| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 23:18:28 UTC |
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| Update Date | 2020-05-05 18:38:18 UTC |
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| BMDB ID | BMDB0005782 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Hesperetin |
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| Description | Hesperetin, also known as (2S)-hesperetin, belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, hesperetin is considered to be a flavonoid. Hesperetin is a drug which is used 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. Hesperetin exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on Hesperetin. |
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| Structure | |
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| Synonyms | | Value | Source |
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| (-)-(S)-Hesperetin | ChEBI | | (-)-Hesperetin | ChEBI | | (2S)-Hesperetin | ChEBI | | (S)-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one | ChEBI | | 3',5,7-Trihydroxy-4'-methoxyflavanone | ChEBI | | Hesperitin | MeSH | | 5,7, 3'-Trihydroxy-4'-methoxyflavanone | HMDB | | 5,7,3'-Trihydroxy-4'-methoxyflavanone | HMDB | | Cyanidanon 4'-methyl ether 1626 | HMDB | | Hesperin | HMDB | | Prestwick_908 | HMDB | | YSO2 | HMDB |
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| Chemical Formula | C16H14O6 |
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| Average Molecular Weight | 302.2788 |
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| Monoisotopic Molecular Weight | 302.07903818 |
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| IUPAC Name | (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one |
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| Traditional Name | hesperetin |
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| CAS Registry Number | 520-33-2 |
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| SMILES | COC1=C(O)C=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1 |
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| InChI Identifier | 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 |
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| InChI Key | AIONOLUJZLIMTK-AWEZNQCLSA-N |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. |
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| Kingdom | Organic compounds |
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| Super Class | Phenylpropanoids and polyketides |
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| Class | Flavonoids |
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| Sub Class | O-methylated flavonoids |
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| Direct Parent | 4'-O-methylated flavonoids |
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| Alternative Parents | |
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| Substituents | - 4p-methoxyflavonoid-skeleton
- Flavanone
- Hydroxyflavonoid
- 7-hydroxyflavonoid
- 5-hydroxyflavonoid
- 3'-hydroxyflavonoid
- Flavan
- Chromone
- Chromane
- Benzopyran
- Methoxyphenol
- 1-benzopyran
- Methoxybenzene
- Phenoxy compound
- Aryl alkyl ketone
- Anisole
- Phenol ether
- Aryl ketone
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Phenol
- Alkyl aryl ether
- Monocyclic benzene moiety
- Benzenoid
- Vinylogous acid
- Ketone
- Oxacycle
- Organoheterocyclic compound
- Ether
- Organic oxide
- Organic oxygen compound
- Organooxygen compound
- Hydrocarbon derivative
- Aromatic heteropolycyclic compound
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| Molecular Framework | Aromatic heteropolycyclic compounds |
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| External Descriptors | |
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| Ontology |
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| Status | Detected but not Quantified |
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| Origin | |
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| Biofunction | Not Available |
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| Application | Not Available |
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| Cellular locations | |
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| Physical Properties |
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| State | Solid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | 227.5 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | 2.6 | PERRISSOUD,D & TESTA,B (1986) |
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| Predicted Properties | |
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| Spectra |
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| Spectra | |
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