CAS 520-33-2|Hesperetin|Hesperitin|YSO2|(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one|hesperetin|Hesperin|Cyanidanon 4'-Methyl Ether 1626|Hesperetin|4'-甲氧基-3,...

General Information

Structure

Molecular Formula

C₁₆H₁₄O₆

Molecular Mass

302.27876

Exact Mass

302.07903817

Charge

InChI

InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1

InChIKey

AIONOLUJZLIMTK-AWEZNQCLSA-N

Canonic Smiles

COc1ccc(cc1O)[C@@H]1CC(=O)c2c(O1)cc(cc2O)O

Isomeric Smiles

O1[C@@H](CC(=O)c2c1cc(O)cc2O)c1cc(O)c(OC)cc1

Calculated Properties

JChem

Acid pKa

7.8617015

H Acceptors

H Donor

LogD (pH = 5.5)

2.675566

LogD (pH = 7.4)

2.5483763

Log P

2.6774368

Molar Refractivity

77.753

Polarizability

29.8365

Polar Surface Area

96.22

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.52

LOG S

-3.34

Solubility (Water)

1.38e-01 g/l

Data Source

Names and Identifiers

Synonyms

HesperetinHesperitinYSO2Cyanidanon 4'-Methyl Ether 1626Hesperetin4'-甲氧基-3,5,7-三羟基黄烷酮3',5,7-Trihydroxy-4'-methoxyflavanoneHesperetin4'-Methoxy-3',5,7-trihydroxyflavanone

Brand Name

Hesperin

IUPAC name

(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

IUPAC Traditional name

hesperetin

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

CAS Number

DrugBank ID

Chemspider ID

Unique Ingredient Identifier

CHEMBL

Wikipedia Title

KEGG ID

EC Number

CHEBI ID

Beilstein Number

Merck Index

MDL Number

Registration numbers

Properties

Product Information

Salt Data

Free Base

Purity

97%

Safety Information

Storage Condition

-20°C

GHS Hazard statements

H315-H319-H335

Safety Statements

26-37

P261-P305+P351+P338-P302+P352-P321-P405-P501A

否

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

36/37/38

Irritant (Xi)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01094

Drug Groups

approved

Description

Hesperetin belongs to the flavanone class of flavonoids. Hesperetin, in the form of its glycoside hesperidin, is the predominant flavonoid in lemons and oranges.

Indication

For lowering cholesterol and, possibly, otherwise favorably affecting lipids. In vitro research also suggests the possibility that hesperetin might have some anticancer effects and that it might have some anti-aromatase activity, as well as activity again.

Pharmacology

Hesperetin is a cholesterol lowering flavanoid found in a number of citrus juices. It appears to reduce cholesteryl ester mass and inhibit apoB secretion by up to 80%. Hesperetin may have antioxidant, anti-inflammatory, anti-allergic, hypolipidemic, vasoprotective and anticarcinogenic actions.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

• [PDRhealth]

Selleck Chemicals

S2308

Research Area: Cardiovascular Disease
Biological Activity:
Hesperetin is a bioflavonoid and, to be more specific, a flavanone. Hesperidin (a flavonone glycoside) is water-soluble due to the presence of the sugar part in its structure, so on ingestion it releases its aglycone, i.e, hesperetin. [1] Hesperetin is a citrus flavonoid that has been reported to lower plasma cholesterol. It inhibits histamine release from IgE-challenged RBL-2H3 cells, with a potency comparable to the commercial anti-allergy drug azelastine. It also reduces the transcription of ACAT-2 mRNA in Hep-G2 cells and reduces ApoB protein synthesis in a dose-dependent manner. The EC50 for these responses is approximately 50 μM. [2][3]

Wikipedia

Hesperetin

Molecule Details

References

PubChem Literature

No Data Available

Click here to submit data

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

HesperetinHesperitinYSO2Cyanidanon 4'-Methyl Ether 1626Hesperetin4'-甲氧基-3,5,7-三羟基黄烷酮3',5,7-Trihydroxy-4'-methoxyflavanoneHesperetin4'-Methoxy-3',5,7-trihydroxyflavanone

Brand Name

Hesperin

IUPAC name

(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

IUPAC Traditional name

hesperetin

Registration numbers

PubChem SID

PubChem CID

CAS Number

DrugBank ID

Chemspider ID

Unique Ingredient Identifier

CHEMBL

Wikipedia Title

KEGG ID

EC Number

CHEBI ID

Beilstein Number

Merck Index

MDL Number

Molecule Details

DB01094

Drug Groups

approved

Description

Hesperetin belongs to the flavanone class of flavonoids. Hesperetin, in the form of its glycoside hesperidin, is the predominant flavonoid in lemons and oranges.

Indication

Pharmacology

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

• [PDRhealth]

Selleck Chemicals

S2308

Wikipedia

Hesperetin

References

PubChem Literature

No Data Available

Click here to submit data

Bioactivity

PubChem BioAssay

Properties

Product Information

Salt Data

Free Base

Purity

97%

Safety Information

Storage Condition

-20°C

GHS Hazard statements

H315-H319-H335

Safety Statements

26-37

P261-P305+P351+P338-P302+P352-P321-P405-P501A

否

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

36/37/38

Irritant (Xi)

Molecule

ID:965