CAS 38030-57-8

4-oxoretinoic acid

Description:

4-Oxoretinoic acid, with the CAS number 38030-57-8, is a derivative of retinoic acid, which is a metabolite of vitamin A. This compound is characterized by its role in biological processes, particularly in the regulation of gene expression and cellular differentiation. It features a conjugated double bond system, which contributes to its biological activity and interaction with retinoic acid receptors. 4-Oxoretinoic acid is known for its potential therapeutic applications, particularly in dermatology and oncology, due to its ability to influence cell growth and differentiation. The compound is typically a yellow to orange solid, and it is soluble in organic solvents but has limited solubility in water. Its stability can be affected by light and oxygen, necessitating careful handling and storage conditions. As a retinoid, it shares some pharmacological properties with other retinoids, including the ability to modulate skin cell turnover and promote the healing of certain skin conditions. Overall, 4-oxoretinoic acid is an important compound in the study of retinoid biology and its therapeutic implications.

Formula: C₂₀H₂₆O₃

InChI: InChI=1/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7+,15-13+

InChI key: InChIKey=GGCUJPCCTQNTJF-FRCNGJHJSA-N

SMILES: C(=C/C(=C/C=C/C(=C/C(O)=O)/C)/C)\C=1C(C)(C)CCC(=O)C1C

Synonyms:

• 4-Ketoretinoic acid
• 4-Oxo-all-trans-retinoic acid
• 4-Oxo-atRA
• 4-Oxotretinoin
• 4-keto-Retinoic acid
• Retinoic Acid, 4-Oxo-
• Ro 11-4824
• Ro 12-4824
• all-trans-4-Oxoretinoic acid
• 4-Oxoretinoic acid
• (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-enyl)nona-2,4,6,8-tetraenoic acid
• 4-Oxo Retinoic Acid (4-Oxo Tretinoin)
• 4-Oxo Tretinoin (4-Oxo Retinoic Acid)
• (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid
• Tretinoin Impurity 7
• all-trans 4-Keto Retinoic Acid
• 4-oxo-Retinoic acid

(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxo-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid

CAS: 38030-57-8

Formula: C₂₀H₂₆O₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 314.4186

Ref: IN-DA00C9D8

4-Oxo Tretinoin-d6 (4-Oxo Retinoic Acid-d6) and Isotretinoin EP Impurity H-d6 (4-Oxo-13-cis-Retinoic Acid-d6)

CAS: 38030-57-8, 71748-58-8

Formula: C₂₀H₂₀D₆O₃

Molecular weight: 320.46

Ref: 4Z-T-114040

4-Oxo Tretinoin (4-Oxo Retinoic Acid)

CAS: 38030-57-8

Formula: C₂₀H₂₆O₃

Color and Shape: White To Off-White Solid

Molecular weight: 314.43

Ref: 4Z-T-114005

all-trans-4-Oxoretinoic acid

CAS: 38030-57-8

all-trans-4-Oxoretinoic acid

Purity: ≥95%

Molecular weight: 314.42g/mol

Ref: 54-BUP07216

all-trans-4-Oxoretinoic acid

CAS: 38030-57-8

all-trans-4-Oxoretinoic acid (all-trans 4-Keto Retinoic Acid) is an active metabolite of vitamin A.

Formula: C₂₀H₂₆O₃

Purity: 98.52%

Color and Shape: Solid

Molecular weight: 314.42

Ref: TM-T7408

all-trans 4-Keto Retinoic Acid

Controlled Product

CAS: 38030-57-8

Applications A metabolite of all-trans-Retinoic Acid, a ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR).
References Sasai, Y.: J. Neurol., 249, 41-44 (2002)

Formula: C₂₀H₂₆O₃

Color and Shape: Yellow To Dark Orange

Molecular weight: 314.42

Ref: TR-K204980

4-Oxo-All-Transretinoic Acid

CAS: 38030-57-8

Formula: C₂₀H₂₆O₃

Molecular weight: 314.43

Ref: ST-EA-CP-I25015

all-trans 4-Keto retinoic acid

CAS: 38030-57-8

All-trans 4-keto retinoic acid is a synthetic retinoid that has been used for the treatment of bowel disease. It is a derivative of vitamin A and binds to the retinoic acid receptor, which activates gene transcription. All-trans 4-keto retinoic acid has been shown to induce apoptosis in Hl-60 cells and myeloma cell lines by increasing cytosolic calcium levels and inhibiting protein synthesis. Clinical trials have shown that all-trans 4-keto retinoic acid can be used to treat inflammatory bowel disease. This drug has also been shown to inhibit epidermal growth factor, which may be due to its ability to inhibit protein synthesis.

Formula: C₂₀H₂₆O₃

Purity: Min. 95%

Molecular weight: 314.42 g/mol

Ref: 3D-FK17289