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Chemical Structure| 66592-72-1 Chemical Structure| 66592-72-1

Structure of 4-Hydroxyretinoic acid
CAS No.: 66592-72-1

Chemical Structure| 66592-72-1

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4-Hydroxyretinoic acid is a natural retinoic acid derivative that binds to nuclear receptors RAR and RXR-alpha, regulating gene expression, promoting cell differentiation, and inducing apoptosis in cancer cells, with immunomodulatory and neuroprotective effects.

Synonyms: all-trans-4-hydroxy Retinoic Acid; 4-hydroxy RA; 4-OH-atRA

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Product Details of 4-Hydroxyretinoic acid

CAS No. :66592-72-1
Formula : C20H28O3
M.W : 316.43
SMILES Code : C\C(\C=C\C1=C(C)C(O)CCC1(C)C)=C/C=C/C(/C)=C/C(O)=O
Synonyms :
all-trans-4-hydroxy Retinoic Acid; 4-hydroxy RA; 4-OH-atRA
MDL No. :MFCD00872034

Safety of 4-Hydroxyretinoic acid

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H360-H410
Precautionary Statements:P201-P202-P264-P270-P273-P280-P301+P312+P330-P302+P352-P308+P313-P332+P313-P391-P405-P501
Class:9
UN#:3077
Packing Group:

Isoform Comparison

Biological Activity

Description
4-Hydroxyretinoic acid (4-HRA) is a naturally occurring derivative of retinoids, exhibiting a wide range of biological effects. It is synthesized from retinol through the catalysis of cytochrome P-450 isozyme(s) and primarily metabolized by the liver. Additionally, 4-Hydroxyretinoic acid serves as a substrate for human liver microsomal UDP-glucuronosyltransferase(s) and recombinant UGT2B7. It modulates gene expression and cell differentiation by binding to the nuclear receptor RAR (Retinoic Acid Receptor) and activating RARs and RXR-alpha, leading to apoptosis in cancer cells. Moreover, 4-Hydroxyretinoic acid plays roles in immune regulation, neuroprotection, and antioxidation processes[1][2].

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Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

3.16mL

0.63mL

0.32mL

15.80mL

3.16mL

1.58mL

31.60mL

6.32mL

3.16mL

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