Retinoic acid

Alternative_name

ATRA; Tretinoin; NSC 122758; Vitamin A Acid; all-trans Retinoic Acid; NSC 122578
Description

Retinoic acid is a metabolite of vitamin A that acts as a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR). RAR and RXR heterodimerize and act as ligand-dependent transcriptional regulators, with roles in development, reproduction, immunity, organogenesis, and cancer. Retinoic acid primes embryonic stem cells to become neurons.
CAS Number

302-79-4
Structure Available

Yes
Salt Form

No
Molecular Formula

C₂₀H₂₈O₂
Molecular Weight

300.44
Cell Permeable

Yes
Purity

≥98% by titration
Solubilities

DMSO (20 mg/ml) or Ethanol (0.5 mg/ml)
Handling

Protect from air and light
Tag Line

A retinoic acid receptor (RAR) and the retinoid X receptor (RXR) ligand
Storage Condition

-20°C
Shipping Condition

gel pack
Shelf Life

24 months
MDL Number

MFCD00001551
PubChem CID

444795
PubChem CID Link
SMILES

CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=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+
InChi Key

SHGAZHPCJJPHSC-YCNIQYBTSA-N
Data Sheet Link
MSDS Available

Yes