CAS 4192-90-9|Trilobatin

Introduction:Basic information about CAS 4192-90-9|Trilobatin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTrilobatin
CAS Number4192-90-9Molecular Weight436.409
Density1.6±0.1 g/cm3Boiling Point787.9±60.0 °C at 760 mmHg
Molecular FormulaC21H24O10Melting Point163 °C
MSDS/Flash Point277.1±26.4 °C

Names

Name1-[2,6-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
SynonymMore Synonyms

Trilobatin BiologicalActivity

DescriptionTrilobatin, a natural sweetener derived from Lithocarpus polystachyus Rehd[1], Trilobatin is an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope[2]. Neuroprotective effects[1]. Trilobatin is also a SGLT1/2 inhibitor that selectively induces the proliferation of human hepatoblastoma cells[3].
Related CatalogSignaling Pathways >>Anti-infection >>HIVResearch Areas >>InfectionSignaling Pathways >>Membrane Transporter/Ion Channel >>SGLT
Target

HIV-1

SGLT1/2

In VitroTrilobatin protects against oxidative injury in neuronal PC12 cells through regulating mitochondrial reactive oxygen species (mtROS) homeostasis in the first time, which is, at least partly, mediated through the AMPK/Nrf2/Sirt3 signaling pathway[1].
References

[1]. Gao J, et al. Trilobatin Protects Against Oxidative Injury in Neuronal PC12 Cells Through Regulating Mitochondrial ROS Homeostasis Mediated by AMPK/Nrf2/Sirt3 Signaling Pathway. Front Mol Neurosci. 2018 Jul 30;11:267.

[2]. Yin S, et al. Trilobatin as an HIV-1 entry inhibitor targeting the HIV-1 Gp41 envelope. FEBS Lett. 2018 Jul;592(13):2361-2377.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point787.9±60.0 °C at 760 mmHg
Melting Point163 °C
Molecular FormulaC21H24O10
Molecular Weight436.409
Flash Point277.1±26.4 °C
Exact Mass436.136932
PSA177.14000
LogP1.43
Vapour Pressure0.0±2.9 mmHg at 25°C
Index of Refraction1.686
InChIKeyGSTCPEBQYSOEHV-QNDFHXLGSA-N
SMILESO=C(CCc1ccc(O)cc1)c1c(O)cc(OC2OC(CO)C(O)C(O)C2O)cc1O

Synonyms

UNII:23298I791N
1-Propanone, 1-[4-(β-D-glucopyranosyloxy)-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-
3,5-Dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenyl β-D-glucopyranoside
p-Phloridzin
phloretin-4-D-glucoside
T6OTJ BOR CQ EQ DV2R DQ&& CQ DQ EQ F1Q &&β-D-Gluco Form
p-Phlorizin
1-Propanone, 1-(4-(β-D-glucopyranosyloxy)-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-
Trilobatin
1-(4-(β-D-Glucopyranosyloxy)-2,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1-propanone
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