Neomangiferin
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MedKoo CAT#: 584855

CAS#: 64809-67-2

Description: Neomangiferin is the main active constituent of Anemarrhena asphodeloides that has been used to treat inflammation, asthma, and pain.


Chemical Structure

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Neomangiferin
CAS# 64809-67-2

Theoretical Analysis

MedKoo Cat#: 584855
Name: Neomangiferin
CAS#: 64809-67-2
Chemical Formula: C25H28O16
Exact Mass: 584.14
Molecular Weight: 584.483
Elemental Analysis: C, 51.37; H, 4.83; O, 43.80

Price and Availability

Size Price Availability Quantity
10mg USD 575
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Synonym: Neomangiferin

IUPAC/Chemical Name: 9H-Xanthen-9-one, 2-beta-D-glucopyranosyl-7-(beta-D-glucopyranosyloxy)-1,3,6-trihydroxy-

InChi Key: VUWOVGXVRYBSGI-IRXABLMPSA-N

InChi Code: InChI=1S/C25H28O16/c26-4-12-17(31)20(34)22(36)24(39-12)14-8(29)3-11-15(19(14)33)16(30)6-1-10(7(28)2-9(6)38-11)40-25-23(37)21(35)18(32)13(5-27)41-25/h1-3,12-13,17-18,20-29,31-37H,4-5H2/t12-,13-,17-,18-,20+,21+,22-,23-,24+,25-/m1/s1

SMILES Code: O=C1C2=C(OC3=C1C=C(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)C(O)=C3)C=C(O)C([C@H]5[C@@H]([C@H]([C@@H]([C@@H](CO)O5)O)O)O)=C2O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: Neomangiferin is the main active constituent of Anemarrhena asphodeloides that has been used to treat inflammation, asthma, and pain.
In vitro activity: Neomangiferin was determined as the most effective molecule according to the results of studies with potential compounds determined by virtual screening and molecular docking to be GSK-3β inhibitors in the in vitro Alzheimer's model created by neuronal differentiation studies. Neomangiferin has been shown to have a protective role in induced neurodegeneration by the MTT method and Real Time Cell Analysis. It has been determined that Neomangiferin inhibits GSK-3β and reduces the level of phosphorylated tau. Reference: J Biomol Struct Dyn. 2023 Mar 22:1-9. https://pubmed.ncbi.nlm.nih.gov/36946204/
In vivo activity: This study was carried out to determine the effect and mechanism of action of neomangiferin (NG) on high-fat diet-induced nonalcoholic fatty liver disease (NAFLD) in rats. NG administration significantly reduced the final body weight, liver fat accumulation, and serum triglyceride (TG), total cholesterol (TC) concentrations, low-density lipoprotein cholesterol (LDL-C), glucose (GLU) levels, and hepatic TG, TC, malondialdehyde (MDA) levels, but increased serum high-density lipoprotein cholesterol (HDL-C) and hepatic superoxide dismutase (SOD) levels. Reference: Int Immunopharmacol. 2015 Mar;25(1):218-28. https://pubmed.ncbi.nlm.nih.gov/25661699/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 171.09

Preparing Stock Solutions

The following data is based on the product molecular weight 584.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Uzunhisarcıklı E, Çelik İ, Yerer MB. Detection of natural compounds by virtual screening, molecular docking and dynamics studies and evaluation of their effects on tau level in vitro Alzheimer's model. J Biomol Struct Dyn. 2023 Mar 22:1-9. doi: 10.1080/07391102.2023.2192806. Epub ahead of print. PMID: 36946204. 2. Lim SM, Kang GD, Jeong JJ, Choi HS, Kim DH. Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice. Phytomedicine. 2016 Feb 15;23(2):131-40. doi: 10.1016/j.phymed.2016.01.002. Epub 2016 Jan 22. PMID: 26926174. 3. Zhou C, Zhou J, Han N, Liu Z, Xiao B, Yin J. Beneficial effects of neomangiferin on high fat diet-induced nonalcoholic fatty liver disease in rats. Int Immunopharmacol. 2015 Mar;25(1):218-28. doi: 10.1016/j.intimp.2015.01.027. Epub 2015 Feb 7. PMID: 25661699.
In vitro protocol: 1. Uzunhisarcıklı E, Çelik İ, Yerer MB. Detection of natural compounds by virtual screening, molecular docking and dynamics studies and evaluation of their effects on tau level in vitro Alzheimer's model. J Biomol Struct Dyn. 2023 Mar 22:1-9. doi: 10.1080/07391102.2023.2192806. Epub ahead of print. PMID: 36946204. 2. Lim SM, Kang GD, Jeong JJ, Choi HS, Kim DH. Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice. Phytomedicine. 2016 Feb 15;23(2):131-40. doi: 10.1016/j.phymed.2016.01.002. Epub 2016 Jan 22. PMID: 26926174.
In vivo protocol: 1. Lim SM, Kang GD, Jeong JJ, Choi HS, Kim DH. Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice. Phytomedicine. 2016 Feb 15;23(2):131-40. doi: 10.1016/j.phymed.2016.01.002. Epub 2016 Jan 22. PMID: 26926174. 2. Zhou C, Zhou J, Han N, Liu Z, Xiao B, Yin J. Beneficial effects of neomangiferin on high fat diet-induced nonalcoholic fatty liver disease in rats. Int Immunopharmacol. 2015 Mar;25(1):218-28. doi: 10.1016/j.intimp.2015.01.027. Epub 2015 Feb 7. PMID: 25661699.

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1: Lim SM, Kang GD, Jeong JJ, Choi HS, Kim DH. Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice. Phytomedicine. 2016 Feb 15;23(2):131-40. doi: 10.1016/j.phymed.2016.01.002. Epub 2016 Jan 22. PubMed PMID: 26926174.

2: Qiu X, Zhao JL, Hao C, Yuan C, Tian N, Xu ZS, Zou RM. Simultaneous determination of mangiferin and neomangiferin in rat plasma by UPLC-MS/MS and its application for pharmacokinetic study. J Pharm Biomed Anal. 2016 May 30;124:138-142. doi: 10.1016/j.jpba.2016.02.034. Epub 2016 Feb 26. PubMed PMID: 26945635.

3: Wei X, Liang D, Wang Q, Meng X, Li Z. Total synthesis of mangiferin, homomangiferin, and neomangiferin. Org Biomol Chem. 2016 Sep 21;14(37):8821-8831. PubMed PMID: 27714296.

4: Wang HT, Li J, Ma ST, Feng WY, Wang Q, Zhou HY, Zhao JM, Yao J. A study on the prevention and treatment of murine calvarial inflammatory osteolysis induced by ultra-high-molecular-weight polyethylene particles with neomangiferin. Exp Ther Med. 2018 Nov;16(5):3889-3896. doi: 10.3892/etm.2018.6725. Epub 2018 Sep 11. PubMed PMID: 30402145; PubMed Central PMCID: PMC6200963.

5: Zhou C, Zhou J, Han N, Liu Z, Xiao B, Yin J. Beneficial effects of neomangiferin on high fat diet-induced nonalcoholic fatty liver disease in rats. Int Immunopharmacol. 2015 Mar;25(1):218-28. doi: 10.1016/j.intimp.2015.01.027. Epub 2015 Feb 7. PubMed PMID: 25661699.

6: Yang B, Liu Z, Shang S, Qin X, Xia P. Quantification of neomangiferin in rat plasma by liquid chromatography-tandem mass spectrometry and its application to bioavailability study. J Pharm Anal. 2016 Oct;6(5):335-340. doi: 10.1016/j.jpha.2016.03.005. Epub 2016 Mar 28. PubMed PMID: 29404001; PubMed Central PMCID: PMC5762620.

7: Liu T, An XN, Liu DL, Wei YJ. A comparison of several second-order algorithms for simultaneous determination of neomangiferin and mangiferin with severe spectral overlapping in Anemarrhenae Rhizoma. Spectrochim Acta A Mol Biomol Spectrosc. 2019 Feb 5;208:172-178. doi: 10.1016/j.saa.2018.09.057. Epub 2018 Oct 2. PubMed PMID: 30312844.

8: Xu L, Li A, Sun A, Liu R. Preparative isolation of neomangiferin and mangiferin from Rhizoma anemarrhenae by high-speed countercurrent chromatography using ionic liquids as a two-phase solvent system modifier. J Sep Sci. 2010 Jan;33(1):31-6. doi: 10.1002/jssc.200900528. PubMed PMID: 19950352.

9: Zhou T, Zhu Z, Wang C, Fan G, Peng J, Chai Y, Wu Y. On-line purity monitoring in high-speed counter-current chromatography: application of HSCCC-HPLC-DAD for the preparation of 5-HMF, neomangiferin and mangiferin from Anemarrhena asphodeloides Bunge. J Pharm Biomed Anal. 2007 May 9;44(1):96-100. Epub 2007 Feb 4. PubMed PMID: 17349768.

10: Yang B, Liu Z, Wang Q, Chai Y, Xia P. Pharmacokinetic comparison of seven major bioactive components in normal and depression model rats after oral administration of Baihe Zhimu decoction by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal. 2018 Jan 30;148:119-127. doi: 10.1016/j.jpba.2017.09.031. Epub 2017 Sep 28. PubMed PMID: 28987996.

11: Ehianeta TS, Laval S, Yu B. Bio- and chemical syntheses of mangiferin and congeners. Biofactors. 2016 Sep 10;42(5):445-458. doi: 10.1002/biof.1279. Epub 2016 Apr 6. Review. PubMed PMID: 27774668.

12: Nian SH, Li HJ, Liu EH, Li P. Comparison of α-glucosidase inhibitory effect and bioactive constituents of Anemarrhenae Rhizoma and Fibrous Roots. J Pharm Biomed Anal. 2017 Oct 25;145:195-202. doi: 10.1016/j.jpba.2017.06.039. Epub 2017 Jun 19. PubMed PMID: 28666166.

13: Li G, Tang Z, Yang J, Duan J, Qian D, Guo J, Zhu Z, Liu H. Simultaneous determination of five components in rat plasma by UPLC-MS/MS and its application to a comparative pharmacokinetic study in Baihe Zhimu Tang and Zhimu extract. Molecules. 2015 Apr 15;20(4):6700-14. doi: 10.3390/molecules20046700. PubMed PMID: 25884551; PubMed Central PMCID: PMC6272737.

14: Xie YY, Wang XM, Wang SH, Wang YM, Tian HF, Yuan YS, Li HY, Liang QL, Luo GA. Metabolism and pharmacokinetics of major polyphenol components in rat plasma after oral administration of total flavonoid tablet from Anemarrhenae Rhizoma. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Jul 15;1026:134-144. doi: 10.1016/j.jchromb.2015.12.003. Epub 2015 Dec 8. PubMed PMID: 26698235.

15: Sun YG, Du YF, Yang K, Chang L, Cao L, Ren YP, Sun Q, Wang Q, Zhang LT, Lv PT. A comparative study on the pharmacokinetics of a traditional Chinese herbal preparation with the single herb extracts in rats by LC-MS/MS method. J Pharm Biomed Anal. 2013 Jul-Aug;81-82:34-43. doi: 10.1016/j.jpba.2013.03.022. Epub 2013 Apr 6. PubMed PMID: 23624157.

16: Zhu L, Wang Z, Zhai X, Sui Z, Wang D, Li Q, Bi K, He B, Wang T. Simultaneous quantitative determination of 13 active components in the traditional Chinese medicinal preparation Suanzaoren oral liquid by HPLC coupled with diode array detection and evaporative light scattering detection. J Sep Sci. 2017 Jun;40(11):2320-2325. doi: 10.1002/jssc.201700061. Epub 2017 Apr 24. PubMed PMID: 28371233.

17: Wu Y, Gao H, Song ZB. [HPLC-PDA-CAD Fingerprints of Salt Anemarrhenae Rhizoma]. Zhong Yao Cai. 2015 May;38(5):942-7. Chinese. PubMed PMID: 26767285.

18: Nian S, Liu E, Fan Y, Alolga RN, Li H, Li P. Orthogonal separation protocol for the simultaneous preparation of four medically active compounds from Anemarrhenae Rhizoma by sequential polyamide and macroporous resin adsorbent chromatography. J Sep Sci. 2016 Aug;39(16):3195-204. doi: 10.1002/jssc.201600274. Epub 2016 Jul 18. PubMed PMID: 27333871.

19: Du Y, He B, Li Q, He J, Wang D, Bi K. Simultaneous determination of multiple active components in rat plasma using ultra-fast liquid chromatography with tandem mass spectrometry and application to a comparative pharmacokinetic study after oral administration of Suan-Zao-Ren decoction and Suan-Zao-Ren granule. J Sep Sci. 2017 May;40(10):2097-2106. doi: 10.1002/jssc.201601383. Epub 2017 Apr 21. PubMed PMID: 28345817.

20: Wang Y, Dan Y, Yang D, Hu Y, Zhang L, Zhang C, Zhu H, Cui Z, Li M, Liu Y. The genus Anemarrhena Bunge: A review on ethnopharmacology, phytochemistry and pharmacology. J Ethnopharmacol. 2014 Apr 11;153(1):42-60. doi: 10.1016/j.jep.2014.02.013. Epub 2014 Feb 17. Review. PubMed PMID: 24556224.