hydrangenol
hydrangenol Basic information
- Product Name:
- hydrangenol
- Synonyms:
-
- hydrangenol
- 3-(4-Hydroxyphenyl)-8-hydroxy-3,4-dihydro-1H-2-benzopyran-1-one
- 3-(4-Hydroxyphenyl)-8-hydroxyisochroman-1-one
- 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one
- Hydrangel
- 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-
- Hydrangenol, 10 mM in DMSO
- CAS:
- 480-47-7
- MF:
- C15H12O4
- MW:
- 256.25
- EINECS:
- 200-258-5
- Mol File:
- 480-47-7.mol
hydrangenol Chemical Properties
- 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
- pka
- 9.57±0.30(Predicted)
- form
- Solid
- color
- White to off-white
- LogP
- 2.339 (est)
hydrangenol Usage And Synthesis
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].
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.
Contact allergens
Hydrangenol is the allergen of hydrangea (Hydrangea macrophylla Thunb, Hydrangeaceae family).
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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hydrangenol(480-47-7)Related Product Information
- MOSLOFLAVONE
- beta-Sitosterol
- alpha-Cyperone
- alpha-Terpineol
- beta-Eudesmol
- (4E,6E)-1,7-Diphenyl-4,6-heptadien-3-one
- Hydroxyecdysone
- 2-(3,4-Dihydroxyphenyl)-8-(2-O-beta-L-galactopyranosyl-beta-D-glucopyranosyl)-5,7-dihydroxy-4H-1-Benzopyran-4-one
- hydroxygenkwanin
- Artemether
- (+)-PHYLLODULCIN
- 3-PHENYL-3,4-DIHYDROISOCOUMARIN
- Benzyl salicylate
- hydrangenol
- 2-Bibenzylcarboxylic acid
- 1H-2-BENZOPYRAN-1-ONE, 3,4-DIHYDRO-8-HYDROXY-