Isotretinoin
USP/1353500 - United States Pharmacopeia (USP) Reference Standard
Synonym: 13-cis-Retinoic acid; 13-cis-Vitamin A acid; Isotretinoin
CAS Number: 4759-48-2
Empirical Formula (Hill Notation): C20H28O2
Molecular Weight: 300.44
MDL Number: MFCD00079542
Linear Formula: C20H28O2
Product Type: Chemical
| API family | isotretinoin |
| application(s) | pharmaceutical (small molecule) |
| format | neat |
| grade | pharmaceutical primary standard |
| InChI | 1S/C20H28O2/c1-15(8-6-9-1 |
| InChI key | SHGAZHPCJJPHSC-XFYACQKRSA |
| manufacturer/tradename | USP |
| mp | 172-175 °C (lit.) |
| SMILES string | [H]C(C(O)=O)=C(C)C=CC= |
| 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. |
| Application: | Isotretinoin USP reference standard for use in specified quality tests and assays. Also used to prepare standard, standard stock, system suitability, system suitability stock solution for assay, and impurity analysis in Phenoxyethanol according to United States Pharmacopeia (USP) monograph: • Isotretinoin Capsules • Tretinoin • Isotretinoin |
| Biochem/physiol Actions: | 13-cis-Retinoic acid (RA) has anti-inflammatory and anti-tumor action. The action of RA is mediated through RAR-β and RAR-α receptors. RA attenuates iNOS expression and activity in cytokine-stimulated murine mesangial cells. It induces mitochondrial membrane permeability transition, observed as swelling and as a decrease in membrane potential, and stimulates the release of cytochrome c implicating mechanisms through the apoptosis pathway. These activities are reversed by EGTA and cyclosporin A. RA also increases MMP-1 protein expression partially via increased transcription. |
| 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   . |
| Other Notes: | Sales restrictions may apply. |
| Symbol |   GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H315 - H319 - H335 - H360 |
| Precautionary statements | P201 - P302 + P352 - P305 + P351 + P338 - P308 + P313 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| mp | 172-175 °C (lit.) |
| UNSPSC | 41116107 |