ALITRETINOIN

Search structure
Trade Names:
Synonyms:
Status: Approved (1999)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: D11AH04
UNII: 1UA8E65KDZ

Structure
InChI Key SHGAZHPCJJPHSC-ZVCIMWCZSA-N
Smile CC1=C(/C=C/C(C)=C\C=C\C(C)=C\C(=O)O)C(C)(C)CCC1
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+

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H28O2
Molecular Weight 300.44
AlogP 5.6
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 5.0
Polar Surface Area 37.3
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 22.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Retinoid receptor agonist DailyMed
Primary Target
Retinoic acid receptor-α
Retinoic acid receptor-β
Retinoic acid receptor-γ
vitamin K epoxide reductase complex subunit 1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 14
Other cytosolic protein
- - - - 25
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 1
21-304 31 11-93 22 95
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 2
3-52 7 7-100 1-11 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group B Nuclear hormone receptor subfamily 1 group B member 3
4-74 17 1-150 1-20 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group F Nuclear hormone receptor subfamily 1 group F member 3
14000 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group H Nuclear hormone receptor subfamily 1 group H member 3
1090 - - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 1
2-316 29-32 2-1810 8-583 100
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 2
3-200 12 11-35 4-9 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 2 Nuclear hormone receptor subfamily 2 group B Nuclear hormone receptor subfamily 2 group B member 3
4-219 4 14-30 11-27 -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 4 Nuclear hormone receptor subfamily 4 group A Nuclear hormone receptor subfamily 4 group A member 1
- - 810 - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hand Dermatoses 3 D006229 ClinicalTrials
Lupus Erythematosus, Cutaneous 2 D008178 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Lichen Planus 2 D008010 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials

Related Entries

MCS

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
50.0
Injury, poisoning and procedural complications
50.0

Cross References

Resources Reference
CAS NUMBER 5300-03-8
ChEBI 50648
ChEMBL CHEMBL705
DrugBank DB00523
DrugCentral 3862
EPA CompTox DTXSID6040404
FDA SRS 1UA8E65KDZ
Human Metabolome Database HMDB0002369
Guide to Pharmacology 2645
KEGG C15493
PDB 9CR
PubChem 449171
SureChEMBL SCHEMBL18666
ZINC ZINC000012661824
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