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Hesperetin

CAS No.
520-33-2
Chemical Name:
Hesperetin
Synonyms
(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone;2,3-DIHYDRO-5,7-DIHYDROXY-2S-(3-HYDROXY-4-METHOXPHENYL)-4H-1-BENZOPYRAN-4-ONE;4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-;YSO2;NSC 57654;HESPERETIN;HESPERETINE;HESPERETIN(P);Hesperetin>Prestwick_908
CBNumber:
CB4304735
Molecular Formula:
C16H14O6
Molecular Weight:
302.28
MDL Number:
MFCD00075646
MOL File:
520-33-2.mol
MSDS File:
SDS
Last updated:2026-03-06 19:22:19
Product description Number Pack Size Price
Hesperetin >97.0%(HPLC)(T) H0721 5g $20
Hesperetin >97.0%(HPLC)(T) H0721 25g $52
Hesperetin 10006084 25000mg $50
Hesperetin 10006084 50000mg $94
Hesperetin 10006084 100000mg $177
More product size

Hesperetin Properties

Melting point 230-232°C
Boiling point 363.32°C (rough estimate)
Density 1.2514 (rough estimate)
refractive index -4 ° (C=1.8, EtOH)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka 7.49±0.40(Predicted)
form Solid
color White to Pale Yellow
Water Solubility Soluble in water (partly), dilute alkalis, and ethanol (50 mg/ml).
Merck 14,4670
BRN 309850
Cosmetics Ingredients Functions ANTIOXIDANT
SKIN CONDITIONING
InChIKey AIONOLUJZLIMTK-AWEZNQCLSA-N
LogP 2.90
CAS DataBase Reference 520-33-2(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) 5,7-DIHYDROXY-2-(3-HYDROXY-4-METHXY-PHENYL)-CHROMAN-4-ONE
EWG's Food Scores 1
FDA UNII Q9Q3D557F1

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36/37/39-27-37
WGK Germany  3
HS Code  29329990
NFPA 704
1
2 0

Hesperetin price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical H0721 Hesperetin >97.0%(HPLC)(T) 520-33-2 5g $20 2025-07-31 Buy
TCI Chemical H0721 Hesperetin >97.0%(HPLC)(T) 520-33-2 25g $52 2025-07-31 Buy
Cayman Chemical 10006084 Hesperetin 520-33-2 25000mg $50 2024-03-01 Buy
Cayman Chemical 10006084 Hesperetin 520-33-2 50000mg $94 2024-03-01 Buy
Cayman Chemical 10006084 Hesperetin 520-33-2 100000mg $177 2024-03-01 Buy
Product number Packaging Price Buy
H0721 5g $20 Buy
H0721 25g $52 Buy
10006084 25000mg $50 Buy
10006084 50000mg $94 Buy
10006084 100000mg $177 Buy

Hesperetin Chemical Properties,Uses,Production

Description

Hesperetin is a flavonoid that has been found in citrus fruits and has diverse biological activities. It reduces ApoB protein levels, ACAT2 expression, and LDL degradation in HepG2 cells when used at a concentrations ranging from 10 to 200 μM. Hesperetin inhibits IgG-induced β-hexosaminidase release from RBL-2H3 cells (IC50 = 0.099 mg/ml). It inhibits LPS-induced nitric oxide (NO) production and reduces levels of inducible nitric oxide synthase (iNOS), IL-6, and IL-1β in BV-2 microglial cells. Hesperetin (5 mg/kg) inhibits passive cutaneous anaphylaxis in mice. It reduces body weight loss, colon shortening, and ulcer severity in a mouse model of TNBS-induced ulcerative colitis. Hesperetin reduces cortical and hippocampal neuronal apoptosis and increases time spent in the target quadrant in the Morris water maze in a mouse model of LPS-induced neuronal inflammation.

Chemical Properties

Beige to Light Brown Crystalline Solid

Uses

The aglucon of Hesperidin (H281185), a flavanone found in citrus fruits.

Uses

antiallergic

Uses

(±)-Hesperetin is an antioxidant flavonoid. Induces G1-phase cell cycle arrest. Anti-inflammatory. (±)-Hesperetin suppresses NF-κB activation. Reduces cholesterol biosynthesis. Inhibits lipid peroxidation. Neuroprotective against neuronal oxidative damage.

Definition

ChEBI: Hesperetin is a trihydroxyflavanone having the three hydroxy gropus located at the 3'-, 5- and 7-positions and an additional methoxy substituent at the 4'-position. It has a role as an antioxidant, an antineoplastic agent and a plant metabolite. It is a monomethoxyflavanone, a trihydroxyflavanone, a member of 3'-hydroxyflavanones and a member of 4'-methoxyflavanones. It is a conjugate acid of a hesperetin(1-).

Synthesis

Hesperidin

520-26-3

Hesperetin

520-33-2

Generic method: compound 2 was synthesized by the method reported in the literature. The raw material (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy )benzodihydropyran-4-one (3.5 g, 5.7 mmol) was mixed with 10 mL of concentrated sulfuric acid in 280 mL of anhydrous methanol and the reaction was stirred at 60 °C for 7.5 hours. Upon completion of the reaction, 1.2 L of ethyl acetate was added to the reaction mixture and extracted at 20 °C. Subsequently, the organic phase was washed with 420 mL of water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give a light yellow powdery crude product. The crude product was dissolved in 70 mL of acetone and then slowly added dropwise (over 60 minutes) to a pre-stirred 700 mL solution consisting of water and acetic acid mixed at 150:1 by volume, maintaining the temperature at 95°C. After dropwise addition, the mixed slurry was cooled to 45°C, the product was collected by filtration and dried under vacuum.

Purification Methods

Crystallise it from EtOAc or ethanol. The natural S(-) form crystallises from EtOH and has m 216-218o and [] D -37.6o (c 2, EtOH). Note that C2 is chiral. [Beilstein 18 II 204, 18 III/IV 3215, 18/5 V 214.]

References

[1] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 95 - 106
[2] Medicinal Chemistry Research, 2011, vol. 20, # 8, p. 1200 - 1205
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 23, p. 7194 - 7197
[4] Patent: CN105693682, 2016, A. Location in patent: Paragraph 0024; 0025
[5] Journal of Chemical Research, 2014, vol. 38, # 7, p. 396 - 398

520-26-3
520-33-2
Synthesis of Hesperetin from Hesperidin

Hesperetin Preparation Products And Raw materials

Global( 528)Suppliers
Supplier Tel Email Country ProdList Advantage
Changsha Staherb Natural Ingredients Co., Ltd.
+86-0731-84213302 +86-18374838656 info@staherb.cn China 1027 58
RongNa Biotechnology Co.,Ltd
+86-86-13583358881 +8618560316533 Brad@rongnabiotech.com China 3376 58
Wuhan Fortuna Chemical Co., Ltd
+86-027-59207850 +86-13986145403; info@fortunachem.com China 6011 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-86-13131129325 +8613131129325 sales1@chuanghaibio.com China 5240 58
Chongqing Zhihe Biopharmaceutical Co., Ltd.
+86-18580541567 +86-17782035140 sales@zhswyy.com China 240 58
Hebei Zhuanglai Chemical Trading Co Ltd
+86-16264648883 niki@zlchemi.com China 7245 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21595 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29830 58
Chengdu Biopurify Phytochemicals Ltd.
+86-28-82633860; +8618080483897 sales@biopurify.com China 3751 58

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View Lastest Price from Hesperetin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hesperetin pictures 2026-03-06 Hesperetin
520-33-2
US $64.00-36.00 / mg 98.45% 10g TargetMol Chemicals Inc.
Hesperetin pictures 2026-03-06 Hesperetin
520-33-2
US $10.00 / ASSAYS 1ASSAYS 99% 1 ton RongNa Biotechnology Co.,Ltd
Hesperetin pictures 2026-03-06 Hesperetin
520-33-2
US $10.00 / kg 1kg 90%,95%,98%HPLC 10000 Changsha Staherb Natural Ingredients Co., Ltd.
  • Hesperetin pictures
  • Hesperetin
    520-33-2
  • US $64.00-36.00 / mg
  • 98.45%
  • TargetMol Chemicals Inc.
  • Hesperetin pictures
  • Hesperetin
    520-33-2
  • US $10.00 / ASSAYS
  • 99%
  • RongNa Biotechnology Co.,Ltd
  • Hesperetin pictures
  • Hesperetin
    520-33-2
  • US $10.00 / kg
  • 90%,95%,98%HPLC
  • Changsha Staherb Natural Ingredients Co., Ltd.
4'-METHOXY-3',5,7-TRIHYDROXYFLAVANONE (+/-)-3',5,7-TRIHYDROXY-4'-METHOXYFLAVANONE 3',5,7-TRIHYDROXY-4'-METHOXYFLAVANONE 3',5,7-TRIHYDROXY-4-METHOXYFLAVANONE 2,3-DIHYDRO-5,7-DIHYDROXY-2S-(3-HYDROXY-4-METHOXPHENYL)-4H-1-BENZOPYRAN-4-ONE 5,7,3'-TRIHYDROXY-4'-METHOXYFLAVANONE HESPERETINE (+/-)-HESPERETIN HESPERETIN (S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyrone HESPERETIN 97% 5,7-DIHYDROXY-2-(3-HYDROXY-4-METHOXY-PHENYL)-CHROMAN-4-ONE (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)chroman-4-one HESPERETIN(P) HESPERETIN hplc HESPERETIN WITH HPLC 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)- Nano Liposomal Hesperetin Hesperetin 520-33-2 Diosmin ep imp G (2S)-2-(3-Hydroxy-4-methoxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-1-benzopyran-4-one (2S)-2-(3-Hydroxy-4-methoxyphenyl)-5,7-dihydroxy-2H-1-benzopyran-4(3H)-one (S)-3',5,7-Trihydroxy-4'-methoxyflavanone [S,(-)]-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one Eriodictyol 4'-monomethyl ether (2S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-Methoxyphenyl)-4H-1-benzopyran-4-one NSC 57654 (S)-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one 2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one Diosmin Impurity G Hesperetin> (S)-Hesperetin Hesperetin Discontinued. Please see H289480 or H289501 (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one hesperetin extract (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-benzopyron Hesperitin(mixture of isomers) 13C,2H3]-Hesperetin Hesperetin (6CI) (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (hesperetin). Hesperetin (diosmine EP impurity G) Prestwick_908 YSO2 Hesperetin, 10 mM in DMSO Hesperetin (Diosmin EP Impurity G) NanoActive Hesperetin (Liposomal Hesperetin) 520-33-2 C16H14O6 Flavonoids HA -HT Analytical Standards Alphabetic Analytical Chromatography Product Catalog natural product chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM).