T3757

TTNPB

• Synonym(s): 4-[(E)-2-(5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1-propenyl]benzoic acid, Arotinoid acid
• Empirical Formula (Hill Notation): C₂₄H₂₈O₂
• CAS Number: 71441-28-6
• Molecular Weight: 348.48
• MDL number: MFCD00673917
• UNSPSC Code: 12352200
• PubChem Substance ID: 24278733
• NACRES: NA.77

Properties

• solubility: ethanol: soluble 10 mM; DMSO: soluble 25 mM; chloroform/methanol: soluble 9.80-10.20 mg/mL, clear, colorless to light yellow
• Quality Level: 200
• storage temp.: −20°C
• SMILES string: C\C(=C/c1ccc(cc1)C(O)=O)c2ccc3c(c2)C(C)(C)CCC3(C)C
• InChI: 1S/C24H28O2/c1-16(14-17-6-8-18(9-7-17)22(25)26)19-10-11-20-21(15-19)24(4,5)13-12-23(20,2)3/h6-11,14-15H,12-13H2,1-5H3,(H,25,26)/b16-14+
• InChI key: FOIVPCKZDPCJJY-JQIJEIRASA-N
• Gene Information: human ... RARA(5914) , RARB(5915) , RARG(5916) , RXRA(6256) , RXRB(6257) , RXRG(6258)

Description

Application

TTNPB has been used for transcriptional assays in 293T cells⁴. It has also been used as a RAR-agonist in cultured human cord blood CD34⁺CD38^-lin^- cells⁵.

Biochem/physiol Actions

Selective and highly potent retinoic acid analog with affinity for retinoic acid receptors (RAR) α, β, and γ, which are nuclear transcription factors. Produces ligand-activated transcription of genes that possess retinoic acid responsive elements.

Features and Benefits

This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

TTNPB dissolves in CHCL3/MeOH (1/1) at 9.80 - 10.20 mg/ml to yield a clear, colorless to light yellow solution. It is also soluble at 10 mM in ethanol and at 25 mM in DMSO.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H315,H319,H335,H360
• Precautionary Statements: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves