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4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside

Phillyrin

CAS: 487-41-2;96420-61-0

Molecular Formula: C27H34O11

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  5. 4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside

4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside - Names and Identifiers

Name Phillyrin
Synonyms Forsythin
Phyllyrin
Phillyrin
Chionanthin
Phillyroside
PHEOPHYTHIN A (SH)
FORSYTHIN PHILLYRIN
Phillygenin-O-Beta-D-Glucopyranoside
β-D-Glucopyranoside,4-[(1S,3aR,4R,6aR)-4-(3,4-
dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl
4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside
4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl beta-D-glucopyranoside
(1S)-1β-[4-(β-D-Glucopyranosyloxy)-3-methoxyphenyl]-4α-(3,4-dimethoxyphenyl)-3aβ,4,6,6aβ-tetrahydro-1H,3H-furo[3,4-c]furan
4-(4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-2-methoxyphenyl, (1S-(1alpha,3aalpha,4beta,6aalpha))-beta-D-glucopyranoside
beta-D-Glucopyranoside, 4-(4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo(3,4-c)furan-1-yl)-2-methoxyphenyl, (1S-(1alpha,3aalpha,4beta,6aalpha))-
CAS 487-41-2
96420-61-0
InChI InChI=1/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25?,26+,27+/m0/s1

4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside - Physico-chemical Properties

Molecular FormulaC27H34O11
Molar Mass534.55
Density1.361±0.06 g/cm3(Predicted)
Melting Pointapproximate 157℃
Boling Point730.4±60.0 °C(Predicted)
Specific Rotation(α)(c, 0.25 in MeOH)+46.9
Flash Point395.5°C
Solubility Soluble in chloroform methanol mixed solvent, DMSO, etc.
Vapor Presure2.14E-22mmHg at 25°C
AppearanceColorless needle crystal (chloroform-methanol)
ColorOff-White to Pale Beige
pKa12.81±0.70(Predicted)
Storage ConditionSealed in dry,Room Temperature
Refractive Index1.596
MDLMFCD00467090
Physical and Chemical PropertiesWhite crystalline powder, soluble in benzene, ether, chloroform, derived from Forsythia Forsythia, dried Rehmannia Rehmannia glutinosa, golden flower fruit.

4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside - Risk and Safety

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

4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside - Reference

Reference
Show more
1. Yang Bin, Zhao Jun, Liu Fang, etc. Quality Evaluation of forsythia suspensa based on fingerprint combined with pattern recognition [J]. China Modern Applied Pharmacy, 2020, v.37(03):40-46.
2. Zhang junshun, Jiang Jiayuan, Jiang Xiaoyu, etc. Optimization of extraction process and antibacterial activity of phillyrin.
3. Zhang Hui, Li Siyu, Feng Hongling, etc. Study on quality control of Shuanghuanglian preparation based on effective component index [J]. Chinese Journal of Pharmacy, 2019, 054(012):2149-2154.
4. Li Na, Li genjiao, Fan Lei, Chen zhangbao. Comparative study on quality of Shuanghuanglian oral liquid prepared with Flos lonicerae and Flos lonicerae [J]. Northwest Pharmaceutical Journal, 2018,33(01):6-10.
5. Ma Lisha, Jia Jinping, Zhang Yuanbo, et al. Comparative study on biological activity of different parts of forsythia suspensa [J]. Chemical Research and Application, 2018, 30(002):177-182.
6. Liu Shun, Dai Yuchen, Li Cunyu, et al. Study on quality standard of kanggan capsules [J]. Chinese Journal of Traditional Chinese Medicine, 2019(6):1310-1313.
7. Liu Ajing, Qi Guangcai, Liu Zhenye, et al. Determination of paeoniflorin, geniposide, baicalin and phillyrin in fangfeng Tongsheng pills by RP-HPLC [J]. Northwest Pharmaceutical Journal, 2012, 27(5):415-415.
8. Zhou Fei, Hu Rong, Liu Chenjie, et al. Comparison of pancreatic lipase activity inhibited by different processed products of forsythia suspensa leaves [J]. Journal of Shanxi University (Natural Science Edition), 2018, v.41;No.160(02):161-167.
9. Xu Lin, Song Jian, Feng Yu, Zhang Huimin. Simultaneous determination of eight components in Yinqiao powder with different particle sizes by UPLC [J]. Journal of Shandong University of Traditional Chinese Medicine, 2021,45(02):249-255.
10. Xu Lin, Song Jian, Feng Yu, Zhang Huimin. Simultaneous determination of eight components in Yinqiao powder with different particle sizes by UPLC [J]. Journal of Shandong University of Traditional Chinese Medicine, 2021,45(02):249-255.
11. Peng Ping, Xiong shaoxhe, Zhang Bei, Yi Jianping, Du Jing, Yang Xuan, fan Guoqiang, Gu Gul, Wang Zhibin. Study on quality evaluation of Qinlian preparation based on quality characterization of the whole party characteristic spectrum [J]. Chinese herbal medicine, 2021,52(05):1312-1322.
12. Xu Lin, Song Jian, Feng Yu, Zhang Huimin, Wang Ping. Orthogonal experimental study on extraction of Yinqiao powder with ultra-micro constant temperature [J]. Shi-zhen, National Medicine, 2020,31(09):2127-2130.
13. G. Qi, A. Liu, Z. Liu and Z. Bai, "A Novel HPLC Method for Determining Three Effective Components in Chinese Medicine," 2012 International Conference on Biomedical Engineering and Biotechnology, 2012, pp. 16-20, doi: 10.1109/iCBEB
14. Zhengqi Pan, Qinfen Wu, Zhe Xie, Qiang Wu, Xinti Tan, Xin Wang,Upregulation of HSP72 attenuates tendon adhesion by regulating fibroblast proliferation and collagen production via blockade of the STAT3 signaling pathway,Cellular Signalling,Volume 71,2020,10
15. [IF=6.529] Rui Guo et al."Uncovering the pharmacological mechanisms of Xijiao Dihuang decoction combined with Yinqiao powder in treating influenza viral pneumonia by an integrative pharmacology strategy."Biomed Pharmacother. 2021 Sep;141:111676
16. [IF=4.759] Yi Zhang et al."Screening of inhibitors against histone demethylation jumonji domain-containing protein 3 by capillary electrophoresis."J Chromatogr A. 2020 Feb;1613:460625
17. [IF=2.629] Yan Fenggen et al."Therapeutic Effects of Chinese Herbal Formula (PTQX) on NC/Nga Mice with Atopic Dermatitis-Like Skin Lesions."Evid-Based Compl Alt. 2019;2019:8359252
18. [IF=1.902] Pengshuo Yang et al."Analysis of chemical constituents and six compounds in Qu-feng-sheng-shi Granules via HPLC-ESI-Q/TOF-MSn and HPLC-UV technique."Biomed Chromatogr. 2020 Jul;34(7):e4829
19. [IF=1.618] Liu Haolong et al."Identification and Quantification of Bu Shen Yi Sui Capsule by UPLC-LTQ-Orbitrap-MSn and UPLC-QTOF-MS/MS."J Chromatogr Sci. 2021 Jul ;:

4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside - Reference Information

Plant source: Forsythia suspensa
biological activity Phillyrin is isolated from forsythia suspensa and has antibacterial and anti-inflammatory effects. Phillyrin had a potential inducing effect on CYP1A2 and CYP2D1 in rats without affecting CYP2C11 and CYP3A1/2 activity. Phillyrin has anti-influenza A virus activity.
target CYP1A2; CYP2D1
Cell Line: Human HepG2 hepatocyte cells
Concentration: 1 μM; 2.5 μM; 5 μM
Incubation Time: 24 hours
Result: Reduced FAS and SREBP-1c mRNA expression.
use forsythin has the functions of clearing away heat, detoxifying, dispersing knots and discharging pus, and treating warm heat, sores, scrofula, erysipelas, rash and influenza.
used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: lowering blood lipids and antioxidant effects.
Last Update:2024-04-09 21:54:55
4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside
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MedChemExpress (MCE)
Multiple SpecificationsSpot supply
Product Name: Phillyrin Visit Supplier Webpage Request for quotation
CAS: 487-41-2
Tel: 609-228-6898
Email: sales@medchemexpress.com
     tech@medchemexpress.com
Mobile: 609-228-6898
SKYRUN INDUSTRIAL CO.,LTD
Spot supply
Product Name: Pillyrin Visit Supplier Webpage Request for quotation
CAS: 487-41-2
Tel: +86 0571-86722205
Email: sales@chinaskyrun.com
Mobile: +8618958170122
QQ: 2531159185 Click to send a QQ messageSend QQ message
Wechat: chinaskyrun
SHANGHAI ACMEC BIOCHEMICAL TECHNOLOGY CO., LTD.
Spot supply
Product Name: Phillyrin Visit Supplier Webpage Request for quotation
CAS: 487-41-2
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922 Click to send a QQ message
Wechat: 18621343501
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Shanghai Macklin Biochemical Co., Ltd
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Product Name: Forsythin Visit Supplier Webpage Request for quotation
CAS: 487-41-2
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328 Click to send a QQ message
WhatsApp: +86-18821248368
Shanghai Yuanye Bio-Technology Co., Ltd.
Spot supply
Product Name: Phillyrin Visit Supplier Webpage Request for quotation
CAS: 487-41-2
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
View History
4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside
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