Timosaponin AIII
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MedKoo CAT#: 525881

CAS#: 41059-79-4

Description: Timosaponin AIII is a potent Inhibitor of U46619-induced Rat Platelet Aggregation, Selectively Inhibiting TxA2-induced Platelet Activation, Preferably Suppressing TP-mediated Activation of Gq, not G12/13, Signaling Pathways.

Chemical Structure

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Timosaponin AIII
CAS# 41059-79-4
Instruction

Theoretical Analysis

MedKoo Cat#: 525881
Name: Timosaponin AIII
CAS#: 41059-79-4
Chemical Formula: C39H64O13
Exact Mass: 740.43
Molecular Weight: 740.928
Elemental Analysis: C, 63.22; H, 8.71; O, 28.07

Price and Availability

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5mg USD 250
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Synonym: Timosaponin AIII

IUPAC/Chemical Name: [(25S)-5ß-Spirostan-3ß-yl]2-O-(ß-D-glucopyranosyl)-ß-D-galactopyranoside

InChi Key: MMTWXUQMLQGAPC-YXOKLLKRSA-N

InChi Code: InChI=1S/C39H64O13/c1-18-7-12-39(47-17-18)19(2)28-25(52-39)14-24-22-6-5-20-13-21(8-10-37(20,3)23(22)9-11-38(24,28)4)48-36-34(32(45)30(43)27(16-41)50-36)51-35-33(46)31(44)29(42)26(15-40)49-35/h18-36,40-46H,5-17H2,1-4H3/t18-,19-,20+,21-,22+,23-,24-,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,35-,36+,37-,38-,39+/m0/s1

SMILES Code: O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]2O[C@H]3CC[C@@]([C@@H]4[C@@H](CC5)[C@H]6[C@]([C@@H]([C@H](C)[C@@]7(CC[C@H](C)CO7)O8)[C@@H]8C6)(C)CC4)(C)[C@H]5C3)[C@@H]1O

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: >2 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 740.93 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 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 Mar 31. doi: 10.1002/jssc.201700061. [Epub ahead of print] PubMed PMID: 28371233.

2: Cong Y, Wang L, Peng R, Zhao Y, Bai F, Yang C, Liu X, Wang D, Ma B, Cong Y. Timosaponin AIII induces antiplatelet and antithrombotic activity via Gq-mediated signaling by the thromboxane A2 receptor. Sci Rep. 2016 Dec 9;6:38757. doi: 10.1038/srep38757. PubMed PMID: 27934923; PubMed Central PMCID: PMC5146924.

3: Jung O, Lee J, Lee YJ, Yun JM, Son YJ, Cho JY, Ryou C, Lee SY. Timosaponin AIII inhibits migration and invasion of A549 human non-small-cell lung cancer cells via attenuations of MMP-2 and MMP-9 by inhibitions of ERK1/2, Src/FAK and β-catenin signaling pathways. Bioorg Med Chem Lett. 2016 Aug 15;26(16):3963-7. doi: 10.1016/j.bmcl.2016.07.004. Epub 2016 Jul 4. PubMed PMID: 27422337.

4: Nho KJ, Chun JM, Kim HK. Induction of mitochondria-dependent apoptosis in HepG2 human hepatocellular carcinoma cells by timosaponin A-III. Environ Toxicol Pharmacol. 2016 Jul;45:295-301. doi: 10.1016/j.etap.2016.06.012. Epub 2016 Jun 14. PubMed PMID: 27344126.

5: Wang Y, Xu L, Lou LL, Song SJ, Yao GD, Ge MY, Hayashi T, Tashiro SI, Onodera S, Ikejima T. Timosaponin AIII induces apoptosis and autophagy in human melanoma A375-S2 cells. Arch Pharm Res. 2017 Jan;40(1):69-78. doi: 10.1007/s12272-016-0763-3. Epub 2016 Jun 8. PubMed PMID: 27271334.

6: Lu L, Liu Y, Ding Y, Hou J, Zhang Y, Xue H, Zhang T. Preparation of highly purified timosaponin AIII from rhizoma anemarrhenae through an enzymatic method combined with preparative liquid chromatography. Nat Prod Res. 2016 Oct;30(20):2364-7. doi: 10.1080/14786419.2016.1169416. Epub 2016 Apr 7. PubMed PMID: 27055070.

7: Chen JR, Jia XH, Wang H, Yi YJ, Wang JY, Li YJ. Timosaponin A-III reverses multi-drug resistance in human chronic myelogenous leukemia K562/ADM cells via downregulation of MDR1 and MRP1 expression by inhibiting PI3K/Akt signaling pathway. Int J Oncol. 2016 May;48(5):2063-70. doi: 10.3892/ijo.2016.3423. Epub 2016 Mar 7. PubMed PMID: 26984633.

8: 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.

9: Li GL, Yang J, Duan JA, Liu HB, Zhu ZH, Qian DW, Tang ZS. [Quality Analysis and Evaluation of Anemarrhena asphodeloides Rhizome from Different Habitats]. Zhong Yao Cai. 2015 Jun;38(6):1148-52. Chinese. PubMed PMID: 26762052.

10: Kim KM, Im AR, Kim SH, Hyun JW, Chae S. Timosaponin AIII inhibits melanoma cell migration by suppressing COX-2 and in vivo tumor metastasis. Cancer Sci. 2016 Feb;107(2):181-8. doi: 10.1111/cas.12852. Epub 2016 Jan 22. PubMed PMID: 26595378; PubMed Central PMCID: PMC4768391.

11: Tundis R, Bonesi M, Menichini F, Loizzo MR. Recent Knowledge on Medicinal Plants as Source of Cholinesterase Inhibitors for the Treatment of Dementia. Mini Rev Med Chem. 2016;16(8):605-18. Review. PubMed PMID: 26156548.

12: Sun Y, Liu L, Peng Y, Liu B, Lin D, Li L, Song S. Metabolites characterization of timosaponin AIII in vivo and in vitro by using liquid chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Aug 1;997:236-43. doi: 10.1016/j.jchromb.2015.06.015. Epub 2015 Jun 19. PubMed PMID: 26134298.

13: Tang Z, Li G, Yang J, Duan J, Qian D, Guo J, Zhu Z, Song Z. Anemarrhena asphodeloides Non-Steroidal Saponin Components Alter the Pharmacokinetic Profile of Its Steroidal Saponins in Rat. Molecules. 2015 Jun 26;20(7):11777-92. doi: 10.3390/molecules200711777. PubMed PMID: 26132904.

14: 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.

15: Lim SM, Jeong JJ, Kang GD, Kim KA, Choi HS, Kim DH. Timosaponin AIII and its metabolite sarsasapogenin ameliorate colitis in mice by inhibiting NF-κB and MAPK activation and restoring Th17/Treg cell balance. Int Immunopharmacol. 2015 Apr;25(2):493-503. doi: 10.1016/j.intimp.2015.02.016. Epub 2015 Feb 16. PubMed PMID: 25698557.

16: Huang HL, Chiang WL, Hsiao PC, Chien MH, Chen HY, Weng WC, Hsieh MJ, Yang SF. Timosaponin AIII mediates caspase activation and induces apoptosis through JNK1/2 pathway in human promyelocytic leukemia cells. Tumour Biol. 2015 May;36(5):3489-97. doi: 10.1007/s13277-014-2985-7. Epub 2014 Dec 27. PubMed PMID: 25542232.

17: Wu ZT, Qi XM, Sheng JJ, Ma LL, Ni X, Ren J, Huang CG, Pan GY. Timosaponin A3 induces hepatotoxicity in rats through inducing oxidative stress and down-regulating bile acid transporters. Acta Pharmacol Sin. 2014 Sep;35(9):1188-98. doi: 10.1038/aps.2014.65. Epub 2014 Aug 4. PubMed PMID: 25087997; PubMed Central PMCID: PMC4155534.

18: Feng Y, Chen B, Lin A, Liu Y. Simultaneous determination of timosaponin B-II and A-III in rat plasma by LC-MS/MS and its application to pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Aug 15;965:119-26. doi: 10.1016/j.jchromb.2014.06.017. Epub 2014 Jun 21. PubMed PMID: 25016164.

19: Jiang W, Guo J, Xue R, Zhu K, Li Z, Chen M, Huang C. Anti-depressive activities and biotransformation of timosaponin B-III and its derivatives. Nat Prod Res. 2014;28(18):1446-53. doi: 10.1080/14786419.2014.910663. Epub 2014 Apr 22. PubMed PMID: 24749724.

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. h