all-trans retinoic acid

GPTKB entity

Statements (51)
Predicate Object
gptkbp:instanceOf gptkb:chemical_compound
gptkb:vitamin_A
vitamin A derivative
gptkbp:administeredBy oral medication
topical medication
gptkbp:affects cell differentiation
cell proliferation
gene expression
gptkbp:approvedBy gptkb:United_States
1995
gptkbp:ATCCode D10AD01
gptkbp:CASNumber 302-79-4
gptkbp:category antineoplastic agent
dermatological preparation
vitamin A analog
gptkbp:chemicalFormula C20H28O2
gptkbp:combines gptkb:arsenic_trioxide
chemotherapy
gptkbp:contraindication pregnancy
gptkbp:discoveredBy 1950s
gptkbp:foundIn animal sources as a metabolite of vitamin A
https://www.w3.org/2000/01/rdf-schema#label all-trans retinoic acid
gptkbp:IUPACName (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
gptkbp:KEGGID D00137
gptkbp:legalStatus prescription only
gptkbp:mechanismOfAction binds to retinoic acid receptors (RARs)
gptkbp:meltingPoint 180–182 °C
gptkbp:MeSH_ID D014024
gptkbp:metabolism liver
gptkbp:molecularWeight 300.44 g/mol
gptkbp:origin synthetic
gptkbp:otherName gptkb:ATRA
gptkb:tretinoin
gptkbp:PubChem_CID CHEMBL1204
444795
DB00755
gptkbp:regulates gptkb:FDA
gptkbp:routeOfAdministration oral
topical
gptkbp:sideEffect headache
skin irritation
bone pain
teratogenicity
dry skin
gptkbp:solubility insoluble in water
soluble in organic solvents
gptkbp:UNII 5688UTC01R
gptkbp:usedFor topical treatment of acne
treatment of acute promyelocytic leukemia
gptkbp:bfsParent gptkb:acute_promyelocytic_leukemia
gptkbp:bfsLayer 6