Rubusoside

CAT: 0804-HY-N0668-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-N0668-01Size:5 mg

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Description

Rubusoside is a diterpene glycoside that is also a sweetener and solubilizer with anti-angiogenic, anti-cancer, anti-obesity, anti-allergic and anti-asthmatic effects. Rubusoside attenuates airway hyperresponsiveness and reduces inflammatory cells in bronchoalveolar lavage fluid (BALF), reducing OVA -induced airway inflammation. Rubusoside also prevents palmitic acid-induced lipotoxicity in pancreatic INS-1 cells, reduces the transport of human glucose transporters GLUT-1 and fructose GLUT-5, and inhibits NF-κB and α-amylase (α-amylase)[2][3][4].

CAS Number

64849-39-4

UNSPSC

12352005

Target

Amylases; GLUT; NF-κB

Type

Natural Products

Related Pathways

Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; NF-κB

Field of Research

Cancer; Metabolic Disease; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/Rubusoside.html

Purity

98.58

Solubility

DMSO : 110 mg/mL (ultrasonic)

Smiles

C[C@]([C@]1([H])CC2)(CCC[C@@]1(C)C(O[C@@H]([C@@H]([C@@H](O)[C@@H]3O)O)O[C@@H]3CO)=O)[C@@]4([H])[C@]2(CC5=C)C[C@@]5(O[C@]([C@@H]([C@@H](O)[C@@H]6O)O)([H])O[C@@H]6CO)CC4

Molecular Formula

C32H50O13

Molecular Weight

642.73

References & Citations

[1]Wang Z et al. Selective production of rubusoside from stevioside by using the sophorose activity of β-glucosidase from Streptomyces sp. GXT6. Appl Microbiol Biotechnol. 2015 Nov;99 (22) :9663-74.|[2]Zheng H, et al. Metabolomics analysis of the protective effect of rubusoside on palmitic acid-induced lipotoxicity in INS-1 cells using UPLC-Q/TOF MS. Mol Omics. 2019 Jun 1;15 (3) :222-232.|[3]Ko JA et al. Mass production of rubusoside using a novel stevioside-specific β-glucosidase from Aspergillus aculeatus. J Agric Food Chem. 2012 Jun 20;60 (24) :6210-6.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Natural Products

Clinical Information

No Development Reported

Chemical Information

Rubusoside

Rubusoside is a steviol glycoside that is steviol in which both the carboxy group and the tertiary allylic hydroxy group have been converted to their corresponding beta-D-glucosides. A precious bioactive natural sweetener which mainly exists the in Chinese sweet tea plant, Rubus suavissimus. It has a role as a sweetening agent and a plant metabolite. It is a steviol glycoside, a beta-D-glucoside, a bridged compound and a tetracyclic diterpenoid. It is functionally related to a steviol.

CAS Number	64849-39-4
PubChem CID	24721373
IUPAC Name	[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9S,10R,13S)-5,9-dimethyl-14-methylidene-13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
Molecular Formula	C32H50O13
Molecular Weight	642.7
XLogP	0.4
Topological Polar Surface Area	216
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	7
Heavy Atom Count	45
Formal Charge	0
Complexity	1150

SMILES

C[C@@]12CCC[C@@]([C@H]1CC[C@]34[C@H]2CC[C@](C3)(C(=C)C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)(C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O

InChI

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

InChIKey

YWPVROCHNBYFTP-OSHKXICASA-N

Chemical Structure

2D Structure

CAS: 64849-39-4

CID: 24721373

Formula: C32H50O13

MW: 642.7

Interactive 3D Structure

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View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	642.7
XLogP3	0.4
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	7
Exact Mass	642.32514165
Monoisotopic Mass	642.32514165
Topological Polar Surface Area	216 Å²
Heavy Atom Count	45
Formal Charge	0
Complexity	1150
Isotope Atom Count	0
Defined Atom Stereocenter Count	16
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

Alternative Products

Catalog	Name
300900	Rubusoside
A14792-500	Rubusoside 500mg
A14792-100	Rubusoside 100mg
A14792-5	Rubusoside 5mg

Rubusoside

Chemical Information

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