Sodium 5,6-benzylideneascorbate | antitumor | CAS#98734-55-5

MedKoo Cat#: 125557 | Name: Sodium 5,6-benzylideneascorbate

Description:

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

Sodium 5,6-benzylideneascorbate is known to be an antitumor substance.

Chemical Structure

Sodium 5,6-benzylideneascorbate

CAS#98734-55-5

Theoretical Analysis

MedKoo Cat#: 125557

Name: Sodium 5,6-benzylideneascorbate

CAS#: 98734-55-5

Chemical Formula: C13H11NaO6

Exact Mass: 286.0500

Molecular Weight: 286.21

Elemental Analysis: C, 54.55; H, 3.87; Na, 8.03; O, 33.54

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

Sodium 5,6-benzylideneascorbate; UNII-2M55S7ZFFQ; 2M55S7ZFFQ; 98734-55-5; Sodium 5,6-benzylidene-L-ascorbate

IUPAC/Chemical Name

sodium (2R)-4-hydroxy-5-oxo-2-((4S)-2-phenyl-1,3-dioxolan-4-yl)-2,5-dihydrofuran-3-olate

InChi Key

JLUAVHQVEFDQEO-ZKZAMAJLSA-M

InChi Code

InChI=1S/C13H12O6.Na/c14-9-10(15)12(16)19-11(9)8-6-17-13(18-8)7-4-2-1-3-5-7;/h1-5,8,11,13-15H,6H2;/q;+1/p-1/t8-,11+,13?;/m0./s1

SMILES Code

[Na+].[H][C@]1(COC(O1)C2=CC=CC=C2)[C@@]3([H])OC(=O)C(O)=C3[O-]

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 286.21 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.

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: Sakagami H, Satoh K, Kochi M. Comparative study of the antitumor action between sodium 5,6-benzylidene-L-ascorbate and sodium ascorbate (minireview). Anticancer Res. 1997 Nov-Dec;17(6D):4451-2. PMID: 9494548. 2: Cheung FW, Che CT, Sakagami H, Kochi M, Liu WK. Sodium 5,6-benzylidene-L- ascorbate induces oxidative stress, autophagy, and growth arrest in human colon cancer HT-29 cells. J Cell Biochem. 2010 Oct 1;111(2):412-24. doi: 10.1002/jcb.22717. PMID: 20503249. 3: Tashiro F, Sugiyama A, Urano Y, Kochi M. Sodium 5, 6-benzylidene-L-ascorbate induces in vitro neuronal cell differentiation accompanying apoptosis and necrosis. Anticancer Res. 2002 May-Jun;22(3):1423-31. PMID: 12168819. 4: Sakagami H, Yamamura TS, Takahashi H, Shibuya I, Takeda M. Stability of sodium 5,6-benzylidene-L-ascorbate. Anticancer Res. 1995 Jul-Aug;15(4):1269-74. PMID: 7654007. 5: Kishino K, Hashimoto K, Amano O, Kochi M, Liu WK, Sakagami H. Tumor-specific cytotoxicity and type of cell death induced by sodium 5,6-benzylidene-L- ascorbate. Anticancer Res. 2008 Sep-Oct;28(5A):2577-84. PMID: 19035281. 6: Kojima S, Yamaguchi H, Morita K, Ueno Y. Inhibitory effect of sodium 5,6-benzylidene ascorbate (SBA) on the elevation of melanin biosynthesis induced by ultraviolet-A (UV-A) light in cultured B-16 melanoma cells. Biol Pharm Bull. 1995 Aug;18(8):1076-80. doi: 10.1248/bpb.18.1076. PMID: 8535399. 7: Aoki K, Nakashima H, Hattori T, Shiokawa D, Ni-imi E, Tanimoto Y, Maruta H, Uchiumi F, Kochi M, Yamamoto N, et al. Sodium benzylideneascorbate induces apoptosis in HIV-replicating U1 cells. FEBS Lett. 1994 Aug 29;351(1):105-8. doi: 10.1016/0014-5793(94)00832-9. PMID: 8076675. 8: Satoh K, Ida Y, Asano K, Hisamitsu T, Inagaki M, Sho S, Kochi M, Tanaka T, Sakagami H. Effect of physiological fluids on radical intensity of sodium ascorbate and sodium 5,6-benzylidene-L-ascorbate. Anticancer Res. 1997 Nov- Dec;17(6D):4457-61. PMID: 9494550. 9: Tanuma S, Shiokawa D, Tanimoto Y, Ikekita M, Sakagami H, Takeda M, Fukuda S, Kochi M. Benzylideneascorbate induces apoptosis in L929 tumor cells. Biochem Biophys Res Commun. 1993 Jul 15;194(1):29-35. doi: 10.1006/bbrc.1993.1780. PMID: 8333843. 10: Asano K, Satoh K, Kochi M, Kusama K, Sakagami H. Tumor-specific action of sodium 5,6-benzylidene-L-ascorbate in N-nitrosodiethylamine-administered mouse model. Anticancer Res. 2001 Jan-Feb;21(1A):281-4. PMID: 11299747.