CAS 71748-58-8

13-cis-4-Oxoretinoic acid

Description:

13-cis-4-Oxoretinoic acid, also known as 13-cis-retinoic acid, is a derivative of vitamin A and belongs to the class of retinoids. It is characterized by its role in various biological processes, particularly in vision, cellular growth, and differentiation. The compound features a conjugated double bond system, which is crucial for its biological activity, and it is known to interact with nuclear receptors, influencing gene expression. 13-cis-4-Oxoretinoic acid is often studied for its potential therapeutic applications, particularly in dermatology for conditions like acne and psoriasis, as well as in oncology for its effects on cancer cell proliferation. Its solubility properties typically allow it to be dissolved in organic solvents, while its stability can be affected by light and oxygen exposure. As with many retinoids, it may exhibit side effects, necessitating careful dosage and monitoring in clinical applications. Overall, 13-cis-4-Oxoretinoic acid is a significant compound in both research and therapeutic contexts due to its multifaceted biological roles.

Formula: C₂₀H₂₆O₃

InChI: InChI=1S/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-FAOQNJJDSA-N

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

Synonyms:

• 13-cis-4-Oxoretinoic acid
• Retinoic acid, 4-oxo-, 13-cis-
• 4-Oxoisotretinoin
• Ro 22-6595

4-Oxoisotretinoin

CAS: 71748-58-8

4-Oxoisotretinoin

Purity: ≥95%

Molecular weight: 314.42g/mol

Ref: 54-BUP06981

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

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

CAS: 71748-58-8

Formula: C₂₀H₂₆O₃

Color and Shape: Yellow Solid

Molecular weight: 314.43

Ref: 4Z-T-114017

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

CAS: 71748-58-8

Formula: C₂₀H₂₀D₆O₃

Molecular weight: 320.46

Ref: 4Z-T-114041

13-cis-4-Oxoretinoic acid

CAS: 71748-58-8

Ref: 7W-GW3882

4-Oxoisotretinoin

CAS: 71748-58-8

4-Oxoisotretinoin (Ro 22-6595) is the major blood metabolite.

Formula: C₂₀H₂₆O₃

Purity: 99.69%

Color and Shape: Solid

Molecular weight: 314.42

Ref: TM-T3559

4-Keto 13-cis-Retinoic Acid-d6

Controlled Product

CAS: 71748-58-8

Stability Light Sensitive, Temperature Sensitive
Applications 4-Keto 13-cis-Retinoic Acid-d6, is the labeled analogue of 4-Keto 13-cis-Retinoic Acid (K204970), a metabolite of Retinoic acid in neuroblastoma.
References Andreola, F., et al.: J. Biol. Chem., 279, 3434 (2004), Armstrong, J., et al.: Biochem. Pharmacol., 69, 1299 (2005), Njar, V., et al.: Bioorg. Med. Chem., 14, 4323 (2006), Veal, G., et al.: Br. J. Cancer, 96, 424 (2007),

Formula: C₂₀H₂₀D₆O₃

Color and Shape: Neat

Molecular weight: 320.46

Ref: TR-K204973

4-Keto 13-cis-Retinoic Acid

CAS: 71748-58-8

Impurity Isotretinoin EP impurity H
Stability Moisture, Temperature, Light Sensitive, Store in freezer
Applications A metabolite of Retinoic acid in neuroblastoma.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Andreola, F., et al.: J. Biol. Chem., 279, 3434 (2004), Armstrong, J., et al.: Biochem. Pharmacol., 69, 1299 (2005), Njar, V., et al.: Bioorg. Med. Chem., 14, 4323 (2006), Veal, G., et al.: Br. J. Cancer, 96, 424 (2007),

Formula: C₂₀H₂₆O₃

Color and Shape: Yellow To Orange

Molecular weight: 314.42

Ref: TR-K204970

4-Keto 13-cis-retinoic acid

CAS: 71748-58-8

4-Keto 13-cis-retinoic acid is a synthetic retinoid that was first synthesized in the 1970s. It is used for the treatment of ichthyosiform erythroderma and other skin diseases. 4-Keto 13-cis-retinoic acid binds to the retinoic acid receptor, which may be responsible for its effects on epidermal growth factor and cytosolic calcium. Treatment with 4-keto 13-cis-retinoic acid has been shown to inhibit the proliferation of hl-60 cells and squamous carcinoma cells in vitro, as well as reduce tumor size and metastasis in vivo. >>END

Formula: C₂₀H₂₆O₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 314.42 g/mol

Ref: 3D-IK24759

Isotretinoin EP Impurity H

CAS: 71748-58-8

Formula: C₂₀H₂₆O₃

Molecular weight: 314.43

Ref: ST-EA-CP-I25007