Retinol
SIGMA/R7632 - synthetic, ≥95% (HPLC), (Powder or Powder with Lumps)
Synonym: Axerophthol; Vitamin A; Vitamin A alcohol; Vitamin A1; all-trans-
CAS Number: 68-26-8
Empirical Formula (Hill Notation): C20H30O
Molecular Weight: 286.45
EC Number: 200-683-7
MDL Number: MFCD00001552
Linear Formula: C20H30O
Product Type: Chemical
Representative of vacuum-sealed clear ampule packaging. Non-uniform tips are an inherent feature in this sealing process.
| assay | ≥95% (HPLC) |
| biological source | synthetic |
| color | yellow to very dark yellow, to Very Dark Orange |
| form | (Powder or Powder with Lumps) |
| InChI | 1S/C20H30O/c1-16(8-6-9-17 |
| InChI key | FPIPGXGPPPQFEQ-OVSJKPMPSA |
| mp | 61-63 °C (lit.) |
| Quality Level | 200  |
| shipped in | dry ice |
| SMILES string | CC1(C)C(/C=C/C(C)=C/C=C/C |
| specific activity | ~2700 U/mg |
| storage temp. | −20°C |
| technique(s) | HPLC: suitable |
| Application: | Retinol has been used: • for the synthesis of all-trans-retinoic acid in HepG2 cells • to study the effect of retinol on the growth of murine normal colonic cells cultured as organoids • as a standard for determination of vitamin A in cells • as a component of chemically defined medium for testis organ culture and spermatogenesis in vitro. |
| Biochem/physiol Actions: | Retinol and its derivatives exhibit anti-aging properties. In addition, it also acts as an anti-wrinkle agent. However, due to its photoinstability and skin irritation potency, it is not widely used in cosmetic formulations. Retinol is used in the treatment of dermatoses including photoaging. Its deficiency is associated with the development of xerosis and follicular hyperkeratosis. |
| Biochem/physiol Actions: | Retinol works as a precursor of active retinoids. It is converted to retinaldehyde and subsequently to retinoic acid. All-trans and 9-cis-retinoic acid are the ligands for nuclear receptors, retinoic acid receptors (RARs) and retinoid X receptors (RXRs). These receptors are transcriptional regulators of various genes. |
| General description: | Retinol or vitamin A alcohol is the main circulating form of vitamin A. It is not biologically active. Retinol or all-trans-retinol is a 20-carbon molecule with cyclohexenyl ring, a side chain with four double bonds (in trans configuration), and an alcohol end group. |
| Packaging: | 1 g in ampule |
| Packaging: | 100, 250, 500 mg in ampule |
| Packaging: | Bottomless glass bottle. Contents are inside inserted fused cone. |
| Packaging: | Light protecting glass vial. |
| Symbol |   GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H317 - H319 - H360FD - H413 |
| Precautionary statements | P201 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313 |
| Hazard Codes | Xn |
| Risk Statements | 22-38 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Purity | ≥95% (HPLC) |
| activity | specific activity: ~2700 U/mg |
| mp | 61-63 °C (lit.) |
| Storage Temp. | −20°C |
| UNSPSC | 12352205 |