Trilobatin
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Trilobatin
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CAS No:
4192-90-9
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Formula:
C21H24O10
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Chemical Name:
Trilobatin
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Synonyms:
1-Propanone,1-[4-(β-D-glucopyranosyloxy)-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-;p-Phlorizin;1-[4-(β-D-Glucopyranosyloxy)-2,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)-1-propanone;p-Phloridzin;Prunin dihydrochalcone;Trilobatin;Phloretin 4′-glucoside;Phloretine-4′-glucoside;Phloretin 4′-β-D-glucoside;Phloretin-4′-O-β-D-glucopyranoside;11024-91-2;20545-62-4
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CAS No:
Description
Trilobatin, 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].
Light yellow crystalline powder; Bland sweet aroma
Trilobatin is an aryl beta-D-glucoside that is phloretin attached to a beta-D-glucopyranosyl residue at position 4' via a glycosidic linkage. It is isolated from the leaves of the Chinese sweet tea Lithocarpus polystachyus and exhibits significant anti-hyperglycemic, anti-oxidative and anti-inflammatory properties. It has a role as an anti-inflammatory agent, a sweetening agent, an antioxidant and a plant metabolite. It is an aryl beta-D-glucoside, a member of dihydrochalcones and a monosaccharide derivative. It derives from a phloretin.
Characteristics
177.14000
1.43
Light yellow crystalline powder; Bland sweet aroma
1.6±0.1 g/cm3
170-173 °C
787.9±60.0 °C at 760 mmHg
277.1±26.4 °C
1.686
Slightly soluble in water
Trilobatin Use and Manufacturing
Food additives -> Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes|Flavoring Agents -> JECFA Flavorings Index
Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;
Computed Properties
Molecular Weight:436.4
XLogP3:1.2
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:7
Exact Mass:436.13694696
Monoisotopic Mass:436.13694696
Topological Polar Surface Area:177
Heavy Atom Count:31
Complexity:569
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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