Tubeimoside I
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MedKoo CAT#: 562261

CAS#: 102040-03-9

Description: Tubeimoside I is an anti-tumor agent. It acts by inducing cell cycle arrest and apoptosis, activating caspase, p53 Fas, TNFa, NF-kB and JNK pathways, and regulating Bcl-2, Bak and Bax.

Chemical Structure

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Tubeimoside I
CAS# 102040-03-9
Instruction

Theoretical Analysis

MedKoo Cat#: 562261
Name: Tubeimoside I
CAS#: 102040-03-9
Chemical Formula: C63H98O29
Exact Mass: 1,318.62
Molecular Weight: 1,319.440
Elemental Analysis: C, 57.35; H, 7.49; O, 35.16

Price and Availability

Size Price Availability Quantity
10mg USD 220
25mg USD 410
50mg USD 680
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Synonym: Tubeimoside I; Tubeimoside-I; Tubeimoside A; Lobatoside H;

IUPAC/Chemical Name: (2β,3β,4α)-olean-12-en-28-oic acid, 3-[[2-O-[4-O-[(3S)-4-carboxy-3-hydroxy-3-methyl-1-oxobutyl]-α-L-arabinopyranosyl]-β-D-glucopyranosyl]oxy]-2,23-dihydroxy-28-(O-β-D-xylopyranosyl-(1→3)-O-6-deoxy-α-L-mannopyranosyl-(1→2)-α-L-arabinopyranosyl) ester, intramol. 4''(3)→4''(28)-ester

InChi Key: UNEIHPFYJFFHGD-UMVHPKKKSA-N

InChi Code: InChI=1S/C63H98O29/c1-26-45-46(88-51-43(77)38(72)30(67)22-81-51)44(78)52(84-26)89-48-40(74)32(69)24-83-54(48)92-56(79)63-15-13-57(2,3)17-28(63)27-9-10-35-59(5)18-29(66)50(60(6,25-65)34(59)11-12-62(35,8)61(27,7)14-16-63)91-55-49(42(76)41(75)33(21-64)85-55)90-53-47(39(73)31(68)23-82-53)87-37(71)20-58(4,80)19-36(70)86-45/h9,26,28-35,38-55,64-69,72-78,80H,10-25H2,1-8H3/t26-,28-,29-,30-,31-,32-,33+,34+,35+,38+,39-,40-,41+,42-,43-,44+,45-,46-,47+,48+,49+,50-,51+,52-,53-,54-,55-,58+,59-,60-,61+,62+,63-/m0/s1

SMILES Code: O[C@H]1[C@H](O)[C@@H](O[C@H](OC[C@H](O)[C@@H]2O)[C@@H]2OC3=O)[C@H](O[C@@H]4[C@@](C)(CO)[C@H](CC[C@]5(C)[C@@H]6CC=C7[C@]5(CC[C@]8(C(O[C@@H]9OC[C@H](O)[C@H](O)[C@H]9O[C@@H]%10O[C@@H](C)[C@H](OC(C[C@@](O)(C3)C)=O)[C@@H](O[C@H]%11OC[C@H](O)[C@@H](O)[C@@H]%11O)[C@H]%10O)=O)[C@H]7CC(C)(C)CC8)C)[C@]6(C)C[C@@H]4O)O[C@@H]1CO

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 1,319.44 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: Zhang JB, Zhang L, Li SQ, Hou AH, Liu WC, Dai LL. Tubeimoside I attenuates inflammation and oxidative damage in a mice model of PM(2.5)-induced pulmonary injury. Exp Ther Med. 2018 Feb;15(2):1602-1607. doi: 10.3892/etm.2017.5597. Epub 2017 Dec 5. PubMed PMID: 29434745; PubMed Central PMCID: PMC5776624.

2: Yang JB, Khan M, He YY, Yao M, Li YM, Gao HW, Ma TH. Tubeimoside-1 induces oxidative stress-mediated apoptosis and G0/G1 phase arrest in human prostate carcinoma cells in vitro. Acta Pharmacol Sin. 2016 Jul;37(7):950-62. doi: 10.1038/aps.2016.34. Epub 2016 Jun 13. PubMed PMID: 27292614; PubMed Central PMCID: PMC4933758.

3: Peng Y, Zhong Y, Li G. Tubeimoside-1 suppresses breast cancer metastasis through downregulation of CXCR4 chemokine receptor expression. BMB Rep. 2016 Sep;49(9):502-7. PubMed PMID: 27157541; PubMed Central PMCID: PMC5227143.

4: Chen D, Cao R, He J, Guo Y, Wang L, Ji W, Wu X. Synergetic effects of aqueous extracts of Fuzi (Radix Aconiti Lateralis Preparata) and Tubeimu (Rhizoma Bolbostemmatis) on MDA-MB-231 and SKBR3 cells. J Tradit Chin Med. 2016 Feb;36(1):113-24. PubMed PMID: 26946628.

5: Bian Q, Liu P, Gu J, Song B. Tubeimoside-1 inhibits the growth and invasion of colorectal cancer cells through the Wnt/β-catenin signaling pathway. Int J Clin Exp Pathol. 2015 Oct 1;8(10):12517-24. eCollection 2015. PubMed PMID: 26722439; PubMed Central PMCID: PMC4680384.

6: Hao W, Wang S, Zhou Z. Tubeimoside-1 (TBMS1) inhibits lung cancer cell growth and induces cells apoptosis through activation of MAPK-JNK pathway. Int J Clin Exp Pathol. 2015 Oct 1;8(10):12075-83. eCollection 2015. PubMed PMID: 26722392; PubMed Central PMCID: PMC4680337.

7: Gu Y, Körbel C, Scheuer C, Nenicu A, Menger MD, Laschke MW. Tubeimoside-1 suppresses tumor angiogenesis by stimulation of proteasomal VEGFR2 and Tie2 degradation in a non-small cell lung cancer xenograft model. Oncotarget. 2016 Feb 2;7(5):5258-72. doi: 10.18632/oncotarget.6676. PubMed PMID: 26701724; PubMed Central PMCID: PMC4868684.

8: Lin Y, Xie G, Xia J, Su D, Liu J, Jiang F, Xu Y. TBMS1 exerts its cytotoxicity in NCI-H460 lung cancer cells through nucleolar stress-induced p53/MDM2-dependent mechanism, a quantitative proteomics study. Biochim Biophys Acta. 2016 Feb;1864(2):204-10. doi: 10.1016/j.bbapap.2015.11.001. Epub 2015 Nov 11. PubMed PMID: 26549658.

9: Huang Y, Ren M, Xiong Y, Wang T, Chen H, Deng X, Lu J. Tubeimoside-1 inhibits the proliferation and activation of mouse T lymphocytes through signal transduction pathways. Immunopharmacol Immunotoxicol. 2015;37(4):366-74. doi: 10.3109/08923973.2015.1063644. Epub 2015 Jul 16. PubMed PMID: 26181650.

10: Zhang T, Han S, Liu Q, Guo Y, He L. Analysis of allergens in tubeimu saponin extracts by using rat basophilic leukemia 2H3 cell-based affinity chromatography coupled to liquid chromatography and mass spectrometry. J Sep Sci. 2014 Nov;37(22):3384-91. doi: 10.1002/jssc.201400280. Epub 2014 Sep 22. PubMed PMID: 25243709.

11: Lin X, Li W, Ye C, Liu X, Zhu H, Peng W, Rong J. Research on the interaction between tubeimoside 1 and HepG2 cells using the microscopic imaging and fluorescent spectra method. Comput Math Methods Med. 2014;2014:470452. doi: 10.1155/2014/470452. Epub 2014 May 14. PubMed PMID: 24963337; PubMed Central PMCID: PMC4052789.

12: Wu Q, Sun G, Yuan X, Soromou LW, Chen N, Xiong Y, Feng H. Tubeimoside-1 attenuates LPS-induced inflammation in RAW 264.7 macrophages and mouse models. Immunopharmacol Immunotoxicol. 2013 Aug;35(4):514-23. doi: 10.3109/08923973.2013.810643. Epub 2013 Jul 11. PubMed PMID: 23844578.

13: Xu Y, Wang G, Chen Q, Lin T, Zeng Z, Luo Q, Liu J, Sun C. Intrinsic apoptotic pathway and G2/M cell cycle arrest involved in tubeimoside I-induced EC109 cell death. Chin J Cancer Res. 2013 Jun;25(3):312-21. doi: 10.3978/j.issn.1000-9604.2013.06.03. PubMed PMID: 23825908; PubMed Central PMCID: PMC3696712.

14: Pei L, Bao Y, Ma L, Wang Q, Ye Y, Han X, Liu S, Chen X. A sensitive method for determination of platycodin d in rat plasma using liquid chromatography/tandem mass spectrometry and its application to a pharmacokinetic study. Planta Med. 2012 Feb;78(3):244-51. doi: 10.1055/s-0031-1280372. Epub 2011 Nov 17. PubMed PMID: 22095263.

15: Yin Y, Chen W, Tang C, Ding H, Jang J, Weng M, Cai Y, Zou G. NF-κB, JNK and p53 pathways are involved in tubeimoside-1-induced apoptosis in HepG2 cells with oxidative stress and G₂/M cell cycle arrest. Food Chem Toxicol. 2011 Dec;49(12):3046-54. doi: 10.1016/j.fct.2011.10.001. Epub 2011 Oct 7. PubMed PMID: 22005259.

16: Chen WJ, Yu C, Yang Z, He JL, Yin J, Liu HZ, Liu HT, Wang YX. Tubeimoside-1 induces G2/M phase arrest and apoptosis in SKOV-3 cells through increase of intracellular Ca²⁺ and caspase-dependent signaling pathways. Int J Oncol. 2012 Feb;40(2):535-43. doi: 10.3892/ijo.2011.1218. Epub 2011 Oct 3. PubMed PMID: 21971569.

17: Xu Y, Ching YP, Zhou Y, Chiu JF, Chen F, He QY. Multiple pathways were involved in tubeimoside-1-induced cytotoxicity of HeLa cells. J Proteomics. 2011 Dec 21;75(2):491-501. doi: 10.1016/j.jprot.2011.08.014. Epub 2011 Aug 28. PubMed PMID: 21903181.

18: Liu HZ, Yu C, Yang Z, He JL, Chen WJ, Yin J, Li WM, Liu HT, Wang YX. Tubeimoside I sensitizes cisplatin in cisplatin-resistant human ovarian cancer cells (A2780/DDP) through down-regulation of ERK and up-regulation of p38 signaling pathways. Mol Med Rep. 2011 Sep-Oct;4(5):985-92. doi: 10.3892/mmr.2011.513. Epub 2011 Jun 17. PubMed PMID: 21687949.

19: Huang P, Yu C, Liu XQ, Ding YB, Wang YX, He JL. Cytotoxicity of tubeimoside I in human choriocarcinoma JEG-3 cells by induction of cytochrome c release and apoptosis via the mitochondrial-related signaling pathway. Int J Mol Med. 2011 Oct;28(4):579-87. doi: 10.3892/ijmm.2011.727. Epub 2011 Jun 17. PubMed PMID: 21687933.

20: Wang Y, Deng L, Zhong H, Wang Y, Jiang X, Chen J. Natural plant extract tubeimoside I promotes apoptosis-mediated cell death in cultured human hepatoma (HepG2) cells. Biol Pharm Bull. 2011;34(6):831-8. PubMed PMID: 21628880.