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51938-32-0

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one (non-preferred name)

CAS: 51938-32-0

Molecular Formula: C26H28O14

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51938-32-0 - Names and Identifiers

Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one (non-preferred name)
Synonyms Shaftoside
Schaftoside
Apigenin-6-Glucoside-8-Arabinoside
APIGENIN-6-GLUCOSIDE-8-ARABINOSIDE
Apigenin 8-C-α-L-arabinoside 6-C-β-D-glucoside
6-C-beta-D-Glucosyl-8-C-alpha-L-arabinosylapigenin
4',5,7-Trihydroxy-6-(β-D-glucopyranosyl)-8-(α-L-arabinopyranosyl)flavone
8-(α-L-Arabinopyranosyl)-6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2ytetrahydH-chromen-4-one (non-preferred name)
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2R,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one (non-preferred name)
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]-8-[(2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]-4H-chromen-4-one (non-preferred name)
CAS 51938-32-0
InChI InChI=1/C26H28O14/c27-6-13-18(32)21(35)23(37)26(40-13)15-19(33)14-10(29)5-12(8-1-3-9(28)4-2-8)39-24(14)16(20(15)34)25-22(36)17(31)11(30)7-38-25/h1-5,11,13,17-18,21-23,25-28,30-37H,6-7H2/t11-,13+,17-,18+,21-,22+,23+,25-,26-/m0/s1
InChIKey NIABBGMPPWXWOJ-JQSBCWDXSA-N

51938-32-0 - Physico-chemical Properties

Molecular FormulaC26H28O14
Molar Mass564.5
Density1.766
Melting Point228℃
Boling Point935.0±65.0 °C(Predicted)
Specific Rotation(α)+63.7 (Py)
Flash Point314.3°C
Solubility Soluble in hot methanol, DMSO and other solvents, insoluble in petroleum ether, chloroform.
Vapor Presure0mmHg at 25°C
AppearanceYellow crystal
pKa5.70±0.40(Predicted)
Storage Condition2-8°C
Refractive Index1.758
Physical and Chemical PropertiesWhite crystalline powder, soluble in methanol, derived from Desmodium Desmodium.
In vitro study Schaftoside inhibits three pro-inflammatory enzymatic activities: secretory phospholipase A2 (sPLA2), lipoxygenase (LOX), and cyclooxygenase 2 (COX-2). Schaftoside also inhibits mRNA and protein expressions of proinflammatory cytokines(IL-1β, TNF-α, and IL-6).

51938-32-0 - Risk and Safety

Safety Description24/25 - Avoid contact with skin and eyes.
WGK Germany3
RTECSDJ2977250
HS Code29389090

51938-32-0 - Reference

Reference
Show more
1. Yu Mengmeng, Wu Ling, si Jinping, Liu Jingjing, Yu Zhixiang, Wang Huacheng, Zhang Min, Rongsong. Screening of endophytic fungi from dendrobium officinale based on polysaccharides and flavonoids [J]. Chinese Journal of Traditional Chinese Medicine, 2016,41(12):2208-2212.
2. Luo, Hui-Long, et al. "A systematic quality control method of Huang Qi detection: simultaneous determination of eleven flavonoids and seven triterpenoid saponins by UHPLC-MS." Analytical Methods 6.13 (2014): 4593-4601.
3. Zhu, Bo, et al. "fungal elicitors stimulate biomass and active ingredients accumulation in dendrobium catenatum plantlets." Biologia 73.10 (2018): 917-926.https://doi.org/10.2478/s11756-018-0091-9
4. [IF=2.896] Tian-Ming Wang et al."Simultaneous determination of 14 major components in Longhu Rendan pills by ultra-high-performance liquid chromatography coupled with electrospray ionisation tandem mass spectrometry."Anal Methods-Uk. 2014 Apr;6(9):2923-2929
5. [IF=2.896] Hui-Long Luo et al."A systematic quality control method of Huangqi decoction: simultaneous determination of eleven flavonoids and seven triterpenoid saponins by UHPLC-MS."Anal Methods-Uk. 2014 Jun;6(13):4593-4601
6. [IF=1.35] Zhu Bo et al."Fungal elicitors stimulate biomass and active ingredients accumulation in Dendrobium catenatum plantlets."Biologia. 2018 Oct;73(10):917-926
7. [IF=6.475] Xinfeng Zhang et al."Identification and quantitative analysis of phenolic glycosides with antioxidant activity in methanolic extract of Dendrobium catenatum flowers and selection of quality control herb-markers."Food Res Int. 2019 Sep;123:732
8. [IF=6.023] Yajing Fang et al."Structure-activity relationship and mechanism of flavonoids on the inhibitory activity of P-glycoprotein (P-gp)-mediated transport of rhodamine123 and daunorubicin in P-gp overexpressed human mouth epidermal carcinoma (KB/MDR) cells."Fo
9. [IF=7.514] YueTong Yu et al."Identification and Quantification of Oligomeric Proanthocyanidins, Alkaloids, and Flavonoids in Lotus Seeds: A Potentially Rich Source of Bioactive Compounds."Food Chem. 2022 Jan;:132124
10. [IF=4.412] Haifan Liu et al."Pharmacokinetics, Prostate Distribution and Metabolic Characteristics of Four Representative Flavones after Oral Administration of the Aerial Part of Glycyrrhiza uralensis in Rats."MOLECULES. 2022 Jan;27(10):3245
51938-32-0
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Shanghai Yuanye Bio-Technology Co., Ltd.
Featured ProductsSpot supply
Product Name: Schaftoside Visit Supplier Webpage Request for quotation
CAS: 51938-32-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
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51938-32-0
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