An intermediate in retinol metabolism
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Vitamin A

Item No. 20241

Technical Information
Formal Name
(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-ol
CAS Number
68-26-8
Synonyms
  • all-trans Retinol
  • all-trans Vitamin A
  • NSC 122759
  • Vitamin A1 Alcohol
Molecular Formula
C20H30O
Formula Weight
Purity
≥95%
A crystalline solid
Chloroform: 10 mg/mlDMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 10 mg/ml
SMILES
CC1=C(/C=C/C(C)=C/C=C/C(C)=C/CO)C(C)(C)CCC1
InChi Code
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
Origin
Synthetic
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    Vitamin A, also known as all-trans retinol, is an intermediate in retinol metabolism in animals. It is metabolized to retinoic acid (Item No. 11017), a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR). RAR and RXR heterodimerize and act as ligand-dependent transcriptional regulators, with roles in development, reproduction, immunity, organogenesis, and cancer.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Duong, V., and Rochette-Egly, C. The molecular physiology of nuclear retinoic acid receptors. From health to disease. Biochim. Biophys. Acta 1812(8), 1023-1031 (2011).

    2. Rochette-Egly, C., and Germain, P. Dynamic and combinatorial control of gene expression by nuclear retinoic acid receptors (RARs). Nucl. Recept. Signal 7, e005 (2009).

    3. Dollé, P. Developmental expression of retinoic acid receptors (RARs). Nucl. Recept. Signal 7, e006 (2009).

    Product Citations

    Li, H., Puopolo, T., Seeram, N.P., et alAnti-ferroptotic effect of cannabidiol in human skin keratinocytes characterized by data-independent acquisition-based proteomics. J. Nat. Prod. (2024).