K3125
曲酸
≥98.5% (HPLC), powder, tyrosinase inhibitor
别名:
2-羟甲基-5-羟基-γ-吡喃酮, 5-羟基-2-羟甲基-4H-4-吡喃酮
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关于此项目
经验公式（希尔记法）:
C6H6O4
化学文摘社编号:
分子量:
142.11
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
207-922-4
MDL number:
Beilstein/REAXYS Number:
120895
产品名称
曲酸,
InChI key
BEJNERDRQOWKJM-UHFFFAOYSA-N
InChI
1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
SMILES string
OCC1=CC(=O)C(O)=CO1
assay
≥98.5% (HPLC)
form
powder
mp
152-155 °C (lit.)
Quality Level
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Application
曲酸已被用于：
- 作为豚鼠色素性远视 (PH) 中酪氨酸酶的抑制剂
- 作为引用抑制剂标准用于筛选酪氨酸酶抑制
- 作为 B16F10 黑色素瘤细胞中酪氨酸酶抑制的阳性对照
Biochem/physiol Actions
曲酸来源于曲霉菌属、醋酸杆菌属和青霉属等真菌。它通过抑制酪氨酸酶而使黑色素合成停止。用于皮肤美白化妆品的制备。然而，曲酸在化妆品中的使用很少，因为其在长期储存期间的不稳定性和细胞毒性导致皮肤刺激。它是一种抗氧化剂，对锰和锌的螯合起辐射保护作用。
酪氨酸酶抑制剂。
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Effects of the Tyrosinase-Dependent Dopaminergic System on Refractive Error Development in Guinea Pigs
Jiang L, et al.
Investigative Ophthalmology & Visual Science, 59(11), 4631-4638 (2018)
Ka-Heng Lee et al.
European journal of medicinal chemistry, 44(8), 3195-3200 (2009-04-11)
A series of 46 curcumin related diarylpentanoid analogues were synthesized and evaluated for their anti-inflammatory, antioxidant and anti-tyrosinase activities. Among these compounds 2, 13 and 33 exhibited potent NO inhibitory effect on IFN-gamma/LPS-activated RAW 264.7 cells as compared to L-NAME
Traditional herbal prescription LASAP-C inhibits melanin synthesis in B16F10 melanoma cells and zebrafish
Kim MK, et al.
BMC Complementary and Alternative Medicine, 16(1), 223-223 (2016)
Synthesis, biological activities and molecular docking studies of some novel 2, 4, 5-trisubstituted-1, 2, 4-triazole-3-one derivatives as potent tyrosinase inhibitors
Akin S, et al.
Journal of Molecular Structure, 1175(11), 280-286 (2019)
Wei Yi et al.
European journal of medicinal chemistry, 46(9), 4330-4335 (2011-07-23)
Melanin play a major role in human skin protection and their biosynthesis is vital. Due to their color, they contribute to the skin pigmentation. Tyrosinase is a key enzyme involved in the first stage of melanin biosynthesis, it catalyzes the
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