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G8761

Sigma-Aldrich

（±）-棉酚 来源于棉花种子

≥95% (HPLC), powder, PAF antagonist/inhibitor

别名:

(±)-2,2′-双（8-甲酰基-1,6,7-三羟基-5-异丙基-3-甲基萘）

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About This Item

经验公式（希尔记法）:
C30H30O8
CAS号:
303-45-7
分子量:
518.55
MDL號碼:
MFCD00017352
分類程式碼代碼:
12352200
PubChem物質ID:
24895349
NACRES:
NA.77

product name

（±）-棉酚 来源于棉花种子, ≥95% (HPLC)

品質等級

200

化驗

≥95% (HPLC)

儲存溫度

2-8°C

SMILES 字串

O=C([H])C1=C(C(O)=C(C2=C(C)C=C(C(C(C)C)=C(O)C(O)=C3C([H])=O)C3=C2O)C(C)=C4)C4=C(C(C)C)C(O)=C1O

InChI

1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3

InChI 密鑰

QBKSWRVVCFFDOT-UHFFFAOYSA-N

基因資訊

human ... AKR1B1(231) , BAD(572) , BCL2(596) , LDHA(3939) , LDHB(3945) , MCL1(4170)

一般說明

棉酚被视为抗生育剂。在棉籽中以黄色色素存在。该反应性倍半萜烯醛存在于锦葵科植物中，分子量为518.54。

應用

棉籽中的（±）-棉酚用于：
  • 作为标准品，定量叶子和花蕾提取物中的棉酚含量
  • 研究其对NMRI小鼠精子发生的抗生育作用
  • 分析其对人类精子的作用
  • 纳入人工饲料中饲养幼体

生化／生理作用

棉酚是一种男性抗生育剂以及PAF的拮抗剂/抑制剂。棉酚（Gossypol）是一种在棉籽中发现的有毒色素，其名称来源于棉花植物的植物学名称，Gossypium。Gossypium是从两种Gossypium（多毛棉和巴巴丁棉）之间选择的杂交种中提取的。 作为PAF的拮抗剂/抑制剂，Gossypium可显著抑制白三烯B4、白三烯D4和PAF-乙醚刺激的豚鼠肺实质条带的收缩反应。

象形圖

Health hazardExclamation mark
GHS08,GHS07

訊號詞

Danger

危險聲明

H302,H360F

危險分類

Acute Tox. 4 Oral - Repr. 1B

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類（WGK）

WGK 3

個人防護裝備

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

分析证书(COA)

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D-(+)-棉子糖 五水合物 ≥98.0% (HPLC)

Sigma-Aldrich

R0250

D-(+)-棉子糖 五水合物

和厚朴酚 ≥98% (HPLC), powder

Sigma-Aldrich

H4914

和厚朴酚

Transcriptional responses underlying the hormetic and detrimental effects of the plant secondary metabolite gossypol on the generalist herbivore Helicoverpa armigera
de la Paz Celorio-Mancera M, et al.
BMC Genomics, 12(1), 575-575 (2011)
Saiyi Zhong et al.
Anticancer research, 33(3), 949-955 (2013-03-14)
Breast cancer is the most commonly diagnosed cancer in women. Obesity is an important risk factor for developing breast cancer and is one of few risk factors that women can modify to prevent cancer. (-)-Gossypol-enriched cottonseed oil [(-)-GPCSO] contains 65%
G Sarwar Gilani et al.
The British journal of nutrition, 108 Suppl 2, S315-S332 (2012-10-31)
Dietary antinutritional factors have been reported to adversely affect the digestibility of protein, bioavailability of amino acids and protein quality of foods. Published data on these negative effects of major dietary antinutritional factors are summarized in this manuscript. Digestibility and
Nariman Ansari et al.
Methods in cell biology, 113, 295-309 (2013-01-16)
Cell-based assays are essential in both basic research and drug discovery. Three-dimensional cellular spheroids are more realistic models of tumors and healthy tissues compared to standard two-dimensional cultures. Employing spheroids improves the reliability and the physiological significance of cell-based assays.
Carlos A Zelaya et al.
Acta crystallographica. Section C, Crystal structure communications, 69(Pt 4), 439-443 (2013-04-13)
Di(phenylpropylamino)gossypol [systematic name: 2,2'-bis{1,6-dihydroxy-5-isopropyl-8-[(3-phenylpropylamino)methylidene]naphthalen-7-one}, C48H52N2O6, was formed by reaction of the dimeric natural product gossypol with 3-phenylpropylamine. The structure of this compound has its two naphthalene ring systems oriented approximately perpendicular to each other, and the two pendant phenylpropyl groups
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