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Hydrangenol

Names

[ CAS No. ]:
480-47-7

[ Name ]:
Hydrangenol

[Synonym ]:
3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one
Hydrangenol
8-Hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-1H-isochromen-1-one
8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydroisochromen-1-one
1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-
UNII:TL8PI7PHV1
8-Hydroxy-3-(4-hydroxy-phenyl)-isochroman-1-one

Biological Activity

[Description]:

Hydrangenol is an orally active antiphotoaging compound. It can be isolated from Hydrangea serrata leaves. Hydrangenol prevents wrinkle formation by reducing MMP and inflammatory cytokine expression and increasing moisturizing factors and antioxidant genes level[1].

[Related Catalog]:

Signaling Pathways >> NF-κB >> Keap1-Nrf2
Signaling Pathways >> Immunology/Inflammation >> Interleukin Related
Signaling Pathways >> MAPK/ERK Pathway >> p38 MAPK
Research Areas >> Inflammation/Immunology
Signaling Pathways >> Immunology/Inflammation >> COX
Signaling Pathways >> Metabolic Enzyme/Protease >> MMP
Signaling Pathways >> MAPK/ERK Pathway >> ERK
Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

MMP-1

MMP-3

COX-2

IL-6


[In Vivo]

Hydrangenol (5, 10, 20, 或 40 mg/kg; 口服; 每日给药,共 7 周) 减轻 uvb 照射 HR-1 无毛小鼠的皱纹形成、背厚、脱水和胶原蛋白降解[1]。 Animal Model: UVB-irradiated HR-1 hairless mice[1] Dosage: 5, 10, 20, or 40 mg/kg Administration: Oral gavage; daily for 7 weeks Result: Increased the expression of involucrin, filaggrin, and aquaporin-3 (AQP3) as well as hyaluronic acid (HA) production via hyaluronidase (HYAL)-1/-2 downregulation. Increased the expression of Pro-COL1A1. Decreased the expression matrix metalloproteinase (MMP)-1/-3, cyclooxygenase-2 (COX-2), and interleukin-6 (IL-6). Attenuated the phosphorylation of mitogen-activated protein kinases (MAPKs) including ERK and p38, activator protein 1 (AP-1) subunit, and signal transduction and activation of transcription 1 (STAT1). Upregulated the expression of nuclear factor-E2-related factor 2 (Nrf2), heme oxygenase-1 (HO-1), NAD(P)H quinone dehydrogenase 1 (NQO-1), glutamate cysteine ligase modifier subunit (GCLM), and glutamate cysteine ligase catalysis subunit (GCLC).

[References]

[1]. Myung DB, et al. Hydrangenol Isolated from the Leaves of Hydrangea serrata Attenuates Wrinkle Formation and Repairs Skin Moisture in UVB-Irradiated Hairless Mice. Nutrients. 2019 Oct 2;11(10):2354.  

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
528.3±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C15H12O4

[ Molecular Weight ]:
256.253

[ Flash Point ]:
206.4±23.6 °C

[ Exact Mass ]:
256.073547

[ PSA ]:
66.76000

[ LogP ]:
2.54

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.662

Safety Information

[ Hazard Codes ]:
Xi

Synthetic Route

Precursor & DownStream


Related Compounds