Sodium 5,6-benzylideneascorbate

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

MedKoo CAT#: 125557

CAS#: 98734-55-5

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

Chemical Structure

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Sodium 5,6-benzylideneascorbate
CAS# 98734-55-5
Instruction

Theoretical Analysis

MedKoo Cat#: 125557
Name: Sodium 5,6-benzylideneascorbate
CAS#: 98734-55-5
Chemical Formula: C13H11NaO6
Exact Mass: 286.05
Molecular Weight: 286.210
Elemental Analysis: C, 54.55; H, 3.87; Na, 8.03; O, 33.54

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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:

Biological target:
In vitro activity:
In vivo activity:

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.

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: 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.