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MedKoo Cat#: 558146 | Name: Steviolbioside

Description:

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

Steviolbioside is a rare sweetener that also exists in Stevia rebaudiana leaves.

Chemical Structure

Steviolbioside
Steviolbioside
CAS#41093-60-1

Theoretical Analysis

MedKoo Cat#: 558146

Name: Steviolbioside

CAS#: 41093-60-1

Chemical Formula: C32H50O13

Exact Mass: 642.3300

Molecular Weight: 642.74

Elemental Analysis: C, 59.80; H, 7.84; O, 32.36

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
CCRIS-6025; CCRIS6025; CCRIS 6025;
IUPAC/Chemical Name
Kaur-16-en-18-oic acid, 13-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-, (4alpha)-
InChi Key
OMHUCGDTACNQEX-OSHKXICASA-N
InChi Code
InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(40)41)19(31)6-10-32(15,14-31)45-27-25(23(38)21(36)17(13-34)43-27)44-26-24(39)22(37)20(35)16(12-33)42-26/h16-27,33-39H,1,4-14H2,2-3H3,(H,40,41)/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1
SMILES Code
C=C([C@@](CC1)(O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@@H](CO)O3)O)O)O)C4)C[C@@]54CC[C@]6([H])[C@@](C(O)=O)(C)CCC[C@@]6(C)[C@@]51[H]
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

Preparing Stock Solutions

The following data is based on the product molecular weight 642.74 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
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PubMed PMID: 26003514. 4: Purkayastha S, Pugh G Jr, Lynch B, Roberts A, Kwok D, Tarka SM Jr. In vitro metabolism of rebaudioside B, D, and M under anaerobic conditions: comparison with rebaudioside A. Regul Toxicol Pharmacol. 2014 Mar;68(2):259-68. doi: 10.1016/j.yrtph.2013.12.004. Epub 2013 Dec 18. PubMed PMID: 24361573. 5: Lin LH, Lee LW, Sheu SY, Lin PY. Study on the stevioside analogues of steviolbioside, steviol, and isosteviol 19-alkyl amide dimers: synthesis and cytotoxic and antibacterial activity. Chem Pharm Bull (Tokyo). 2004 Sep;52(9):1117-22. PubMed PMID: 15340201. 6: Aranda-González I, Moguel-Ordóñez Y, Chel-Guerrero L, Segura-Campos M, Betancur-Ancona D. Evaluation of the Antihyperglycemic Effect of Minor Steviol Glycosides in Normoglycemic and Induced-Diabetic Wistar Rats. J Med Food. 2016 Sep;19(9):844-52. doi: 10.1089/jmf.2016.0014. Epub 2016 Aug 11. PubMed PMID: 27513814. 7: Wang YH, Avula B, Tang W, Wang M, Elsohly MA, Khan IA. Ultra-HPLC method for quality and adulterant assessment of steviol glycosides sweeteners - Stevia rebaudiana and stevia products. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(5):674-85. doi: 10.1080/19440049.2015.1021863. PubMed PMID: 25822696. 8: Shibata H, Sonoke S, Ochiai H, Nishihashi H, Yamada M. Glucosylation of Steviol and Steviol-Glucosides in Extracts from Stevia rebaudiana Bertoni. Plant Physiol. 1991 Jan;95(1):152-6. PubMed PMID: 16667943; PubMed Central PMCID: PMC1077498. 9: Ohtani K, Aikawa Y, Fujisawa Y, Kasai R, Tanaka O, Yamasaki K. Solubilization of steviolbioside and steviolmonoside with gamma-cyclodextrin and its application to selective syntheses of better sweet glycosides from stevioside and rubusoside. Chem Pharm Bull (Tokyo). 1991 Dec;39(12):3172-4. PubMed PMID: 1814608. 10: Guleria P, Yadav SK. Overexpression of a glycosyltransferase gene SrUGT74G1 from Stevia improved growth and yield of transgenic Arabidopsis by catechin accumulation. Mol Biol Rep. 2014 Mar;41(3):1741-52. doi: 10.1007/s11033-014-3023-y. Epub 2014 Jan 16. PubMed PMID: 24430293. 11: Chaturvedula VS, Upreti M, Prakash I. Structures of the novel α-glucosyl linked diterpene glycosides from Stevia rebaudiana. Carbohydr Res. 2011 Sep 27;346(13):2034-8. doi: 10.1016/j.carres.2011.06.023. Epub 2011 Jun 24. PubMed PMID: 21798525. 12: Well C, Frank O, Hofmann T. Quantitation of sweet steviol glycosides by means of a HILIC-MS/MS-SIDA approach. J Agric Food Chem. 2013 Nov 27;61(47):11312-20. doi: 10.1021/jf404018g. Epub 2013 Nov 19. PubMed PMID: 24206531. 13: Jaworska K, Krynitsky AJ, Rader JI. Simultaneous analysis of steviol and steviol glycosides by liquid chromatography with ultraviolet detection on a mixed-mode column: application to Stevia plant material and Stevia-containing dietary supplements. J AOAC Int. 2012 Nov-Dec;95(6):1588-96. PubMed PMID: 23451373. 14: Kubica P, Namieśnik J, Wasik A. Determination of eight artificial sweeteners and common Stevia rebaudiana glycosides in non-alcoholic and alcoholic beverages by reversed-phase liquid chromatography coupled with tandem mass spectrometry. Anal Bioanal Chem. 2015 Feb;407(5):1505-12. doi: 10.1007/s00216-014-8355-x. Epub 2014 Dec 4. PubMed PMID: 25471292; PubMed Central PMCID: PMC4318983. 15: Aranda-González I, Moguel-Ordoñez Y, Betancur-Ancona D. Validation of HPLC-UV method for determination of minor glycosides contained in Stevia rebaudiana Bertoni leaves. Biomed Chromatogr. 2015 May;29(5):733-8. doi: 10.1002/bmc.3349. Epub 2014 Oct 9. PubMed PMID: 25296637. 16: Purkayastha S, Markosyan A, Prakash I, Bhusari S, Pugh G Jr, Lynch B, Roberts A. Steviol glycosides in purified stevia leaf extract sharing the same metabolic fate. Regul Toxicol Pharmacol. 2016 Jun;77:125-33. doi: 10.1016/j.yrtph.2016.02.015. Epub 2016 Feb 27. PubMed PMID: 26924787. 17: Jaitak V, Gupta AP, Kaul VK, Ahuja PS. Validated high-performance thin-layer chromatography method for steviol glycosides in Stevia rebaudiana. J Pharm Biomed Anal. 2008 Aug 5;47(4-5):790-4. doi: 10.1016/j.jpba.2008.03.022. Epub 2008 Mar 28. PubMed PMID: 18456448. 18: Ishii EL, Schwab AJ, Bracht A. Inhibition of monosaccharide transport in the intact rat liver by stevioside. Biochem Pharmacol. 1987 May 1;36(9):1417-33. PubMed PMID: 3579982. 19: Hajihashemi S, Geuns JM. Gene transcription and steviol glycoside accumulation in Stevia rebaudiana under polyethylene glycol-induced drought stress in greenhouse cultivation. FEBS Open Bio. 2016 Aug 30;6(9):937-44. doi: 10.1002/2211-5463.12099. eCollection 2016 Sep. PubMed PMID: 27642557; PubMed Central PMCID: PMC5011492. 20: Ko JA, Ryu YB, Kwon HJ, Jeong HJ, Park SJ, Kim CY, Wee YJ, Kim D, Lee WS, Kim YM. Characterization of a novel steviol-producing β-glucosidase from Penicillium decumbens and optimal production of the steviol. Appl Microbiol Biotechnol. 2013 Sep;97(18):8151-61. doi: 10.1007/s00253-013-4883-0. Epub 2013 Apr 25. PubMed PMID: 23615738.