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Details

Stereochemistry ABSOLUTE
Molecular Formula C44H70O22
Molecular Weight 951.0134
Optical Activity UNSPECIFIED
Defined Stereocenters 26 / 26
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of REBAUDIOSIDE C

SMILES

[H][C@@]12CC[C@@]3(C[C@]1(CC3=C)CC[C@]4([H])[C@@](C)(CCC[C@@]24C)C(=O)O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]8O[C@@H](C)[C@H](O)[C@@H](O)[C@H]8O

InChI

InChIKey=QSRAJVGDWKFOGU-WBXIDTKBSA-N
InChI=1S/C44H70O22/c1-17-12-43-10-6-22-41(3,8-5-9-42(22,4)40(58)65-38-33(57)30(54)26(50)20(14-46)61-38)23(43)7-11-44(17,16-43)66-39-35(64-36-31(55)28(52)24(48)18(2)59-36)34(27(51)21(15-47)62-39)63-37-32(56)29(53)25(49)19(13-45)60-37/h18-39,45-57H,1,5-16H2,2-4H3/t18-,19+,20+,21+,22-,23-,24-,25+,26+,27+,28+,29-,30-,31+,32+,33+,34-,35+,36-,37-,38-,39-,41+,42+,43+,44-/m0/s1

HIDE SMILES / InChI

Molecular Formula C44H70O22
Molecular Weight 951.0134
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 26 / 26
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23203115 | https://www.ncbi.nlm.nih.gov/pubmed/28228527 | https://www.ncbi.nlm.nih.gov/pubmed/24783855 | https://www.ncbi.nlm.nih.gov/pubmed/12419967

Rebaudioside C is a natural primary glycoside constituent of the plant Stevia rebaudiana Bertoni and used as natural non-caloric sweeteners to diabetics and others on carbohydrate-controlled diets. Found in the by-product of Rebaudioside A production, Rebaudioside C is produced through advanced glycoside isolation and specialized extraction processing. While not a sweetener itself, Rebaudioside C has been trialed with nutritive sweeteners and shown to enable a 20-25% reduction in calories. In preclinical studies Rebaudioside C shows potent anti-inflammatory activity in against 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation in mice. Steviol glycosides have not yet been approved as a sweetener in the European Union, but purified rebaudioside A gained GRAS (Generally Recognized as Safe) status in the USA in 2008, and in the same year the Joint FAO/WHO Expert Committee on Food Additives suggested a temporary admissible daily intake (ADI) of 0–4 mg/kg body weight, expressed as steviol.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

Mice were treated with Rebaudioside C (200mg/ear
Route of Administration: Topical
The PC12 cells were used for activity evaluation. Cell viability was measured by trypan blue exclusion assay. The PC12 cells were incubated in DMEM containing serum with 0 to 10,000 ng/mL stevioside for 72 h. After the incubation, cells were stained in 0.25% trypan blue solution in phosphate-buffered saline. Total cells and trypan blue-stained cells were counted using a hemocytometer. Cell viability was expressed as a percentage against the total cell number in each experiment.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:23:55 GMT 2023
Edited
by admin
on Sat Dec 16 08:23:55 GMT 2023
Record UNII
FE0M8Z5L2E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
REBAUDIOSIDE C
MI  
Common Name English
KAUR-16-EN-18-OIC ACID, 13-((O-6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL-(1->2)-O-(.BETA.-D-GLUCOPYRANOSYL-(1->3))-.BETA.-D-GLUCOPYRANOSYL)OXY)-, .BETA.-D-GLUCOPYRANOSYL ESTER, (4.ALPHA.)-
Systematic Name English
(-)-REBAUDIOSIDE C
Common Name English
REBAUDIOSIDE C, (-)-
Common Name English
FEMA NO. 4720
Code English
REBC
Common Name English
REBAUDIOSIDE C [MI]
Common Name English
DULCOSIDE B
Common Name English
Code System Code Type Description
PUBCHEM
60208888
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID301019859
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY
CAS
63550-99-2
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY
SMS_ID
100000182010
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY
MERCK INDEX
m9513
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY Merck Index
FDA UNII
FE0M8Z5L2E
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY
GRAS Notification (GRN No.)
536
Created by admin on Sat Dec 16 08:23:55 GMT 2023 , Edited by admin on Sat Dec 16 08:23:55 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
Isolated stevia sweetener, produced by the extraction of STEVIA REBAUDIANA leaves by hot water and powdering.