Name | (1S,3aR,4S,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan |
Synonyms | Maglin Magnolin magnolin Medioresinol dimethyl ether 1H,3H-Furo[3,4-c]furan, 1-(3,4-dimethoxyphenyl) tetrahydro-4-(3,4,5-trimethoxyphenyl)-,(1S,3aR,4S,6aR)- (1S,3aR,4S,6aR)-1-(3,4-Dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan (1S,3aR,4S,6aR)-1-(3,4-dimethoxyphenyl)-4-(3,4,5-trimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan 1H,3H-Furo[3,4-c]furan, 1-(3,4-dimethoxyphenyl)tetrahydro-4-(3,4,5-trimethoxyphenyl)-, (1S,3aR,4S,6aR)- 1H,3H-furo[3,4-c]furan, 1-(3,4-dimethoxyphenyl)tetrahydro-4-(3,4,5-trimethoxyphenyl)-, (1S,3aR,4S,6aR)- |
CAS | 31008-18-1 |
InChI | InChI=1/C23H28O7/c1-24-17-7-6-13(8-18(17)25-2)21-15-11-30-22(16(15)12-29-21)14-9-19(26-3)23(28-5)20(10-14)27-4/h6-10,15-16,21-22H,11-12H2,1-5H3/t15-,16-,21+,22+/m0/s1 |
Molecular Formula | C23H28O7 |
Molar Mass | 416.46 |
Density | 1.178±0.06 g/cm3(Predicted) |
Melting Point | 91.4-92.9 °C |
Boling Point | 536.9±50.0 °C(Predicted) |
Flash Point | 215.6°C |
Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
Vapor Presure | 4.66E-11mmHg at 25°C |
Appearance | Powder |
Color | White to Off-White |
Storage Condition | under inert gas (nitrogen or Argon) at 2–8 °C |
Refractive Index | 1.541 |
Physical and Chemical Properties | White crystalline powder, soluble in chloroform, is derived from flower buds of C. Chinensis, magnoliae magnoliae de NuData Desr. |
In vitro study | Magnolin is a natural compound abundantly found in Magnolia flos, which has been traditionally used in oriental medicine to treat headaches, nasal congestion and anti-inflammatory reactions. Magnolin targets the active pockets of ERK1 and ERK2, which are important signaling molecules in cancer cell metastasis. Magnolin inhibits NF-κB transactivation activity by suppressing the ERKs/RSK2 signaling pathway. Magnolin inhibits the production of tumor necrosis factor-α (TNF-α) and prostaglandin E2 (PGE2) by inhibiting extracellular signal-regulated kinases (ERKs), which are key signaling molecules in the regulation of cell proliferation, transformation and cancer cell metastasis. JB6 Cl41 cell migration enhanced by EGF treatment is dramatically suppressed by Magnolin treatment in a dose-dependent manner. Magnolin inhibits ERK1/2/RSK2 signaling-mediated IκBα phosphorylation at Ser32, resulting in the inhibition of NF-κB activation and cell migration. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
HS Code | 29329990 |
Reference Show more | 1. Zhu Zhide, Tan Hongsheng, Luo Yudong, et al. Simultaneous determination of three components in Shiwei chenhuang granules by HPLC-ELSD method [J]. Chinese patent medicine 2018 040(010):2206-2210. 2. Liu, Ling, Zhi, Xu, ran, Guo, Jin, et al. Simultaneous determination of six components in Fangzhi nasopharyngeal granules by HPLC-MS method [J]. Journal of Pharmaceutical Analysis 2014(5):830-835. 3. Liu, Ling, Zhi, Xu, ran, Ren, et al. Simultaneous determination of paeonol and magnolin in Fangzhi nasopharyngeal granules by HPLC [J]. West China Pharmaceutical Journal 2014(3):31-313. 4. Luo Yudong, Zhu Zhide, Tan Anyan, et al. Optimization of water extraction process of Shiwei chenhuang granules by multi-index comprehensive evaluation method [J]. China Contemporary Medicine, 2018, 025(023):4-7. 5. Wang Yongchun, Zhu Wei, Wang Ping, Wu Tiantian, Zhu Peifeng, Bao Ying, Feng Wenming, Sun Xinrong. Effect of magnolin combined with 5-fluorouracil on human gastric cancer cells [J]. Zhejiang traumatic surgery, 2019,24(05):874-877. 6. Yu Jun, Zhi-Hua Shi, Zhi-Peng Xiao. Effect of magnolin combined with cisplatin on lung cancer in mice [J]. Chinese Journal of Clinical Pharmacology, 2018, v.34;No.272(18):49-52. 7. Xin Zhao. Simultaneous determination of four lignans in extracts of magnoliae Flos by high performance liquid chromatography-mass spectrometry [J]. Analytical Chemistry, 2014(42):1804-1810. 8. Liu lingjiao, Zhi Xuran, Wu zonyao, etc. Determination of seven active components in Fangzhi nasopharyngeal granules by HPLC [J]. Chinese Journal of Pharmacy, 2014, 49(017):1554-1558. 9. Guang Yang, Xin Zhao, Guorong Fan,A modification on the vector cosine algorithm of Similarity Analysis for improved discriminative capacity and its application to the quality control of Magnoliae Flos,Journal of Chromatography A,Volume 1518,2017,Pages 10. Yang, P, Gao, R, Liu, Z 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. Biomedical Chromatography. 2020; 34:e4829. https://doi.org/10.1002/bmc.4829 11. [IF=6.529] Yeqing Huang et al."Magnolin inhibits prostate cancer cell growth in vitro and in vivo."Biomed Pharmacother. 2017 Mar;87:714 12. [IF=5.959] Yu Haiyang et al."Magnolin promotes autophagy and cell cycle arrest via blocking LIF/Stat3/Mcl-1 axis in human colorectal cancers."Cell Death Dis. 2018 Jun;9(6):1-13 13. [IF=4.759] Guang Yang et al."A modification on the vector cosine algorithm of Similarity Analysis for improved discriminative capacity and its application to the quality control of Magnoliae Flos."J Chromatogr A. 2017 Oct;1518:34 14. [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 |
biological activity | Magnolin is the main component of Magnolia flos (Shin-Yi), targeting ERK1 and ERK2,IC50s are 87 nM and 16.5 nM respectively, thus inhibiting Ras/ERKs/RSK2 signaling pathway. |
Target | Value |
ERK2 () | 16.5 nM |
ERK1 () | 87 nM |
use | magnolipids have anti-allergic, anti-inflammatory, antihypertensive and antibacterial effects. used for content determination/identification/pharmacological experiment, etc. |