13-cis-Retinoic acid CAS: 4759-48-2
MF: C20H28O2
MW: 300.44
A vitamin A analog that inhibits cell proliferation.

13-cis-Retinoic acid (CAS 4759-48-2)

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备用名: Isotretinoin; Accutane; Amnesteem; Claravis
应用; 13-cis-Retinoic acid is a vitamin A analog that inhibits cell proliferation
CAS号码: 4759-48-2
纯度: ≥98%
分子量: 300.44
分子式: C20H28O2
仅供科研使用。不可用于诊断或治疗。
* 参考分析证明 大量特定数据 (包括水 含量).

13-cis-Retinoic acid is a vitamin A analog that inhibits cell proliferation and induces cell differentiation. Clinically, 13-cis-Retinoic acid is primarily used in the treatment of severe recalcitrant nodular acne. Its effects include reducing the production of sebum, shrinking the size of the sebaceous glands, stabilizing keratinization, preventing comedones from forming, and reducing inflammation of inflammatory acne. Though the exact mechanism of action of 13-cis-Retinoic acid is not fully understood, studies have suggested that the compound alters DNA transcription and induces apoptosis in select types of cells throughout the body.


参考文献

1. Samokyszyn, V.M., et al. 1987. J. Biol. Chem. 262: 14119-14133. PMID: 3115987
2. Samokyszyn, V.M., et al. 1997. Chem. Res. Toxicol. 10: 795-801. PMID: 9250414
3. Chang, H.C., et al. 2000. Kaohsiung J. Med. Sci. 16: 387-392. PMID: 11221542

外观 :
Powder
物理状态 :
Solid
溶解度 :
Soluble in chloroform (50 mg/ml), DMSO (60 mg/ml at 25° C), water (<1 mg/ml at 25° C), ethanol (25 mg/ml), and ether (sparingly).
保存 :
Store at -20° C
熔点 :
172-175° C (lit.)
沸点 :
~462.80° C at 760 mmHg (Predicted)
密度 :
1.01 g/cm3 (Predicted)
折射率 :
n20D 1.56 (Predicted)
IC50 :
ERK 2: IC50 = 0.46 µM (human); SR-2B: IC50 = 0.85 µM (human); Cellular retinoic acid-binding protein I: IC50 = 0.9 µM (red junglefowl); Retinoic acid receptor α: IC50 >1 µM (mouse); Retinoic acid receptor γ: IC50 >1 µM (mouse)
Ki 数据 :
SR-2B: Ki= 0.54 µM (human); Adenosine A3-R: Ki= 2.36 µM (human); α2B-AR: Ki= 3.02 µM (human); Dictyostelium discoideum AX2 RNase P: Ki= 20 µM
pK值 :
pKa: 4.76 (Predicted)
仅供科研使用。不可用于诊断或治疗。
德国水公害等级 :
3
RTECS :
VH6440000
PubChem CID :
默克索引 :
14: 5228
MDL 号码 :
MFCD00079542
EC号码 :
225-296-0
Beilstein 注册 :
1885770
SMILES :
CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C\\C(=O)O)/C)/C

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PMID: # 10955779  Dahl, AR. et al. 2000. Clin. Cancer Res. 6: 3015-3024.

PMID: # 10550153  Ayoub, J. et al. 1999. J. Clin. Oncol. 17: 3546-3552.

PMID: # 1734084  Lippman, SM. et al. 1992. J. Natl. Cancer Inst. 84: 235-241.

PMID: # 2764704  Klug, S. et al. 1989. Arch. Toxicol. 63: 185-192.

PMID: # 3278754  Koeffler, HP. et al. 1988. Blood. 71: 703-708.

PMID: # 6219631  Leyden, JJ. et al. 1982. Arch. Dermatol. Res. 272: 331-337.

PMID: # 6930601  Shklar, G. et al. 1980. Oral Surg. Oral Med. Oral Pathol. 50: 45-52.

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