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Tretinoin
Tretinoin
2D structure of tretinoin
Tretinoin based on 3A9E
3D structure of tretinoin
Names
Synonyms All-trans retinoic acid, ATRA, NSC-122758, Vitamin A acid
Brand names Retin-A, ReTrieve, Stieva-A, Vesanoid

IUPAC name
IUPAC name
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid
Clinical information
Preg. cat.
AU: X
US: D
Legal status
AU: Prescription Only Medicine (S4)
CA: ℞-only
UK: POM
US: ℞-only
Routes Oral


Identifiers
ATC code D10AD01, L01XX14
ChemSpider 392618
DrugBank DB00755
PubChem 444795
MedlinePlus a682437
MeSH ID D014212
PDB IDs
PDBs
1N4H (RCSB, PDBe; X-ray)
1TYR (RCSB, PDBe; X-ray)
2FR3 (RCSB, PDBe; X-ray)
2G78 (RCSB, PDBe; X-ray)
2LBD (RCSB, PDBe; X-ray)
3A9E (RCSB, PDBe; X-ray)
3A9E (RCSB, PDBe; X-ray)
4NQA (RCSB, PDBe; X-ray)
External links
DailyMed tretinoin search
Drugs.com international, monograph
Jmol 3D structure
Licensing data US FDA: link.
MSR monograph
emc tretinoin search
TGA-eBS tretinoin search
Chemical properties
Formula C20H28O2
Mol. mass
Mol. mass for MFs
300.4351 g/mol
SMILES
SMILES
CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C(=O)O)/C)/C
InChI
InChI
1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+
InChIKey
InChIKey
SHGAZHPCJJPHSC-YCNIQYBTSA-N


Tretinoin is a naturally-occurring retinoid and the chief circulating endogenous retinoic acid isomer in the human body. It is primarily used to treat acne (often given topically) and acute promyelocytic leukaemia.[1]



External linksEdit

Reference listEdit

  1. Brayfield, A, ed. (7 January 2014). "Tretinoin". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 14 December 2014. 

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