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MedKoo Cat#: 413514 | Name: Deltonin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Deltonin is a steroidal saponin, isolated from Dioscorea zingiberensis Wright, with antitumor activity; Deltonin inhibits ERK1/2 and AKT activation.

Chemical Structure

Deltonin
Deltonin
CAS#55659-75-1

Theoretical Analysis

MedKoo Cat#: 413514

Name: Deltonin

CAS#: 55659-75-1

Chemical Formula: C45H72O17

Exact Mass: 884.4770

Molecular Weight: 885.05

Elemental Analysis: C, 61.07; H, 8.20; O, 30.73

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Deltonin; UNII-39Y54R152I
IUPAC/Chemical Name
(2S,3R,4S,5S,6R)-2-(((2R,3S,4S,5R,6R)-4-hydroxy-2-(hydroxymethyl)-6-(((4S,5'R,6aR,6bS,8aS,8bR,9S,10R,11aS,12aS,12bS)-5',6a,8a,9-tetramethyl-1,3,3',4,4',5,5',6,6a,6b,6',7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-4-yl)oxy)-5-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
InChi Key
OLAMGHNQGZIWHZ-YIKYYZBWSA-N
InChi Code
InChI=1S/C45H72O17/c1-19-8-13-45(55-18-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-35(52)33(50)31(48)21(3)56-40)37(54)38(29(17-47)59-42)60-41-36(53)34(51)32(49)28(16-46)58-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3/t19-,20+,21+,23+,24-,25+,26+,27+,28-,29-,30+,31+,32-,33-,34+,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1
SMILES Code
C[C@@H]1CC[C@]2(O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@@H](O[C@@H]7O[C@@H]([C@H]([C@@H]([C@H]7O[C@@H]8O[C@H]([C@@H]([C@H]([C@H]8O)O)O)C)O)O[C@@H]9O[C@@H]([C@H]([C@@H]([C@H]9O)O)O)CO)CO)CC[C@@]6([C@H]5CC[C@@]4([C@H]3[C@@H]2C)C)C)OC1
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Solvent mg/mL mM
Solubility
To be determined 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 885.05 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
1: Zhang Y, Tian Z, Wan H, Liu W, Kong F, Ma G. Deltonin Ameliorates Cerebral Ischemia/Reperfusion Injury in Correlation with Modulation of Autophagy and Inflammation. Neuropsychiatr Dis Treat. 2020 Mar 31;16:871-879. doi: 10.2147/NDT.S227988. PMID: 32280228; PMCID: PMC7127787. 2: Xie YL, Fan M, Jiang RM, Wang ZL, Li Y. Deltonin induced both apoptosis and autophagy in head and neck squamous carcinoma FaDu cell. Neoplasma. 2015;62(3):419-31. doi: 10.4149/neo_2015_050. PMID: 25866222. 3: Du D, Gao B, Xin G, Sun A, Huang B, Zhang R, Xing Z, Chen Q, He Y, Huang W. Determination of deltonin in rat plasma by using HPLC-MS/MS and the application of this method in pharmacokinetic studies. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Jul 15;931:1-5. doi: 10.1016/j.jchromb.2013.05.005. Epub 2013 May 14. PMID: 23747424. 4: Tong Q, Zhao Q, Qing Y, Hu X, Jiang L, Wu X. Deltonin inhibits angiogenesis by regulating VEGFR2 and subsequent signaling pathways in endothelial cells. Steroids. 2015 Apr;96:30-6. doi: 10.1016/j.steroids.2014.12.019. Epub 2014 Dec 30. PMID: 25554580. 5: Zhang S, He Y, Tong Q, Chen Q, Wu X, Huang W. Deltonin induces apoptosis in MDA‑MB‑231 human breast cancer cells via reactive oxygen species‑mediated mitochondrial dysfunction and ERK/AKT signaling pathways. Mol Med Rep. 2013 Mar;7(3):1038-44. doi: 10.3892/mmr.2013.1273. Epub 2013 Jan 11. PMID: 23314115. 6: Shu D, Qing Y, Tong Q, He Y, Xing Z, Zhao Y, Li Y, Wei Y, Huang W, Wu X. Deltonin isolated from Dioscorea zingiberensis inhibits cancer cell growth through inducing mitochondrial apoptosis and suppressing Akt and mitogen activated protein kinase signals. Biol Pharm Bull. 2011;34(8):1231-9. doi: 10.1248/bpb.34.1231. PMID: 21804211. 7: Tong QY, Qing Y, Shu D, He Y, Zhao YL, Li Y, Wang ZL, Zhang SY, Xing ZH, Xu C, Wei YQ, Huang W, Wu XH. Deltonin, a steroidal saponin, inhibits colon cancer cell growth in vitro and tumor growth in vivo via induction of apoptosis and antiangiogenesis. Cell Physiol Biochem. 2011;27(3-4):233-42. doi: 10.1159/000327949. Epub 2011 Apr 1. PMID: 21471712. 8: Ali Z, Smillie TJ, Khan IA. Two spirostan steroid glycoside fatty esters from Dioscorea cayenensis. Nat Prod Commun. 2013 Mar;8(3):323-6. PMID: 23678801; PMCID: PMC5584364. 9: Pang X, Wen D, Zhao Y, Xiong CQ, Wang XQ, Yu LY, Ma BP. Steroidal saponins obtained by biotransformation of total furostanol glycosides from Dioscorea zingiberensis with Absidia coerulea. Carbohydr Res. 2015 Jan 30;402:236-40. doi: 10.1016/j.carres.2014.11.011. Epub 2014 Nov 29. PMID: 25498025. 10: Zheng L, Zhou Y, Zhang JY, Song M, Yuan Y, Xiao YJ, Xiang T. Two new steroidal saponins from the rhizomes of Dioscorea zingiberensis. Chin J Nat Med. 2014 Feb;12(2):142-7. doi: 10.1016/S1875-5364(14)60023-6. PMID: 24636066.

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