1674004

Ácido retinoico

United States Pharmacopeia (USP) Reference Standard

• Sinónimos: ATRA, Tretinoína, Ácido de vitamina A, Ácido retinoico todo-trans
• Fórmula empírica (notación de Hill): C₂₀H₂₈O₂
• Número CAS: 302-79-4
• Peso molecular: 300.44
• UNSPSC Code: 41116107
• NACRES: NA.24
• PubChem Substance ID: 329751371
• MDL number: MFCD00001551
• Beilstein/REAXYS Number: 2057223

Propiedades

• grade: pharmaceutical primary standard
• agency: USP
• API family: tretinoin
• manufacturer/tradename: USP
• mp: 180-181 °C (lit.)
• application(s): pharmaceutical (small molecule)
• format: neat
• SMILES string: CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1
• 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
• Gene Information: human ... RARA(5914), RARB(5915), RARG(5916)

Descripción

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Tretinoin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

• Tretinoin Cream
• Tretinoin Gel
• Tretinoin Topical Solution
• Isotretinoin
• Isotretinoin Capsules
• Acitretin

Biochem/physiol Actions

El ácido retinoico todo−trans− (ATRA) es un ligando a la vez para los receptores del ácido retinoico (RAR) y para los receptores X retinoide (RXR). Los RAR y RXR unidos actúan como factores de transcripción que regulan el crecimiento y la diferenciación tanto de las células sanas como de las neoplásicas. Los citocromos P450 (CYP) catalizan la 4-hidroxilación del ATRA. El ácido retinoico prepara a las células madre embrionarias para convertirse en neuronas.

Ligando de los receptores del ácido retinoico (RAR) y de los receptores X retinoide (RXR); prepara a las células madre embrionarias para convertirse en neuronas.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Información de seguridad

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H315,H360FD,H410
• pcodes: P202 - P264 - P273 - P301 + P312 - P302 + P352 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2
• Clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• flash_point_f: Not applicable
• flash_point_c: Not applicable