_DRUG
4021155 VANDF
C0281666 UMLSCUI
CHEBI:50648 CHEBI
9CR PDB_CHEM_ID
CHEMBL705 ChEMBL_ID
DB00523 DRUGBANK_ID
D000077556 MESH_DESCRIPTOR_UI
449171 PUBCHEM_CID
2645 IUPHAR_LIGAND_ID
7781 INN_ID
1UA8E65KDZ UNII
219098 RXNORM
14093 MMSL
7957 MMSL
007747 NDDF
116086005 SNOMEDCT_US
409488005 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
PANRETIN Human Prescription Drug Label 1 59212-601 GEL 60 mg TOPICAL NDA 22 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