SML1654
R-酮咯酸
≥95% (HPLC), GTPases/ Cdc42 /Rac1 inhibitor, powder
别名:
（+）-酮咯酸, （1R）-5-苯甲酰基-2,3-二氢-1H-吡咯烷嗪-1-羧酸;, （R）-酮咯酸, （R）-（+）-酮咯酸
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关于此项目
经验公式（希尔记法）:
C15H13NO3
化学文摘社编号:
分子量:
255.27
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
R-酮咯酸, ≥95% (HPLC)
SMILES string
O=C(O)[C@H]1C2=CC=C(C(C3=CC=CC=C3)=O)N2CC1
InChI
1S/C15H13NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13/h1-7,11H,8-9H2,(H,18,19)/t11-/m1/s1
InChI key
OZWKMVRBQXNZKK-LLVKDONJSA-N
assay
≥95% (HPLC)
form
powder
optical activity
[α]/D +162 to +178°, c = 1 in methanol
color
white to beige
solubility
DMSO: 25 mg/mL, clear
storage temp.
−20°C
Quality Level
Biochem/physiol Actions
R-酮咯酸是Rho家族GTPases Cdc42和Rac1的一种有效选择性的变构抑制剂。
R-酮咯酸是Rho家族GTPases Cdc42（细胞分裂控制蛋白42）和Rac1（与Ras相关的C3肉毒杆菌毒素底物1）的一种有效选择性的变构抑制剂，可调节对肿瘤转移至关重要的下游GTPase依赖性生理反应。 R-酮咯酸可显著抑制卵巢癌细胞的粘附、迁移和侵袭。
酮咯酸（（rac）-5-苯甲酰基-1,2-3H-吡咯并[1,2a]吡咯1-羧酸）是一种非甾体类抗炎药（NSAID）。它被用作外消旋混合物，其包含1:1的R（+）和S（−）立体异构体。它被广泛用于儿童的肠外镇痛药。酮咯酸可用作非麻醉性镇痛药。它可阻止中枢神经系统外围的前列腺素的合成。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Enantiomer?selective pharmacokinetics and metabolism of ketorolac in children.
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Tudor I Oprea et al.
Drug discovery today. Therapeutic strategies, 8(3-4), 61-69 (2012-03-01)
Academia and small business research units are poised to play an increasing role in drug discovery, with drug repurposing as one of the major areas of activity. Here we summarize project status for a number of drugs or classes of
Yuna Guo et al.
Molecular cancer therapeutics, 14(10), 2215-2227 (2015-07-25)
Cdc42 (cell division control protein 42) and Rac1 (Ras-related C3 botulinum toxin substrate 1) are attractive therapeutic targets in ovarian cancer based on established importance in tumor cell migration, adhesion, and invasion. Despite a predicted benefit, targeting GTPases has not
The pharmacokinetics of ketorolac enantiomers following intramuscular administration of the racemate.
Hayball PJ, et al.
British Journal of Clinical Pharmacology, 37(1), 75-78 (1994)
Tudor I Oprea et al.
PloS one, 10(11), e0142182-e0142182 (2015-11-13)
Rho family GTPases (including Rac, Rho and Cdc42) collectively control cell proliferation, adhesion and migration and are of interest as functional therapeutic targets in numerous epithelial cancers. Based on high throughput screening of the Prestwick Chemical Library® and cheminformatics we
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