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CAS 302-79-4

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Retinoic acid

Description:
Retinoic acid, with the CAS number 302-79-4, is a metabolite of vitamin A (retinol) and plays a crucial role in various biological processes, including cell growth, differentiation, and embryonic development. It exists in two primary forms: all-trans-retinoic acid and 13-cis-retinoic acid, each exhibiting distinct biological activities. Retinoic acid is a lipophilic compound, which means it is soluble in organic solvents but has limited solubility in water. It acts primarily through nuclear receptors, influencing gene expression and cellular functions. This compound is essential in dermatology, particularly in the treatment of acne and skin aging, as it promotes cell turnover and reduces hyperkeratinization. Additionally, retinoic acid is involved in the regulation of immune responses and has potential therapeutic applications in cancer treatment, particularly in acute promyelocytic leukemia. However, its use must be carefully monitored due to potential side effects, including teratogenicity and skin irritation. Overall, retinoic acid is a vital compound in both physiological processes and therapeutic applications.
Formula:C20H28O2
InChI: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:InChIKey=SHGAZHPCJJPHSC-YCNIQYBTSA-N
SMILES:C(=C/C(=C/C=C/C(=C/C(O)=O)/C)/C)\C=1C(C)(C)CCCC1C
Synonyms:
  • (11Cis,13Cis)-7,8-Dihydroretinoic Acid
  • (9Cis)-Retinoic Acid
  • (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
  • (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid
  • 15-Oxidoretinal
  • 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)-
  • 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
  • Aberel
  • Acide retinoique
  • Agn 100335
  • See more synonyms
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