CAS 102841-42-9|Mulberroside A

Introduction:Basic information about CAS 102841-42-9|Mulberroside A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMulberroside A
CAS Number102841-42-9Molecular Weight568.524
Density1.7±0.1 g/cm3Boiling Point954.7±65.0 °C at 760 mmHg
Molecular FormulaC26H32O14Melting Point/
MSDS/Flash Point531.2±34.3 °C

Names

Name(2S,3R,4S,5S,6R)-2-[3-hydroxy-4-[(E)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SynonymMore Synonyms

Mulberroside A BiologicalActivity

DescriptionMulberroside A, the major active anti-tyrosinase compound in the root bark extract of Morus alba L. (Moraceae), is widely employed as an active ingredient in whitening cosmetics. IC50 value: 1.29 μmol/L (inhibition of the monophenolase activity); KI value: 0.385 μmol/L (the inhibition constant of the effectors on tyrosinase); KIS value: 0.177 μmol/L (the inhibition constant of the enzyme-substrate complex) [3] Target:In vitro: Mulberroside A decreased the expressions of tumor necrosis factor-α (TNF-α), interleukin (IL)-1β, and IL-6 and inhibited the activation of NALP3, caspase-1, and nuclear factor-κB and the phosphorylation of extracellular signal-regulated protein kinases, the c-Jun N-terminal kinase, and p38 exhibiting anti-inflammatory antiapoptotic effects [1]. Mulberroside A treatment significantly decreased the mRNA and protein expression of P-gp in Caco-2 cells after treatment with Mulberroside A (5–20 μM). PKC and NF-κB might play crucial roles in Mulberroside A-induced suppression of P-gp [2]. In vivo:
Related CatalogSignaling Pathways >>Immunology/Inflammation >>Interleukin RelatedSignaling Pathways >>Apoptosis >>TNF ReceptorSignaling Pathways >>Metabolic Enzyme/Protease >>TyrosinaseNatural Products >>OthersResearch Areas >>Others
References

[1]. Cai-Ping Wang, et al. Mulberroside a protects against ischemic impairment in primary culture of rat cortical neurons after oxygen–glucose deprivation followed by reperfusion. Journal of Neuroscience ResearchVolume 92, Issue 7, pages 944–954, July 2014

[2]. Yuhua Li, et al. Down-regulation of P-gp expression and function after Mulberroside A treatment: Potential role of protein kinase C and NF-kappa B. Chemico-Biological InteractionsVolume 213, 25 April 2014, Pages 44–50

[3]. Shu Wang, et al. An efficient preparation of mulberroside a from the branch bark of mulberry and its effect on the inhibition of tyrosinase activity. PloS one 2014, 9 (10): e109396

Chemical & Physical Properties

Density1.7±0.1 g/cm3
Boiling Point954.7±65.0 °C at 760 mmHg
Molecular FormulaC26H32O14
Molecular Weight568.524
Flash Point531.2±34.3 °C
Exact Mass568.179199
PSA239.22000
LogP-1.16
Vapour Pressure0.0±0.3 mmHg at 25°C
Index of Refraction1.742
InChIKeyHPSWAEGGWLOOKT-VUNDNAJOSA-N
SMILESOCC1OC(Oc2cc(O)cc(C=Cc3ccc(OC4OC(CO)C(O)C(O)C4O)cc3O)c2)C(O)C(O)C1O
Storage condition-20°C

Synonyms

β-D-Glucopyranoside, 3-[(E)-2-[4-(β-D-glucopyranosyloxy)-2-hydroxyphenyl]ethenyl]-5-hydroxyphenyl
N1520
Mulberroside A
3-{(E)-2-[4-(β-D-Glucopyranosyloxy)-2-hydroxyphenyl]vinyl}-5-hydroxyphenyl β-D-glucopyranoside
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