ChemicalBook--->CAS DataBase List--->21499-23-0

21499-23-0

21499-23-0 Structure

21499-23-0 Structure
IdentificationBack Directory
[Name]

(+)-PHYLLODULCIN
[CAS]

21499-23-0
[Synonyms]

PHYLLODUCIN
PHYLLODULCIN
Praeruptorin
(+)-PHYLLODULCIN
(+)-Praeruptorin
(3R)-Phyllodulcin
R-(+)-Phyllodulcin
(+)-PHYLLODULCIN USP/EP/BP
(R)-8-Hydroxy-3-(3-Hydroxy-4-Methoxyphenyl)Isochroman-1-One
(3R)-3-(3-Hydroxy-4-methoxyphenyl)-8-hydroxyisochroman-1-one
(R)-8-Hydroxy-3-(3-Hydroxy-4-Methoxyphenyl)Isochroman-1-One(WXC00795)
(R)-3,4-Dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-1H-2-benzopyran-1-one
(3R)-3β-(3-Hydroxy-4-methoxyphenyl)-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one
1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-, (3R)-
[Molecular Formula]

C16H14O5
[MDL Number]

MFCD00210357
[MOL File]

21499-23-0.mol
[Molecular Weight]

286.28
Chemical PropertiesBack Directory
[solubility ]

DMSO: 2 mg/mL, clear
[form ]

Solid
[color ]

White to off-white
[SMILES]

O=C1C2=C(O)C=CC=C2C[C@H](C3=CC(O)=C(C=C3)OC)O1
Hazard InformationBack Directory
[Uses]

Phyllodulcin is an orally active sweetener found in Hydrangea macrophylla var. thunbergii. Phyllodulcin acts as a non-selective phosphodiesterase inhibitor and exerts anti-allergic effects by suppressing lymphocyte activation. Phyllodulcin can be used to combat obesity by regulating levels of leptin, fat browning-related genes, and hypothalamic BDNF-TrkB signaling[1][2].
[Definition]

ChEBI: Phyllodulcin is a hydroxybenzoic acid.
[References]

[1] Liu J, et al. Medicinal flowers. XXXX . Structures of dihydroisocoumarin glycosides and inhibitory effects on aldose reducatase from the flowers of Hydrangea macrophylla var.thunbergii. Chem Pharm Bull (Tokyo). 2013;61(6):655-61. DOI:10.1248/cpb.c13-00160
[2] Kim E, et al. Phyllodulcin, a Natural Sweetener, Regulates Obesity-Related Metabolic Changes and Fat Browning-Related Genes of Subcutaneous White Adipose Tissue in High-Fat Diet-Induced Obese Mice. Nutrients. 2017 Sep 21;9(10):1049. DOI:10.3390/nu9101049
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