Typhaneoside
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MedKoo CAT#: 462741

CAS#: 104472-68-6

Description: Typhaneoside is a major flavonoid in the extract of Pollen Typhae, showing significant biological and pharmacological effects. It has been shown to reduce the cell viability of acute myeloid leukemia cells and arrest the cell cycle at the G2/M phase by regulating the expression of associated proteins. Typhaneoside has also been shown to significantly induces apoptosis in acute myeloid leukemia cells.

Chemical Structure

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Typhaneoside
CAS# 104472-68-6
Instruction

Theoretical Analysis

MedKoo Cat#: 462741
Name: Typhaneoside
CAS#: 104472-68-6
Chemical Formula: C34H42O20
Exact Mass: 770.23
Molecular Weight: 770.690
Elemental Analysis: C, 52.99; H, 5.49; O, 41.52

Price and Availability

Size Price Availability Quantity
25mg USD -2 2 Weeks
50mg USD -2 2 Weeks
100mg USD -2 2 Weeks
200mg USD -2 2 Weeks
500mg USD -2 2 Weeks
1g USD -2 2 Weeks
2g USD -2 2 Weeks
5g USD -2 2 Weeks
10mg USD 340 2 Weeks
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Synonym: Typhaneoside;

IUPAC/Chemical Name: 3-(((3R,4S,5S,6R)-4,5-dihydroxy-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one

InChi Key: POMAQDQEVHXLGT-QQVXUORWSA-N

InChi Code: InChI=1S/C34H42O20/c1-10-20(38)24(42)27(45)32(49-10)48-9-18-22(40)26(44)31(54-33-28(46)25(43)21(39)11(2)50-33)34(52-18)53-30-23(41)19-15(37)7-13(35)8-17(19)51-29(30)12-4-5-14(36)16(6-12)47-3/h4-8,10-11,18,20-22,24-28,31-40,42-46H,9H2,1-3H3/t10-,11-,18+,20-,21-,22+,24+,25+,26-,27+,28+,31+,32+,33-,34?/m0/s1

SMILES Code: COc1c(O)ccc(C2=C(C(c3c(O2)cc(O)cc3O)=O)OC4O[C@@H]([C@H]([C@@H]([C@H]4O[C@@H]5O[C@H]([C@@H]([C@H]([C@H]5O)O)O)C)O)O)CO[C@@H]6O[C@H]([C@@H]([C@H]([C@H]6O)O)O)C)c1

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 770.69 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:
In vitro protocol:
In vivo protocol:

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1: Zhu HY, Huang ZX, Chen GQ, Sheng F, Zheng YS. Typhaneoside prevents acute myeloid leukemia (AML) through suppressing proliferation and inducing ferroptosis associated with autophagy. Biochem Biophys Res Commun. 2019 Sep 3;516(4):1265-1271. doi: 10.1016/j.bbrc.2019.06.070. Epub 2019 Jul 10. PMID: 31301767.

2: Zhang X, Yang K, Zhang H, Dong W, Peng W, Zhao Y. Effect of typhaneoside on ventricular remodeling and regulation of PI3K/Akt/mTOR pathway. Herz. 2019 Jun 14. English. doi: 10.1007/s00059-019-4819-2. Epub ahead of print. PMID: 31201434.

3: Cao S, Ni B, Feng L, Yin X, Dou H, Fu J, Lin L, Ni J. Simultaneous Determination of Typhaneoside and Isorhamnetin-3-O-Neohesperidoside in Rats After Oral Administration of Pollen Typhae Extract by UPLC-MS/MS. J Chromatogr Sci. 2015 Jul;53(6):866-71. doi: 10.1093/chromsci/bmu132. Epub 2014 Oct 27. PMID: 25349196.

4: Chen P, Liu S, Dai G, Xie L, Xu J, Zhou L, Ju W, Ding A. Determination of typhaneoside in rat plasma by liquid chromatography-tandem mass spectrometry. J Pharm Biomed Anal. 2012 Nov;70:636-9. doi: 10.1016/j.jpba.2012.06.032. Epub 2012 Jul 4. PMID: 22818028.

5: Huang X, Su S, Cui W, Liu P, Duan JA, Guo J, Li Z, Shang E, Qian D, Huang Z. Simultaneous determination of paeoniflorin, albiflorin, ferulic acid, tetrahydropalmatine, protopine, typhaneoside, senkyunolide I in Beagle dogs plasma by UPLC-MS/MS and its application to a pharmacokinetic study after Oral Administration of Shaofu Zhuyu Decoction. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jul 1;962:75-81. doi: 10.1016/j.jchromb.2014.05.032. Epub 2014 May 24. PMID: 24907546.

6: Zeng G, Wu Z, Cao W, Wang Y, Deng X, Zhou Y. Identification of anti- nociceptive constituents from the pollen of Typha angustifolia L. using effect-directed fractionation. Nat Prod Res. 2020 Apr;34(7):1041-1045. doi: 10.1080/14786419.2018.1539979. Epub 2018 Dec 23. PMID: 30580603.

7: Luo L, Wu S, Zhu X, Su W. The profiling and identification of the absorbed constituents and metabolites of Naoshuantong capsule in mice biofluids and brain by ultra- fast liquid chromatography coupled with quadrupole-time-of-flight tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2019 Oct 15;1129:121791. doi: 10.1016/j.jchromb.2019.121791. Epub 2019 Sep 9. PMID: 31610480.

8: Chen P, Cao Y, Bao B, Zhang L, Ding A. Antioxidant capacity of Typha angustifolia extracts and two active flavonoids. Pharm Biol. 2017 Dec;55(1):1283-1288. doi: 10.1080/13880209.2017.1300818. PMID: 28274161; PMCID: PMC7011981.

9: Zeng H, Xue P, Su S, Huang X, Shang E, Guo J, Qian D, Tang Y, Duan JA. Comparative Pharmacokinetics of three major bioactive components in rats after oral administration of Typhae Pollen-Trogopterus Feces drug pair before and after compatibility. Daru. 2016 Jan 20;24:2. doi: 10.1186/s40199-016-0140-2. PMID: 26792373; PMCID: PMC4719211.

10: Liu JY, Yu HS, Feng B, Kang LP, Pang X, Xiong CQ, Zhao Y, Li CM, Zhang Y, Ma BP. Selective hydrolysis of flavonoid glycosides by Curvularia lunata. Chin J Nat Med. 2013 Nov;11(6):684-9. doi: 10.1016/S1875-5364(13)60080-1. PMID: 24345511.

11: Zhang SH, Wang SQ, Liu CH, Yang YH. [Studies on quality standards for Pollen Typhae(puhuang)]. Zhongguo Zhong Yao Za Zhi. 2000 Mar;25(3):136-9. Chinese. PMID: 12212094.

12: Yu XA, Azietaku JT, Li J, Cao J, An M, He J, Gao XM, Chang YX. Simultaneous determination of eight flavonoids in plasma using LC-MS/MS and application to a pharmacokinetic study after oral administration of Pollen Typhae extract to rats. J Chromatogr B Analyt Technol Biomed Life Sci. 2017 Feb 15;1044-1045:158-165. doi: 10.1016/j.jchromb.2017.01.017. Epub 2017 Jan 15. PMID: 28110221.

13: Su S, Hua Y, Duan JA, Zhou W, Shang E, Tang Y. Inhibitory effects of active fraction and its main components of Shaofu Zhuyu decoction on uterus contraction. Am J Chin Med. 2010;38(4):777-87. doi: 10.1142/S0192415X10008238. PMID: 20626062.

14: Su SL, Yu L, Hua YQ, Duan JA, Deng HS, Tang YP, Lu Y, Ding AW. Screening and analyzing the potential bioactive components from Shaofu Zhuyu decoction, using human umbilical vein endothelial cell extraction and high-performance liquid chromatography coupled with mass spectrometry. Biomed Chromatogr. 2008 Dec;22(12):1385-92. doi: 10.1002/bmc.1070. PMID: 18655214.

15: Wang X, Li J, Yang X, Gao XM, Wang H, Chang YX. A rapid and efficient extraction method based on industrial MCM-41-miniaturized matrix solid-phase dispersion extraction with response surface methodology for simultaneous quantification of six flavonoids in Pollen typhae by ultra-high-performance liquid chromatography. J Sep Sci. 2019 Jul;42(14):2426-2434. doi: 10.1002/jssc.201900227. Epub 2019 May 28. PMID: 31077572.

16: Olennikov DN, Kashchenko NI, Chirikova NK, Akobirshoeva A, Zilfikarov IN, Vennos C. Isorhamnetin and Quercetin Derivatives as Anti-Acetylcholinesterase Principles of Marigold (Calendula officinalis) Flowers and Preparations. Int J Mol Sci. 2017 Aug 2;18(8):1685. doi: 10.3390/ijms18081685. PMID: 28767066; PMCID: PMC5578075.

17: Li P, Su W, Xie C, Zeng X, Peng W, Liu M. Rapid Identification and Simultaneous Quantification of Multiple Constituents in Nao-Shuan-Tong Capsule by Ultra-Fast Liquid Chromatography/Diode-Array Detector/Quadrupole Time-of- Flight Tandem Mass Spectrometry. J Chromatogr Sci. 2015 Jul;53(6):886-97. doi: 10.1093/chromsci/bmu137. Epub 2014 Oct 29. PMID: 25355899.

18: Nhiem NX, Kiem PV, Minh CV, Lee JJ, Ku JH, Myung CS, Kim YH. A potential inhibitor of rat aortic vascular smooth muscle cell proliferation from the pollen of Typha angustata. Arch Pharm Res. 2010 Dec;33(12):1937-42. doi: 10.1007/s12272-010-1208-z. Epub 2010 Dec 30. PMID: 21191758.

19: Su SL, Xue P, Ouyang Z, Zhou W, Duan JA. [Study on antiplatelet and antithrombin activitives and effective components variation of Puhuang-Wulingzhi before and after compatibility]. Zhongguo Zhong Yao Za Zhi. 2015 Aug;40(16):3187-93. Chinese. PMID: 26790290.

20: Ma H, Su S, Duan J, Tang Y, Zhou J, Guo J, Zhan Z. Evaluation of the analgesic activities of the crude aqueous extract and fractions of Shao Fu Zhu Yu decoction. Pharm Biol. 2011 Feb;49(2):137-45. doi: 10.3109/13880209.2010.504965. Epub 2010 Oct 13. PMID: 20942641.