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MedKoo Cat#: 145888 | Name: Hydrangenol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hydrangenol is a phenolic compound found in plants such as Hydrangea species, known for its antioxidant and anti-inflammatory properties. It works by scavenging free radicals, thus protecting cells from oxidative stress and reducing inflammation. The mechanism of hydrangenol involves modulating key signaling pathways related to oxidative stress and inflammation, such as the NF-κB pathway, which can help manage conditions linked to these processes. Its applications are mainly in the fields of skincare and health supplements, where it is used for its potential to support skin health and prevent age-related damage.

Chemical Structure

Hydrangenol
Hydrangenol
CAS#480-47-7

Theoretical Analysis

MedKoo Cat#: 145888

Name: Hydrangenol

CAS#: 480-47-7

Chemical Formula: C15H12O4

Exact Mass: 256.0700

Molecular Weight: 256.26

Elemental Analysis: C, 70.31; H, 4.72; O, 24.97

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Hydrangenol;
IUPAC/Chemical Name
8-hydroxy-3-(4-hydroxyphenyl)isochroman-1-one
InChi Key
DGKDFNDHPXVXHW-UHFFFAOYSA-N
InChi Code
1S/C15H12O4/c16-11-6-4-9(5-7-11)13-8-10-2-1-3-12(17)14(10)15(18)19-13/h1-7,13,16-17H,8H2
SMILES Code
OC1=CC=C(C=C1)C2CC3=CC=CC(O)=C3C(=O)O2
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 256.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kim SY, Chung KS, Jang SY, Han HS, Heo SW, Lee JK, Kim HJ, Shin YK, Ahn HS, Lee SH, Lee KT. Hydrangenol, an active constituent of Hydrangea serrata (Thunb.) Ser., ameliorates colitis through suppression of macrophage-mediated inflammation in dextran sulfate sodium-treated mice. Food Funct. 2023 Jul 31;14(15):6957-6968. doi: 10.1039/d3fo01243c. PMID: 37435675. 2: Jang SY, Kim SY, Song HA, Kim H, Chung KS, Lee JK, Lee KT. Protective effect of hydrangenol on lipopolysaccharide-induced endotoxemia by suppressing intestinal inflammation. Int Immunopharmacol. 2023 Dec;125(Pt A):111083. doi: 10.1016/j.intimp.2023.111083. Epub 2023 Oct 21. PMID: 37871380. 3: Gho Y, Shin SS, Choi YH, Ko K, Kim WJ, Moon SK. Hydrangenol suppresses VEGF- stimulated angiogenesis by targeting p27KIP1-dependent G1-cell cycle arrest, VEGFR-2-mediated signaling, and MMP-2 expression. Anim Cells Syst (Seoul). 2019 Feb 14;23(2):72-81. doi: 10.1080/19768354.2019.1578262. PMID: 30949393; PMCID: PMC6440517. 4: Myung DB, Han HS, Shin JS, Park JY, Hwang HJ, Kim HJ, Ahn HS, Lee SH, Lee KT. 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. PMID: 31581754; PMCID: PMC6835603. 5: Shin SS, Ko MC, Park YJ, Hwang B, Park SL, Kim WJ, Moon SK. Hydrangenol inhibits the proliferation, migration, and invasion of EJ bladder cancer cells via p21WAF1-mediated G1-phase cell cycle arrest, p38 MAPK activation, and reduction in Sp-1-induced MMP-9 expression. EXCLI J. 2018 Jun 6;17:531-543. doi: 10.17179/excli2018-1361. PMID: 30034317; PMCID: PMC6046626. 6: Kim HJ, Kang CH, Jayasooriya RGPT, Dilshara MG, Lee S, Choi YH, Seo YT, Kim GY. Hydrangenol inhibits lipopolysaccharide-induced nitric oxide production in BV2 microglial cells by suppressing the NF-κB pathway and activating the Nrf2-mediated HO-1 pathway. Int Immunopharmacol. 2016 Jun;35:61-69. doi: 10.1016/j.intimp.2016.03.022. Epub 2016 Mar 28. PMID: 27032067. 7: Yoon JH, Park SH, Yoon SE, Hong SY, Lee JB, Lee J, Cho JY. Hydrangea serrata Hot Water Extract and Its Major Ingredient Hydrangenol Improve Skin Moisturization and Wrinkle Conditions via AP-1 and Akt/PI3K Pathway Upregulation. Nutrients. 2023 May 24;15(11):2436. doi: 10.3390/nu15112436. PMID: 37299400; PMCID: PMC10255818. 8: Hausen BM. Hydrangenol, a strong contact sensitizer found in hydrangea (Hydrangea sp.; Hydrangeaceae). Contact Dermatitis. 1991 Mar;24(3):233-5. doi: 10.1111/j.1600-0536.1991.tb01712.x. PMID: 1868712. 9: Park S, Kim H, Ahn HS, Na C, Shin YK. Hair Growth-Promoting Effect of Hydrangea serrata (Thunb.) Ser. Extract and Its Active Component Hydrangenol: In Vitro and In Vivo Study. Int J Mol Sci. 2024 Sep 26;25(19):10370. doi: 10.3390/ijms251910370. PMID: 39408700; PMCID: PMC11477035. 10: Yoshikawa M, Matsuda H, Shimoda H, Shimada H, Harada E, Naitoh Y, Miki A, Yamahara J, Murakami N. Development of bioactive functions in hydrangeae dulcis folium. V. On the antiallergic and antimicrobial principles of hydrangeae dulcis folium. (2). Thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-o-glucoside, and (+)-hydrangenol 4'-O-glucoside. Chem Pharm Bull (Tokyo). 1996 Aug;44(8):1440-7. doi: 10.1248/cpb.44.1440. PMID: 8795265. 11: Yoo HS, Yoon YS, Shin JW, Choi SI, Son SH, Jang YH, Yang YS, Kim SY, Kim YR, Chung KS, Lee KT, Kim NJ. In vitro and in vivo anti-inflammatory and antinociceptive activities of a synthetic hydrangenol derivative: 5-hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one. Int Immunopharmacol. 2025 Feb 20;148:114175. doi: 10.1016/j.intimp.2025.114175. Epub 2025 Jan 30. PMID: 39889413. 12: Kakegawa H, Matsumoto H, Satoh T. Inhibitory effects of hydrangenol derivatives on the activation of hyaluronidase and their antiallergic activities. Planta Med. 1988 Oct;54(5):385-9. doi: 10.1055/s-2006-962477. PMID: 2462259. 13: IBRAHIM RK, TOWERS GH. Studies of hydrangenol in hydrangea macrophylla Ser. I. Isolation, identification, and biosynthesis from C 14-labelled compounds. Can J Biochem Physiol. 1960 Jul;38:627-34. PMID: 13852592. 14: Shin JS, Han HS, Lee SB, Myung DB, Lee K, Lee SH, Kim HJ, Lee KT. Chemical Constituents from Leaves of Hydrangea serrata and Their Anti-photoaging Effects on UVB-Irradiated Human Fibroblasts. Biol Pharm Bull. 2019;42(3):424-431. doi: 10.1248/bpb.b18-00742. PMID: 30828074. 15: Hassanein EHM, Sayed AM, Hussein OE, Mahmoud AM. Coumarins as Modulators of the Keap1/Nrf2/ARE Signaling Pathway. Oxid Med Cell Longev. 2020 Apr 22;2020:1675957. doi: 10.1155/2020/1675957. PMID: 32377290; PMCID: PMC7196981. 16: Matsuda H, Shimoda H, Yamahara J, Yoshikawa M. Effects of phyllodulcin, hydrangenol, and their 8-O-glucosides, and thunberginols A and F from Hydrangea macrophylla SERINGE var. thunbergii MAKINO on passive cutaneous anaphylaxis reaction in rats. Biol Pharm Bull. 1999 Aug;22(8):870-2. doi: 10.1248/bpb.22.870. PMID: 10480329. 17: Matsuda H, Nakamura S, Yoshikawa M. Search for new type of PPARγ agonist- like anti-diabetic compounds from medicinal plants. Biol Pharm Bull. 2014;37(6):884-91. doi: 10.1248/bpb.b14-00037. PMID: 24882400. 18: Yoshikawa M, Uchida E, Chatani N, Kobayashi H, Naitoh Y, Okuno Y, Matsuda H, Yamahara J, Murakami N. Thunberginols C, D, and E, new antiallergic and antimicrobial dihydroisocoumarins, and thunberginol G 3'-O-glucoside and (-)-hydrangenol 4'-O-glucoside, new dihydroisocoumarin glycosides, from Hydrangeae Dulcis Folium. Chem Pharm Bull (Tokyo). 1992 Dec;40(12):3352-4. doi: 10.1248/cpb.40.3352. PMID: 1363465. 19: Akada Y, Kawano S, Gotoh M, Tanase Y. [High-speed liquid chromatographic analysis of drugs. IV. Speration analysis of phyllodulcin and hydrangenol in sweet hydrangea (author's transl)]. Yakugaku Zasshi. 1979 Jun;99(6):683-7. Japanese. doi: 10.1248/yakushi1947.99.6_683. PMID: 536902. 20: Nozawa K, Yamada M, Tsuda Y, Kawai K, Nakajima S. Antifungal activity of oosponol, oospolactone, phyllodulcin, hydrangenol, and some other related compounds. Chem Pharm Bull (Tokyo). 1981 Sep;29(9):2689-91. doi: 10.1248/cpb.29.2689. PMID: 7349286.

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Mahanine

Mahanine