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Details

Stereochemistry ABSOLUTE
Molecular Formula C32H50O13
Molecular Weight 642.7316
Optical Activity UNSPECIFIED
Defined Stereocenters 16 / 16
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RUBUSOSIDE

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]6O

InChI

InChIKey=YWPVROCHNBYFTP-OSHKXICASA-N
InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(41)44-26-24(39)22(37)20(35)16(12-33)42-26)19(31)6-10-32(15,14-31)45-27-25(40)23(38)21(36)17(13-34)43-27/h16-27,33-40H,1,4-14H2,2-3H3/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1

HIDE SMILES / InChI

Molecular Formula C32H50O13
Molecular Weight 642.7316
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 16 / 16
E/Z Centers 0
Optical Activity UNSPECIFIED

Rubusoside is a natural sweetener and a solubilizing agent with antiangiogenic and antiallergic properties. Rubusoside (Rub) is a natural sweetener from the Chinese sweet tea plant (Rubus suavissimus) and closely related to glucosides found in stevia leaf (Stevia rebaudiana). Teas made from the leaves of Rubus suavissimus have been shown to be associated with caloric restriction to aid in the weight loss by obese individuals. Rubusoside is an excellent solubilizing agent. It can enhance the solubility of a number of pharmaceutically important compounds, such as liquiritin, teniposide, curcumin, and etoposide. Rubusoside inhibits hexose transport by GLUT5 and GLUT1.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
6.7 mM [IC50]
4.6 mM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Inactive ingredient
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: By processing Rubusoside (RUB) and betulonic acid (BEA) together using a solvent evaporation method, a joint nanoparticulate structure is formed, designated as BEA-NP.
Mice: In an in vivo efficacy study, the tumor growth in the S180 berry mice orally dosed with BEA-NP at 75 mg/kg was inhibited by 50%.
Route of Administration: Oral
Rubusoside (Rub) inhibits human GLUT1 and GLUT5 with an IC50 of 4.6± 0.3mM and 6.7± 0.2mM, respectively. 20mM Rub reduced GLUT5 activity to less than 5% of maximum levels.
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:42:10 GMT 2023
Edited
by admin
on Sat Dec 16 01:42:10 GMT 2023
Record UNII
TCV5K3M3GX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RUBUSOSIDE
INCI   USP-RS  
INCI  
Official Name English
KAUR-16-EN-18-OIC ACID, 13-(.BETA.-D-GLUCOPYRANOSYLOXY)-, .BETA.-D-GLUCOPYRANOSYL ESTER, (4.ALPHA.)-
Common Name English
RUB
Common Name English
RUBUSOSIDE [INCI]
Common Name English
Code System Code Type Description
MESH
C056177
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
SMS_ID
100000182014
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
CHEBI
145021
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
PUBCHEM
24721373
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
CAS
64849-39-4
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID10983436
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
FDA UNII
TCV5K3M3GX
Created by admin on Sat Dec 16 01:42:10 GMT 2023 , Edited by admin on Sat Dec 16 01:42:10 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Isolated stevia sweetener, produced by the extraction of STEVIA REBAUDIANA leaves by hot water and powdering.