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480-47-7

480-47-7 Structure

480-47-7 Structure
IdentificationBack Directory
[Name]

hydrangenol
[CAS]

480-47-7
[Synonyms]

Hydrangel
hydrangenol
3-(4-Hydroxyphenyl)-8-hydroxyisochroman-1-one
3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one
3-(4-Hydroxyphenyl)-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C15H12O4
[MDL Number]

MFCD01570286
[MOL File]

480-47-7.mol
[Molecular Weight]

256.25
Chemical PropertiesBack Directory
[Melting point ]

181-182 °C(Solv: ethanol (64-17-5))
[Boiling point ]

528.3±50.0 °C(Predicted)
[density ]

1.386±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

Solid
[pka]

9.57±0.30(Predicted)
[color ]

White to off-white
[Contact allergens]

Hydrangenol is the allergen of hydrangea (Hydrangea macrophylla Thunb, Hydrangeaceae family).
[LogP]

2.339 (est)
Hazard InformationBack Directory
[Definition]

ChEBI: A member of the class of dihydroisocoumarins that is 3,4-dihydroisocoumarin substituted by a hydroxy group at position 8 and a 4-hydroxyphenyl group at position 3. It has been isolated from the roots of Scorzonera judaica and exhibits anti-all rgic activity.
[Description]

Hydrangenol is the allergen of so me hydrangeaceae (Hortensia)
[Uses]

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].
[in vivo]

Hydrangenol (5-40 mg/kg; p.o.; daily for 7 weeks) mitigated wrinkle formation, dorsal thickness, dehydration, and collagen degradation in UVB-irradiated HR-1 hairless mice[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).
[IC 50]

MMP-1; MMP-3; COX-2; IL-6
[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. DOI:10.3390/nu11102354
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