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  1. Metabolic Enzyme/Protease Autophagy Apoptosis
  2. Lipoxygenase Autophagy Ferroptosis
  3. Nordihydroguaiaretic acid

Nordihydroguaiaretic acid  (Synonyms: 去甲二氫愈創(chuàng)木酸; NDGA)

目錄號(hào): HY-N0198 純度: 99.93%
COA 產(chǎn)品使用指南 技術(shù)支持

Nordihydroguaiaretic acid 是一種 5-脂氧合酶 (5LOX) (IC50=8 μM) 和酪氨酸激酶抑制劑。

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Nordihydroguaiaretic acid Chemical Structure

Nordihydroguaiaretic acid Chemical Structure

CAS No. : 500-38-9

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10 mM * 1 mL in DMSO ¥330
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25 mg ¥300
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50 mg ¥429
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100 mg ¥600
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500 mg ¥1838
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Other Forms of Nordihydroguaiaretic acid:

查看 Lipoxygenase 亞型特異性產(chǎn)品:

  • 生物活性

  • 實(shí)驗(yàn)參考方法

  • 純度 & 產(chǎn)品資料

  • 參考文獻(xiàn)

生物活性

Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC50=8 μM) and tyrosine kinase inhibitor.

IC50 & Target[1]

5-LOX

8 μM (IC50)

細(xì)胞效力
(Cellular Effect)
Cell Line Type Value Description References
A-375 IC50
54.3 μM
Compound: NDGA
Cytotoxicity against human A375 cells after 5 days by MTT assay
Cytotoxicity against human A375 cells after 5 days by MTT assay
[PMID: 19615898]
BGC-823 IC50
> 60 μM
Compound: NDGA
Antiproliferative activity against human BGC823 cells after 72 hrs by MTT assay
Antiproliferative activity against human BGC823 cells after 72 hrs by MTT assay
[PMID: 27829519]
HEK293 EC50
35 μM
Compound: NDGA
Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Fluo-4-AM dye based fluorescence assay
Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Fluo-4-AM dye based fluorescence assay
[PMID: 30878828]
HEK293 EC50
4.9 μM
Compound: NDGA
Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Calcium-5 dye based fluorescence assay
Agonist activity at human TRPA1 expressed in HEK293 cells assessed as increase in calcium influx by Calcium-5 dye based fluorescence assay
[PMID: 30878828]
HeLa IC50
0.08 μg/mL
Compound: NDGA
Antiallergic activity in Ca(2+)-stimulated differentiated human HeLa cells assessed as inhibition of cys-leukotriene release after 6 days by ELISA
Antiallergic activity in Ca(2+)-stimulated differentiated human HeLa cells assessed as inhibition of cys-leukotriene release after 6 days by ELISA
[PMID: 19942440]
Hepatocyte IC50
3 x 104 nM
Compound: Nordihydroguaiaretic acid
Antimicrobial activity against Plasmodium yoelii 265 liver infected in mammalian hepatocytes after 48 hrs
Antimicrobial activity against Plasmodium yoelii 265 liver infected in mammalian hepatocytes after 48 hrs
[PMID: 18212104]
HepG2 IC50
54.1 μM
Compound: NDGA
Cytotoxicity against human HepG2 cells after 5 days by MTT assay
Cytotoxicity against human HepG2 cells after 5 days by MTT assay
[PMID: 19615898]
HL-60 IC50
12.2 μM
Compound: NDGA
Cytotoxicity against human HL60 cells by XTT assay
Cytotoxicity against human HL60 cells by XTT assay
[PMID: 16562834]
HL-60 IC50
2.3 μM
Compound: NDGA
Antioxidant activity in human HL60 cells assessed as inhibition of TPA-stimulated hydrogen peroxide induced DCFH-DA oxidation by fluorometric microplate assay
Antioxidant activity in human HL60 cells assessed as inhibition of TPA-stimulated hydrogen peroxide induced DCFH-DA oxidation by fluorometric microplate assay
[PMID: 16562834]
HT-29 IC50
51.3 μM
Compound: NDGA
Cytotoxicity against human HT-29 cells after 5 days by MTT assay
Cytotoxicity against human HT-29 cells after 5 days by MTT assay
[PMID: 19615898]
L929 EC50
19 μM
Compound: nordihydroguaiaretic acid
Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cells assessed as survivality preincubated for 15 mins before TNFalpha addition measured after 24 hrs by [methyl-3H]thymidine incorporation assay
Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cells assessed as survivality preincubated for 15 mins before TNFalpha addition measured after 24 hrs by [methyl-3H]thymidine incorporation assay
[PMID: 9287415]
L929 EC50
28 μM
Compound: nordihydroguaiaretic acid
Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cells assessed as survivality preincubated for 15 mins before TNFalpha addition measured after 24 hrs by crystal violet staining
Inhibition of recombinant human TNF-alpha-induced cytotoxicity of mouse L929 cells assessed as survivality preincubated for 15 mins before TNFalpha addition measured after 24 hrs by crystal violet staining
[PMID: 9287415]
LNCaP IC50
38.8 μM
Compound: 4, ZINC00012342, Nordihydroguaiaretic acid
Transcriptional activity at human androgen receptor BF3 site stably transfected in eGFP-expressing human LNCAP cells after 5 days by fluorometric analysis
Transcriptional activity at human androgen receptor BF3 site stably transfected in eGFP-expressing human LNCAP cells after 5 days by fluorometric analysis
[PMID: 22047606]
Macrophage IC50
6 μM
Compound: NDGA
Antiinflammatory activity in NMRI mouse macrophages assessed as inhibition of A23187-induced LTC4 release by Ellman's method
Antiinflammatory activity in NMRI mouse macrophages assessed as inhibition of A23187-induced LTC4 release by Ellman's method
[PMID: 8988605]
MCF7 IC50
8.5 μM
Compound: NDGA
Cytotoxicity against human MCF7 cells after 5 days by MTT assay
Cytotoxicity against human MCF7 cells after 5 days by MTT assay
[PMID: 19615898]
MGC-803 IC50
45.8 μM
Compound: NDGA
Antiproliferative activity against human MGC803 cells after 72 hrs by MTT assay
Antiproliferative activity against human MGC803 cells after 72 hrs by MTT assay
[PMID: 27829519]
RBL-1 IC50
0.12 μM
Compound: NDGA
Inhibition of 5-lipoxygenase by measuring 5-HETE levels in RBL-1 cell-free supernatant
Inhibition of 5-lipoxygenase by measuring 5-HETE levels in RBL-1 cell-free supernatant
[PMID: 8568814]
RBL-1 IC50
0.15 μM
Compound: NDGA (Nordihydroguaiaretic aid)
Ability to inhibit 5-lipoxygenase by using a crude preparation of the cytosolic enzyme from the rat basophilic leukemia (RBL-1) cell line
Ability to inhibit 5-lipoxygenase by using a crude preparation of the cytosolic enzyme from the rat basophilic leukemia (RBL-1) cell line
[PMID: 2104936]
SGC-7901 IC50
> 60 μM
Compound: NDGA
Antiproliferative activity against human SGC7901 cells after 72 hrs by MTT assay
Antiproliferative activity against human SGC7901 cells after 72 hrs by MTT assay
[PMID: 27829519]
體外研究
(In Vitro)

天然的雙酚 Nordihydroguaiaretic acid (NDGA) 是一種來自雜酚油植物 (Larrea tridentata:Zygophyllaceae) 的選擇性 5LOX 抑制劑。抑制 5LOX 的天然雙酚 Nordihydroguaiaretic acid 是一種非常有效、無毒的 TNFα 刺激的小膠質(zhì)細(xì)胞激活拮抗劑。Nordihydroguaiaretic acid 在體外的效力大約是 Minocycline 的 6 倍,IC50 值為 8±3 μM,在 100 μM 時(shí)無毒性。在 800 nM Nordihydroguaiaretic acid 下觀察到顯著的 NO2- 抑制。對(duì)于天然和合成的 Nordihydroguaiaretic acid 以及 Nordihydroguaiaretic acid 的乙酰酯,觀察到類似的功效。Nordihydroguaiaretic acid 還抑制 EOC-20 細(xì)胞受 TNFα 刺激的 PGE 生成2,IC50 為 841 nM[1]。前列腺素 E1 和 Nordihydroguaiaretic acid (NDGA) 對(duì)癌細(xì)胞系的增殖作用,HepG2 細(xì)胞系分別用不同劑量的兩種化合物和陽性化合物 8-苯胺基-1-萘磺酸鹽 (ANS) 處理 24 小時(shí)和通過 MTT 測(cè)定檢查細(xì)胞活力。ANS 表現(xiàn)出劑量依賴性抑制作用 (0、10、30、50、80、100、120 和 150 μM),估計(jì)的 IC50 為 25.888 μM。在 0、30、60、80、100、120、140 μM 不同濃度下,前列腺素 E1 和 Nordihydroguaiaretic acid 的檢測(cè) IC50 分別為 41.223 μM 和 45.646 μM[2]。

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

體內(nèi)研究
(In Vivo)

與對(duì)照組 ob/ob 飲食組相比,高劑量 Nordihydroguaiaretic acid (NDGA) 飲食組從 9 周開始體重顯著下降,而從 12 周開始低劑量組。Nordihydroguaiaretic acid 處理導(dǎo)致 ob/ob 小鼠的體溫 (直腸) 溫度升高,尤其是在高劑量 Nordihydroguaiaretic acid[3]時(shí)。

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial
分子量

302.36

Formula

C18H22O4

CAS 號(hào)
性狀

固體

顏色

White to yellow

中文名稱

去甲二氫愈創(chuàng)木酸;降二氫癒創(chuàng)木酸;正二氫愈創(chuàng)酸

結(jié)構(gòu)分類
初始來源
運(yùn)輸條件

Room temperature in continental US; may vary elsewhere.

儲(chǔ)存方式

Store at room temperature 3 years

In solvent -80°C 2 years
-20°C 1 year
溶解性數(shù)據(jù)
細(xì)胞實(shí)驗(yàn): 

DMSO 中的溶解度 : 233.33 mg/mL (771.70 mM; 超聲助溶; 吸濕的 DMSO 對(duì)產(chǎn)品的溶解度有顯著影響,請(qǐng)使用新開封的 DMSO)

配制儲(chǔ)備液
濃度 溶劑體積 質(zhì)量 1 mg 5 mg 10 mg
1 mM 3.3073 mL 16.5366 mL 33.0732 mL
5 mM 0.6615 mL 3.3073 mL 6.6146 mL
查看完整儲(chǔ)備液配制表

* 請(qǐng)根據(jù)產(chǎn)品在不同溶劑中的溶解度選擇合適的溶劑配制儲(chǔ)備液;一旦配成溶液,請(qǐng)分裝保存,避免反復(fù)凍融造成的產(chǎn)品失效
儲(chǔ)備液的保存方式和期限:-80°C, 2 years; -20°C, 1 year。-80°C儲(chǔ)存時(shí),請(qǐng)?jiān)?年內(nèi)使用,-20°C儲(chǔ)存時(shí),請(qǐng)?jiān)?年內(nèi)使用。

  • 摩爾計(jì)算器

  • 稀釋計(jì)算器

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

質(zhì)量
=
濃度
×
體積
×
分子量 *

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

濃度 (start)

C1

×
體積 (start)

V1

=
濃度 (final)

C2

×
體積 (final)

V2

動(dòng)物實(shí)驗(yàn):

請(qǐng)根據(jù)您的 實(shí)驗(yàn)動(dòng)物和給藥方式 選擇適當(dāng)?shù)娜芙夥桨浮?

以下溶解方案都請(qǐng)先按照 In Vitro 方式配制澄清的儲(chǔ)備液,再依次添加助溶劑:
——為保證實(shí)驗(yàn)結(jié)果的可靠性,澄清的儲(chǔ)備液可以根據(jù)儲(chǔ)存條件,適當(dāng)保存;體內(nèi)實(shí)驗(yàn)的工作液,建議您現(xiàn)用現(xiàn)配,當(dāng)天使用;
以下溶劑前顯示的百分比是指該溶劑在您配制終溶液中的體積占比;如在配制過程中出現(xiàn)沉淀、析出現(xiàn)象,可以通過加熱和/或超聲的方式助溶

  • 方案 一

    請(qǐng)依序添加每種溶劑: 10% DMSO    40% PEG300    5% Tween-80    45% Saline

    Solubility: ≥ 2.08 mg/mL (6.88 mM); 澄清溶液

    此方案可獲得 ≥ 2.08 mg/mL(飽和度未知)的澄清溶液。

    1 mL 工作液為例,取 100 μL 20.8 mg/mL 的澄清 DMSO 儲(chǔ)備液加到 400 μL PEG300 中,混合均勻;再向上述體系中加入 50 μL Tween-80,混合均勻;然后再繼續(xù)加入 450 μL 生理鹽水 定容至 1 mL

    生理鹽水的配制:將 0.9 g 氯化鈉,溶解于 ddH?O 并定容至 100 mL,可以得到澄清透明的生理鹽水溶液。
  • 方案 二

    請(qǐng)依序添加每種溶劑: 10% DMSO    90% (20% SBE-β-CD in Saline)

    Solubility: ≥ 2.08 mg/mL (6.88 mM); 澄清溶液

    此方案可獲得 ≥ 2.08 mg/mL(飽和度未知)的澄清溶液。

    1 mL 工作液為例,取 100 μL 20.8 mg/mL 的澄清 DMSO 儲(chǔ)備液加到 900 μL 20% 的 SBE-β-CD 生理鹽水水溶液 中,混合均勻。

    2 g SBE-β-CD(磺丁基醚 β-環(huán)糊精)粉末定容于 10 mL 的生理鹽水中,完全溶解至澄清透明。
動(dòng)物溶解方案計(jì)算器
請(qǐng)輸入動(dòng)物實(shí)驗(yàn)的基本信息:

給藥劑量

mg/kg

動(dòng)物的平均體重

g

每只動(dòng)物的給藥體積

μL

動(dòng)物數(shù)量

由于實(shí)驗(yàn)過程有損耗,建議您多配一只動(dòng)物的量
請(qǐng)輸入您的動(dòng)物體內(nèi)配方組成:
%
DMSO +
+
%
Tween-80 +
%
Saline
如果您的動(dòng)物是免疫缺陷鼠或者體弱鼠,建議 DMSO 中的在最后工作液體系中的占比盡量不超過 2%。
方案所需 助溶劑 包括:DMSO, ,均可在 MCE 網(wǎng)站選購。 ,Tween 80,均可在 MCE 網(wǎng)站選購。
計(jì)算結(jié)果
工作液所需濃度 : mg/mL
儲(chǔ)備液配制方法 : mg 藥物溶于 μL  DMSO(母液濃度為 mg/mL)。
您所需的儲(chǔ)備液濃度超過該產(chǎn)品的實(shí)測(cè)溶解度,以下方案僅供參考,如有需要,請(qǐng)與 MCE 中國技術(shù)支持聯(lián)系。
動(dòng)物實(shí)驗(yàn)體內(nèi)工作液的配制方法 : 取 μL DMSO 儲(chǔ)備液,加入 μL 。 μL ,混合均勻至澄清,再加 μL Tween 80,混合均勻至澄清,再加 μL 生理鹽水。
連續(xù)給藥周期超過半月以上,請(qǐng)謹(jǐn)慎選擇該方案。
請(qǐng)確保第一步儲(chǔ)備液溶解至澄清狀態(tài),從左到右依次添加助溶劑。您可采用超聲加熱 (超聲清洗儀,建議頻次 20-40 kHz),渦旋吹打等方式輔助溶解。
純度 & 產(chǎn)品資料

純度: 99.93%

參考文獻(xiàn)
Cell Assay
[2]

MTT assay is used to measure cell growth-inhibitory activity of the selected most promising compounds in HepG2 cell lines. Cells are cultured in 96-well culture plate at 1×104 cells/well. After 24 h cultured at 37 °C in the atmosphere of 5% CO2, cells are adhered and treated with different concentrations of the targeted compounds (e.g., Nordihydroguaiaretic acid, 0, 30, 60, 80, 100, 120, and 140 μM) and incubated for 24 h. Then, the supernatants are discarded and MTT (0.5 mg/mL) is added to each well and incubated at 37°C in 5% CO2 for an additional 4 h. Following, the MTT is removed and 150 μL of formazan in DMSO is added to terminate response and then plates are set to the table shaker for 5 min at low speed. Cell proliferation is evaluated by measuring the absorbance at 570 nm using ELISA Plate Reader. The IC50 values are calculated by SPSS statistics 17.0[2].

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Administration
[3]

Mice[3]
Seven-week-old male control C57BL/6J mice, male leptin-deficient (ob/ob) mice, and male Pparα-deficient mutant mice (B6.129S4-Pparatm1Gonz/J) are used. These mice are fed a standard chow diet for 1 wk to allow them to acclimatize to a controlled new environment (25±2°C, 55±5% relative humidity with a 12-h light-dark cycle). Subsequently, one group of ob/ob mice is switched to a chow diet supplemented with either low- (0.83 g/kg chow diet) or high-dose (2.5 g/kg chow diet) Nordihydroguaiaretic acid and maintained on this diet for 16 wk. The other groups of ob/ob mice and control mice continue to be fed a normal chow diet for 16 wk. In another set of studies, C57BL/6J mice and Pparα-deficient mutant mice are fed either a high-fat diet (~60% of total calories come from fat), or the same high-fat diet supplemented with a high dose of Nordihydroguaiaretic acid (2.5 g/kg diet). Food intake and body weights are measured once a week throughout the experiment.

MCE has not independently confirmed the accuracy of these methods. They are for reference only.

參考文獻(xiàn)

完整儲(chǔ)備液配制表

* 請(qǐng)根據(jù)產(chǎn)品在不同溶劑中的溶解度選擇合適的溶劑配制儲(chǔ)備液;一旦配成溶液,請(qǐng)分裝保存,避免反復(fù)凍融造成的產(chǎn)品失效。
儲(chǔ)備液的保存方式和期限:-80°C, 2 years; -20°C, 1 year。-80°C儲(chǔ)存時(shí),請(qǐng)?jiān)?年內(nèi)使用,-20°C儲(chǔ)存時(shí),請(qǐng)?jiān)?年內(nèi)使用。

可選溶劑 濃度 溶劑體積 質(zhì)量 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.3073 mL 16.5366 mL 33.0732 mL 82.6829 mL
5 mM 0.6615 mL 3.3073 mL 6.6146 mL 16.5366 mL
10 mM 0.3307 mL 1.6537 mL 3.3073 mL 8.2683 mL
15 mM 0.2205 mL 1.1024 mL 2.2049 mL 5.5122 mL
20 mM 0.1654 mL 0.8268 mL 1.6537 mL 4.1341 mL
25 mM 0.1323 mL 0.6615 mL 1.3229 mL 3.3073 mL
30 mM 0.1102 mL 0.5512 mL 1.1024 mL 2.7561 mL
40 mM 0.0827 mL 0.4134 mL 0.8268 mL 2.0671 mL
50 mM 0.0661 mL 0.3307 mL 0.6615 mL 1.6537 mL
60 mM 0.0551 mL 0.2756 mL 0.5512 mL 1.3780 mL
80 mM 0.0413 mL 0.2067 mL 0.4134 mL 1.0335 mL
100 mM 0.0331 mL 0.1654 mL 0.3307 mL 0.8268 mL
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產(chǎn)品名稱:
Nordihydroguaiaretic acid
目錄號(hào):
HY-N0198
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