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MedKoo Cat#: 574100 | Name: Rebaudioside D
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Description:

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

Rebaudioside D is a natural non-caloric sweetener. It is a steviol glycoside metabolized by gut microbiota to steviol.

Chemical Structure

Rebaudioside D
Rebaudioside D
CAS#63279-13-0

Theoretical Analysis

MedKoo Cat#: 574100

Name: Rebaudioside D

CAS#: 63279-13-0

Chemical Formula: C50H80O28

Exact Mass: 1128.4836

Molecular Weight: 1129.16

Elemental Analysis: C, 53.19; H, 7.14; O, 39.67

Price and Availability

Size Price Availability Quantity
1mg USD 230.00
5mg USD 510.00
10mg USD 835.00
25mg USD 1,600.00
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Related CAS #
No Data
Synonym
Rebaudioside D
IUPAC/Chemical Name
(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl (4R,4aS,6aR,9S,11aR,11bS)-9-(((2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3,4-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-4,11b-dimethyl-8-methylenetetradecahydro-6a,9-methanocyclohepta[a]naphthalene-4-carboxylate
InChi Key
RPYRMTHVSUWHSV-CUZJHZIBSA-N
InChi Code
InChI=1S/C50H80O28/c1-18-11-49-9-5-24-47(2,7-4-8-48(24,3)46(68)77-44-39(34(64)29(59)22(15-54)72-44)75-42-36(66)32(62)27(57)20(13-52)70-42)25(49)6-10-50(18,17-49)78-45-40(76-43-37(67)33(63)28(58)21(14-53)71-43)38(30(60)23(16-55)73-45)74-41-35(65)31(61)26(56)19(12-51)69-41/h19-45,51-67H,1,4-17H2,2-3H3/t19-,20-,21-,22-,23-,24+,25+,26-,27-,28-,29-,30-,31+,32+,33+,34+,35-,36-,37-,38+,39-,40-,41+,42+,43+,44+,45+,47-,48-,49-,50+/m1/s1
SMILES Code
C[C@]([C@]1([H])CC2)(CCC[C@@]1(C)C(O[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O[C@@]4([H])[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)O[C@@H]3CO)=O)[C@@]5([H])[C@]2(CC6=C)C[C@@]6(O[C@@](O[C@H](CO)[C@@H](O)[C@@H]7O[C@]([C@@H]([C@@H](O)[C@@H]8O)O)([H])O[C@@H]8CO)([H])[C@@H]7O[C@]([C@@H]([C@@H](O)[C@@H]9O)O)([H])O[C@@H]9CO)CC5
Appearance
Solid powder
Purity
>95% (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 and DMF
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO and DMF
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Rebaudioside D is a natural non-caloric sweetener. It is a steviol glycoside that has been found in S. rebaudiana leaves. Rebaudioside D, similarly to rebaudioside A and C, is metabolized by gut microbiota to steviol.
In vitro activity:
The multi-enzyme reaction system in this study employing the Asn358Phe mutant produced 14.4 g l-1 (1.6 times of wild-type UGTSL2) rebaudioside D from 20 g l-1 stevioside after reaction for 24 hours. Reference: Microb Biotechnol. 2020 Jul;13(4):974-983. https://pubmed.ncbi.nlm.nih.gov/32011106/
In vivo activity:
Nonnutritive sweeteners (which rebaudioside D is)-specific and sex-specific effects of long-term nonnutritive sweetener consumption revealed associations of decreasing fat mass and increasing fat-free mass for children undergoing pubertal growth. Reference: Nutrients. 2023 May 15;15(10):2319. https://pubmed.ncbi.nlm.nih.gov/37242202/
Solvent mg/mL mM
Solubility
DMSO 1.0 0.89
DMF 1.0 0.89
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 1,129.16 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:
1. Chen L, Cai R, Weng J, Li Y, Jia H, Chen K, Yan M, Ouyang P. Production of rebaudioside D from stevioside using a UGTSL2 Asn358Phe mutant in a multi-enzyme system. Microb Biotechnol. 2020 Jul;13(4):974-983. doi: 10.1111/1751-7915.13539. Epub 2020 Feb 3. PMID: 32011106; PMCID: PMC7264896. 2. Chen L, Sun P, Zhou F, Li Y, Chen K, Jia H, Yan M, Gong D, Ouyang P. Synthesis of rebaudioside D, using glycosyltransferase UGTSL2 and in situ UDP-glucose regeneration. Food Chem. 2018 Sep 1;259:286-291. doi: 10.1016/j.foodchem.2018.03.126. Epub 2018 Mar 28. PMID: 29680056. 3. Chien YH, Lin CY, Hsu SY, Chen YH, Wu HT, Huang SW, Chen YC. Effects of Nonnutritive Sweeteners on Body Composition Changes during Pubertal Growth. Nutrients. 2023 May 15;15(10):2319. doi: 10.3390/nu15102319. PMID: 37242202; PMCID: PMC10224528. 4. Raghavan G, Bapna A, Mehta A, Shah A, Vyas T. Effect of Sugar Replacement with Stevia-Based Tabletop Sweetener on Weight and Cardiometabolic Health among Indian Adults. Nutrients. 2023 Apr 3;15(7):1744. doi: 10.3390/nu15071744. PMID: 37049584; PMCID: PMC10097272.
In vitro protocol:
1. Chen L, Cai R, Weng J, Li Y, Jia H, Chen K, Yan M, Ouyang P. Production of rebaudioside D from stevioside using a UGTSL2 Asn358Phe mutant in a multi-enzyme system. Microb Biotechnol. 2020 Jul;13(4):974-983. doi: 10.1111/1751-7915.13539. Epub 2020 Feb 3. PMID: 32011106; PMCID: PMC7264896. 2. Chen L, Sun P, Zhou F, Li Y, Chen K, Jia H, Yan M, Gong D, Ouyang P. Synthesis of rebaudioside D, using glycosyltransferase UGTSL2 and in situ UDP-glucose regeneration. Food Chem. 2018 Sep 1;259:286-291. doi: 10.1016/j.foodchem.2018.03.126. Epub 2018 Mar 28. PMID: 29680056.
In vivo protocol:
1. Chien YH, Lin CY, Hsu SY, Chen YH, Wu HT, Huang SW, Chen YC. Effects of Nonnutritive Sweeteners on Body Composition Changes during Pubertal Growth. Nutrients. 2023 May 15;15(10):2319. doi: 10.3390/nu15102319. PMID: 37242202; PMCID: PMC10224528. 2. Raghavan G, Bapna A, Mehta A, Shah A, Vyas T. Effect of Sugar Replacement with Stevia-Based Tabletop Sweetener on Weight and Cardiometabolic Health among Indian Adults. Nutrients. 2023 Apr 3;15(7):1744. doi: 10.3390/nu15071744. PMID: 37049584; PMCID: PMC10097272.
1: Yang L, Yang M, Deng Z, Luo Z, Yuan Z, Rao Y, Zhang Y. Highly Efficient Biosynthesis of Rebaudioside M8 through Structure-Guided Engineering of Glycosyltransferase UGT94E13. J Agric Food Chem. 2024 Jul 17;72(28):15823-15831. doi: 10.1021/acs.jafc.4c03565. Epub 2024 Jul 3. PMID: 38959519. 2: Ma S, Ma Y. A sustainable strategy for biosynthesis of Rebaudioside D using a novel glycosyltransferase of Solanum tuberosum. Biotechnol J. 2024 Feb;19(2):e2300628. doi: 10.1002/biot.202300628. PMID: 38403450. 3: Yang L, Yang M, Deng Z, Hou X, Zheng X, Ping Q, Rao Y, Shi J, Zhang Y. Selective synthesis of rebaudioside M2 through structure-guided engineering of glycosyltransferase UGT94D1. Front Bioeng Biotechnol. 2024 Feb 5;12:1334427. doi: 10.3389/fbioe.2024.1334427. PMID: 38375456; PMCID: PMC10875103. 4: Morissette A, de Wouters d'Oplinter A, Andre DM, Lavoie M, Marcotte B, Varin TV, Trottier J, Pilon G, Pelletier M, Cani PD, Barbier O, Houde VP, Marette A. Rebaudioside D decreases adiposity and hepatic lipid accumulation in a mouse model of obesity. Sci Rep. 2024 Feb 6;14(1):3077. doi: 10.1038/s41598-024-53587-y. PMID: 38321177; PMCID: PMC10847429. 5: Guo B, Hou X, Zhang Y, Deng Z, Ping Q, Fu K, Yuan Z, Rao Y. Highly efficient production of rebaudioside D enabled by structure-guided engineering of bacterial glycosyltransferase YojK. Front Bioeng Biotechnol. 2022 Aug 25;10:985826. doi: 10.3389/fbioe.2022.985826. PMID: 36091437; PMCID: PMC9452701. 6: EFSA FAF Panel (EFSA Panel on Food Additives and Flavourings); Younes M, Aquilina G, Engel KH, Fowler PJ, Frutos Fernandez MJ, Fürst P, Gürtler R, Gundert-Remy U, Husøy T, Manco M, Mennes W, Moldeus P, Passamonti S, Shah R, Waalkens-Berendsen I, Wright M, Barat Baviera JM, Degen G, Herman L, Leblanc JC, Wölfle D, Aguilera J, Giarola A, Smeraldi C, Vianello G, Castle L. Safety of the proposed amendment of the specifications for enzymatically produced steviol glycosides (E 960c): Rebaudioside D produced via enzymatic bioconversion of purified stevia leaf extract. EFSA J. 2022 May 16;20(5):e07291. doi: 10.2903/j.efsa.2022.7291. PMID: 35600273; PMCID: PMC9109230. 7: Chen M, Song F, Qin Y, Han S, Rao Y, Liang S, Lin Y. Improving Thermostability and Catalytic Activity of Glycosyltransferase From Panax ginseng by Semi-Rational Design for Rebaudioside D Synthesis. Front Bioeng Biotechnol. 2022 Apr 27;10:884898. doi: 10.3389/fbioe.2022.884898. PMID: 35573234; PMCID: PMC9092651. 8: Wang Z, Liu W, Liu W, Ma Y, Li Y, Wang B, Wei X, Liu Z, Song H. Co- immobilized recombinant glycosyltransferases efficiently convert rebaudioside A to M in cascade. RSC Adv. 2021 Apr 28;11(26):15785-15794. doi: 10.1039/d0ra10574k. PMID: 35481200; PMCID: PMC9029319. 9: Guo B, Deng Z, Meng F, Wang Q, Zhang Y, Yuan Z, Rao Y. Enhancement of Rebaudioside M Production by Structure-Guided Engineering of Glycosyltransferase UGT76G1. J Agric Food Chem. 2022 Apr 27;70(16):5088-5094. doi: 10.1021/acs.jafc.2c01209. Epub 2022 Apr 13. PMID: 35417157. 10: Tian X, Zhong F, Xia Y. Dynamic characteristics of sweetness and bitterness and their correlation with chemical structures for six steviol glycosides. Food Res Int. 2022 Jan;151:110848. doi: 10.1016/j.foodres.2021.110848. Epub 2021 Dec 2. PMID: 34980386. 11: Zhang T, Myint KZ, Xia Y, Wu J. A comparative study on physicochemical and micellar solubilization performance between monoglucosyl rebaudioside A and rebaudioside A. J Sci Food Agric. 2022 May;102(7):2651-2659. doi: 10.1002/jsfa.11604. Epub 2021 Nov 8. PMID: 34687452. 12: Wang Y, Sun X, Jia X, Zhu L, Yin H. Comparative transcriptomic of Stevia rebaudiana provides insight into rebaudioside D and rebaudioside M biosynthesis. Plant Physiol Biochem. 2021 Oct;167:541-549. doi: 10.1016/j.plaphy.2021.08.028. Epub 2021 Aug 17. PMID: 34425398. 13: Jung J, Kim S, Park S, Hong JH. Sweetness profiles of glycosylated rebaudioside A and its binary mixtures with allulose and maltitol. Food Sci Biotechnol. 2021 Feb 16;30(3):423-432. doi: 10.1007/s10068-020-00873-w. PMID: 33868753; PMCID: PMC8017029. 14: Zhang S, Yang Y, Lyu C, Chen J, Li D, Liu Y, Zhang Z, Liu Y, Wu W. Identification of the Key Residues of the Uridine Diphosphate Glycosyltransferase 91D2 and its Effect on the Accumulation of Steviol Glycosides in Stevia rebaudiana. J Agric Food Chem. 2021 Feb 17;69(6):1852-1863. doi: 10.1021/acs.jafc.0c07066. Epub 2021 Feb 7. PMID: 33550805. 15: Chen L, Pan H, Cai R, Li Y, Jia H, Chen K, Yan M, Ouyang P. Bioconversion of Stevioside to Rebaudioside E Using Glycosyltransferase UGTSL2. Appl Biochem Biotechnol. 2021 Mar;193(3):637-649. doi: 10.1007/s12010-020-03439-y. Epub 2020 Oct 15. PMID: 33057971. 16: Guo Q, Zhang T, Wang N, Xia Y, Zhou Z, Wang JR, Mei X. Correction to RQ3, A Natural Rebaudioside D Isomer, Was Obtained from Glucosylation of Rebaudioside A Catalyzed by the CGTase Toruzyme 3.0 L. J Agric Food Chem. 2020 Oct 21;68(42):11875-11876. doi: 10.1021/acs.jafc.0c05423. Epub 2020 Oct 7. Erratum for: J Agric Food Chem. 2019 Jul 17;67(28):8020-8028. doi: 10.1021/acs.jafc.9b02545. PMID: 33026806. 17: Wang Z, Hong J, Ma S, Huang T, Ma Y, Liu W, Liu W, Liu Z, Song H. Heterologous expression of EUGT11 from Oryza sativa in Pichia pastoris for highly efficient one-pot production of rebaudioside D from rebaudioside A. Int J Biol Macromol. 2020 Nov 15;163:1669-1676. doi: 10.1016/j.ijbiomac.2020.09.132. Epub 2020 Sep 22. PMID: 32976903. 18: Libik-Konieczny M, Michalec-Warzecha Ż, Dziurka M, Zastawny O, Konieczny R, Rozpądek P, Pistelli L. Steviol glycosides profile in Stevia rebaudiana Bertoni hairy roots cultured under oxidative stress-inducing conditions. Appl Microbiol Biotechnol. 2020 Jul;104(13):5929-5941. doi: 10.1007/s00253-020-10661-5. Epub 2020 May 28. PMID: 32468157. 19: Chen L, Cai R, Weng J, Li Y, Jia H, Chen K, Yan M, Ouyang P. Production of rebaudioside D from stevioside using a UGTSL2 Asn358Phe mutant in a multi-enzyme system. Microb Biotechnol. 2020 Jul;13(4):974-983. doi: 10.1111/1751-7915.13539. Epub 2020 Feb 3. PMID: 32011106; PMCID: PMC7264896. 20: Guo Q, Zhang T, Wang N, Xia Y, Zhou Z, Wang JR, Mei X. RQ3, A Natural Rebaudioside D Isomer, Was Obtained from Glucosylation of Rebaudioside A Catalyzed by the CGTase Toruzyme 3.0 L. J Agric Food Chem. 2019 Jul 17;67(28):8020-8028. doi: 10.1021/acs.jafc.9b02545. Epub 2019 Jul 1. Erratum in: J Agric Food Chem. 2020 Oct 21;68(42):11875-11876. doi: 10.1021/acs.jafc.0c05423. PMID: 31259548.