Retinol synthetic, (HPLC), crystalline (25mg)

SKU:
R7632-25MG
  • Retinol synthetic, (HPLC), crystalline (25mg)
  • Retinol synthetic, (HPLC), crystalline (25mg)
  • $55.60

    • Description

    Retinol

    synthetic, ≥95% (HPLC), crystalline

    Synonym: Axerophthol, Vitamin A alcohol, Vitamin A, Vitamin A1, all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol

    • CAS Number 68-26-8

       

    • Empirical Formula (Hill Notation) C20H30O

       

    • Molecular Weight 286.45

       

    •  Beilstein/REAXYS Number 403040

       

    •  EC Number 200-683-7

       

    •  MDL number MFCD00001552

       

    •  eCl@ss 34058018

       

    •  PubChem Substance ID 24899395

       

    •  NACRES NA.79

    Properties

    Related Categories Antitumor Agents, Biochemicals and Reagents, Cancer Research, Carotenoid, Cell Biology,
    Cofactor, Gene Regulation, Isoprenoid, Isoprenoids, Lipids, Metabolic Pathways, Metabolites and Cofactors on the Metabolic Pathways Chart, Metabolomics, Nutrition Research, Phytochemicals by Chemical Classification, Prenols, Vitamin A, Vitamins
    Quality Level 200
    biological source synthetic
    assay ≥95% (HPLC)
    form crystalline
    application(s) HPLC: suitable
    color faint yellow to very dark yellow
    mp 61-63 °C (lit.)
    ε (extinction coefficient) 2700 u/mg at 326 nm in isopropanol
    shipped in dry ice
    storage temp. −20°C
    SMILES string CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/CO)=C(C)CCC1
    InChI 1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+
    InChI key FPIPGXGPPPQFEQ-OVSJKPMPSA-N

    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.[6]

    Application

    Retinol has been used:
    • for the synthesis of all-trans-retinoic acid in HepG2 cells[2]
    • to study the effect of retinol on the growth of murine normal colonic cells cultured as organoids[3]
    • as a standard for determination of vitamin A in cells[4]
    • as a component of chemically defined medium for testis organ culture and spermatogenesis in vitro.[5]

    Packaging

    1 g in ampule

    100, 250, 500 mg in ampule

    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.[7] Retinol is used in the treatment of dermatoses including photoaging. Its deficiency is associated with the development of xerosis and follicular hyperkeratosis.[6]

    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.[1]

    Packaging

    Bottomless glass bottle. Contents are inside inserted fused cone.

    Light protecting glass vial.

    Other Notes

    Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. R7632.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

    Safety Information

    Symbol 
    GHS07,GHS08
    Signal word 
    Danger
    Hazard statements 
    H317 - H319 - H360 - H413
    Precautionary statements 
    P201 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
    Personal Protective Equipment 
    dust mask type N95 (US), Eyeshields, Gloves
    RIDADR 
    NONH for all modes of transport
    WGK Germany 
    WGK 3
    RTECS 
    VH6750000
    Flash Point(F) 
    Not applicable
    Flash Point(C) 
    Not applicable