Hesperidin
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Hesperidin
structure -
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CAS No:
520-26-3
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Formula:
C28H34O15
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Chemical Name:
Hesperidin
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Synonyms:
4H-1-Benzopyran-4-one,7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-,(2S)-;Hesperidin;4H-1-Benzopyran-4-one,7-[[6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-,(S)-;Flavanone,3′,5,7-trihydroxy-4′-methoxy-,7-(6-O-α-L-rhamnosyl-D-glucoside);(2S)-7-[[6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one;Cirantin;Hesperidoside;Hesperetin 7-rutinoside;Hesperidine;Hesperetin 7-rhamnoglucoside;NSC 44184;(2S)-Hesperidin;Atripliside B;Hesperetin 7-O-rutinoside;Hesperitin 7-O-rutinoside;15512-51-3;16643-24-6;17654-22-7;28283-75-2;30927-97-0;32737-61-4;106904-63-6;960582-50-7;1817614-33-7
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CAS No:
Description
It is light yellow crystalline powder with melting point being 258-262 °C (soften at 252 °C). It is easily soluble in pyridine, sodium hydroxide solution; soluble in dimethyl formamide; slightly soluble in methanol and hot glacial acetic acid; very slightly soluble in ether, acetone, chloroform and benzene.1g of this product can be dissolved in 50L water. It is odorless and tasteless. light brown powder
Hesperidin is a disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a mutagen. It is a disaccharide derivative, a member of 3'-hydroxyflavanones, a dihydroxyflavanone, a monomethoxyflavanone, a flavanone glycoside, a member of 4'-methoxyflavanones and a rutinoside. It derives from a hesperetin.|Hesperidin is a flavan-on glycoside found in citrus fruits.|A flavanone glycoside found in CITRUS fruit peels.
Characteristics
234
-1.1
light brown Powder
1.3290 (rough estimate)
262 °C
930.1°C at 760 mmHg
305.5ºC
1.695
Insoluble in water. soluble in organic solvents such as DMSO.
2-8°C
-76 º (c=2,pyridine)
227 Ų [M+Na]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Safety Information
3
22-36/37/38
22-24/25-36/37/39-27-26
MK6650000
Xi
Stable. Incompatible with strong oxidizing agents.
Hesperidin Use and Manufacturing
The product is contained in the peels of lemon, orange, and daihua flowers. In the citrus genus (Cirtus), those with a meso-peel (white spongy tissue) developed system mostly contain citrus glycosides, and those with a thin meso-peel system contain hesperidin. This strain is extracted from dry, ripe orange peel. Crush the dried orange peel, add 3-6 times the amount of water to soak for about 0.5h, make it soft. Then add 4-10% of lime and 7-12 times the amount of water, stir well, and check the pH value. The pH value is required to be 11.5-12, otherwise lime or sodium hydroxide should be added. After soaking for 1.5-2h, centrifugal filtration, add 5-7 times more water to the filter residue and adjust the pH to 11.5-12 with an appropriate amount of lime, and continue centrifugal filtration after soaking. After the filtrate was clear, dilute hydrochloric acid was added to adjust the pH to 5, after standing for 2 days, the precipitate was collected and washed with water until it was nearly neutral to obtain the crude product. Dissolve the crude product with a mixture of 1% sodium hydroxide and 50% ethanol, and filter. The filtrate is then adjusted to pH 5 with dilute hydrochloric acid. After standing overnight, the precipitate is collected and washed with 50% ethanol first, then Wash with water to near neutral, dry at 70℃, crush and sieve to obtain hesperidin. The total yield of orange peel powder is 0.6-1.8%.
Anticancer
4H-1-Benzopyran-4-one, 7-[[6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-: ACTIVE
Cosmetics -> Emollient
Computed Properties
Molecular Weight:610.6
XLogP3:-1.1
Hydrogen Bond Donor Count:8
Hydrogen Bond Acceptor Count:15
Rotatable Bond Count:7
Exact Mass:610.18977037
Monoisotopic Mass:610.18977037
Topological Polar Surface Area:234
Heavy Atom Count:43
Complexity:940
Defined Atom Stereocenter Count:11
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
Not explicitly mentioned
Registered Holders
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Sichuan Xieli Pharmaceutical Co., Ltd.
Active
China
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Zhejiang Kangle Pharmaceutical Co., Ltd.
Active
China
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Sichuan Deebio Pharmaceutical Co., Ltd.
Active
China
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