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D0817

Sigma-Aldrich

(−)- 鱼藤素

>98% (HPLC), powder

别名:

(7aS,13aS)-13,13a-二氢-9,10-二甲氧基-3,3-二甲基-3H-双[1]苯并吡喃并[3,4-b:6′,5′-e]吡喃-7(7aH)-酮

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About This Item

经验公式（希尔记法）:
C23H22O6
CAS号:
522-17-8
分子量:
394.42
MDL號碼:
MFCD01740600
分類程式碼代碼:
12352200
PubChem物質ID:
329798641
NACRES:
NA.77

化驗

>98% (HPLC)

形狀

powder

光學活性

[α]/D -70 to -80°, c = 0.2 in methanol

顏色

white to beige

mp

85-87 °C (lit.)

溶解度

DMSO: 10 mg/mL, clear

儲存溫度

−20°C

SMILES 字串

COc1cc2OC[C@H]3Oc4c(ccc5OC(C)(C)C=Cc45)C(=O)[C@H]3c2cc1OC

InChI

1S/C23H22O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10,19-20H,11H2,1-4H3/t19-,20+/m1/s1

InChI 密鑰

ORDAZKGHSNRHTD-UXHICEINSA-N

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應用

(−)-鱼藤素已被用作：
  • 一种烟酰胺腺嘌呤二核苷酸氢 (NADH) 脱氢酶 (复合物 I) 抑制剂，用于研究其对人肝癌细胞 (HepG2) 和人肾近端小管上皮细胞 (RPTEC) 线粒体呼吸抑制的影响
  • 一种抗病毒化合物，用于研究对人巨细胞病毒 (HCMV) 感染的人包皮成纤维细胞 (HFF) 细胞的抑制作用
  • 高效液相色谱 (HPLC) 的分析标准品

生化／生理作用

鱼藤素是一种天然类胡萝卜素化合物，大量存在于豆科植物的树皮、叶子、种子和根中。鱼藤素已被研究作为抗皮肤癌、肺癌和乳腺肿瘤发生的一种治疗剂。
活化的Akt抑制剂。不影响MAPK、ERK1/2或JNK。抗癌，化学保护剂。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

分析证书(COA)

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Rahel Sarah Varughese et al.
Cancer, 125(11), 1789-1798 (2019-04-02)
Deguelin is a rotenoid compound that exists in abundant quantities in the bark, roots, and leaves of the Leguminosae family of plants. An analysis of evidence from both in vitro and in vivo studies suggests that deguelin displays potent anticancer
Bin-Chuan Ji et al.
Oncology reports, 27(4), 959-964 (2012-01-10)
It has been shown that deguelin, one of the compounds of rotenoids from flavonoid family, induced cytotoxic effects through induction of cell cycle arrest and apoptosis in many types of human cancer cell lines, but deguelin-affected DNA damage and repair
Zhao-hui Chu et al.
Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine, 9(5), 533-538 (2011-05-14)
To study the effects of deguelin on proliferation and apoptosis of human breast cancer cell line MCF-7 and on phosphatidylinositol 3-kinase/protein kinase B (PI3K/Akt) signaling pathway. After treatment with 0, 1, 5, 10, 15 and 20 μmol/L of deguelin for
Dong-Jo Chang et al.
Journal of medicinal chemistry, 55(24), 10863-10884 (2012-11-29)
Deguelin exhibits potent apoptotic and antiangiogenic activities in a variety of transformed cells and cancer cells. Deguelin also exhibits potent tumor suppressive effects in xenograft tumor models for many human cancers. Our initial studies confirmed that deguelin disrupts ATP binding
Vijayalakshmi Thamilselvan et al.
International journal of cancer, 129(12), 2916-2927 (2011-04-08)
Activation of survival pathways has been associated with chemoresistance and progression of androgen independence which places a major obstacle to successful treatment of metastatic prostate cancer. Deguelin, a rotenoid isolated from Mundulea sericea, has an anticancer effect against several types
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