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71162

Sigma-Aldrich

柚皮苷

≥95% (HPLC)

同義詞:

4‘;5,7-三羟基黄酮 7-鼠李糖苷, 柚皮素 7-新橙皮苷, 柚皮素-7-鼠李糖苷, 柚皮苷

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About This Item

經驗公式(希爾表示法):
C27H32O14
CAS號碼:
分子量::
580.53
Beilstein:
102012
EC號碼:
MDL號碼:
分類程式碼代碼:
12352201
PubChem物質ID:
NACRES:
NA.47
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品質等級

化驗

≥95% (HPLC)

形狀

powder

光學活性

[α]20/D −80±10°, c = 1% in ethanol

mp

83  °C ((181 °F ))

溶解度

ethanol: o.1 g/10 mL, clear to hazy, colorless to light greenish-yellow

SMILES 字串

C[C@@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2Oc3cc(O)c4C(=O)CC(Oc4c3)c5ccc(O)cc5)[C@H](O)[C@H](O)[C@H]1O

InChI

1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16?,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

InChI 密鑰

DFPMSGMNTNDNHN-JJLSSNRUSA-N

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應用

柚皮苷用于:
  • 作为苦味剂,比较 果蝇 幼虫和成虫的行为反应(2)
  • 研究其抗炎特性,确定其对髓核(NP)细胞的作用(3)
  • 确定其对骨代谢的影响,如成骨分化、抑制破骨细胞形成(4)。

生化/生理作用

柚皮苷可以与信号分子相互作用,调节信号通路。具有抗炎和抗癌活性。它还对氧化应激、骨骼再生、遗传损伤、代谢综合征和中枢神经系统(CNS)疾病具有药理作用。[1]
柚皮苷是葡萄柚和其他柑橘类水果中的黄酮类化合物,可强效抑制肠道有机阴离子转运多肽 1A2 (OATP1A2)。因此,葡萄柚汁可降低同时服用的许多药物的生物利用度。

其他說明

为了全面了解我们针对客户研究提供的各种二糖产品,建议您访问我们的碳水化合物分类页面。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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Luís F Mendes et al.
Scientific reports, 9(1), 14906-14906 (2019-10-19)
The ability of flavonoids to attenuate macrophage pro-inflammatory activity and to promote macrophage-mediated resolution of inflammation is still poorly understood at the biochemical level. In this study, we have employed NMR metabolomics to assess how therapeutically promising flavonoids (quercetin, naringenin
Marcelo Silva et al.
Industrial & engineering chemistry research, 57(28), 9210-9221 (2018-10-03)
Liquid-liquid extraction (LLE) can be an effective strategy for the purification of polyphenols from a fermentation broth. However, solvents need to be chosen to ensure high extraction capacity and selectivity. For that purpose, a systematic study is here presented, where
Therapeutic potential of naringin: an overview
Chen R, et al.
Pharmaceutical biology, 54(12), 3203-3210 (2016)
Susana Ferreyra et al.
Food chemistry, 338, 128030-128030 (2020-09-16)
A liquid chromatography method coupling diode-array and fluorescence detectors (DAD and FLD, respectively) has been developed for the simultaneous quantification of 32 phenolic compounds (PCs) in winemaking products. With the combination of both detectors it was possible to determine phenolic
Yi-Chu Nie et al.
Journal of medicinal food, 15(10), 894-900 (2012-09-19)
Naringin, a well-known flavanone glycoside of grapefruit and citrus fruits, was found to be as an effective anti-inflammatory compound in our previous lipopolysaccharide-induced acute lung injury mouse model via blockading activity of nuclear factor κB. The current study sought to

Questions

1–2 of 2 Questions  
  1. What is the stereochemistry of this compound? Is it R or S ?

    1 answer
    1. This product is the S form of Naringin. The material is a disaccharide derivative that is (S)-naringenin substituted by a 2-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. The compound has a total of eleven chiral centers.

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  2. Is this product available?

    1 answer
    1. The availability of this product may differ from region to region or country to country. The information you are requesting can be supplied by our Technical Service team who can assist you with further. We kindly ask you to navigate to the link https://www.sigmaaldrich.com/techservice, click on "Product Technical Inquires" under the Products Section with all the required information so that a member of our team can reach out to you to assist further. Thank you.

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