142905
拉帕醇
98%
别名:
2-羟基-3-(3-甲基-2-丁烯基)-1,4-萘醌, 黄钟花醌
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关于此项目
经验公式（希尔记法）:
C15H14O3
化学文摘社编号:
分子量:
242.27
PubChem Substance ID:
UNSPSC Code:
12352100
Colour Index Number:
75490
NACRES:
NA.22
EC Number:
201-563-7
MDL number:
Assay:
98%
Form:
solid
InChI key
CIEYTVIYYGTCCI-UHFFFAOYSA-N
InChI
1S/C15H14O3/c1-9(2)7-8-12-13(16)10-5-3-4-6-11(10)14(17)15(12)18/h3-7,18H,8H2,1-2H3
SMILES string
C\C(C)=C\CC1=C(O)C(=O)c2ccccc2C1=O
assay
98%
form
solid
mp
141-143 °C (lit.)
solubility
ethanol: soluble 10 mg/mL, clear, light yellow to yellow
functional group
ketone
Quality Level
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General description
拉帕醇是一种天然萘醌化合物，来源于紫葳科（黄钟木属）。
Application
拉帕醇用于合成拉帕醇金属配合物 。
Biochem/physiol Actions
拉帕醇对许多病原体具有抗菌属性 。具有抗炎、镇痛及抗菌属性 。它是黑腹果蝇杂合子 上皮性肿瘤的抑制剂。
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Cristian Salas et al.
Bioorganic & medicinal chemistry, 16(2), 668-674 (2007-11-22)
Derivatives of natural quinones with biological activities, such as lapachol, alpha- and beta-lapachones, have been synthesized and their trypanocidal activity evaluated in vitro in Trypanosoma cruzi cells. All tested compounds inhibited epimastigote growth and trypomastigote viability. Several compounds showed similar
Ricardo Vessecchi et al.
Journal of mass spectrometry : JMS, 47(12), 1648-1659 (2013-01-03)
In order to understand the influence of alkyl side chains on the gas-phase reactivity of 1,4-naphthoquinone derivatives, some 2-hydroxy-1,4-naphthoquinone derivatives have been prepared and studied by electrospray ionization tandem mass spectrometry in combination with computational quantum chemistry calculations. Protonation and
Renato A S Oliveira et al.
International immunopharmacology, 10(11), 1463-1473 (2010-09-15)
The present study reports the anti-mycobacterial activity of 2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone (lapachol) as well as its influence on macrophage functions. Lapachol (L) did not induce apoptosis/necrosis of THP-1 macrophages at ≤32 μg/mL. Mycobacterium avium liquid growth was arrested by ≥32 μg/mL and
Kenneth O Eyong et al.
Bioorganic & medicinal chemistry letters, 18(20), 5387-5390 (2008-10-03)
Ozonolysis of lapachol (1), resulting in an unusual formation of a potent antitumor agent 2-acetylfuranonaphthoquinone (3) along with the expected aldehyde 6, is described. The reaction of lapachol (1) with CAN in dry acetonitrile leading to biologically active furanonaphthoquinones is
Xueyin Zu et al.
Phytotherapy research : PTR, 33(9), 2337-2346 (2019-06-22)
Lapachol is a 1,4-naphthoquinone that is isolated from the Bignoniaceae family. It has been reported to exert anti-inflammatory, antibacterial, and anticancer activities. However, the anticancer activity of lapachol and its molecular mechanisms against esophageal squamous cell carcinoma (ESCC) cells have
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