| Record Information |
|---|
| Version | 1.0 |
|---|
| Creation date | 2018-04-10 12:15:27 UTC |
|---|
| Update date | 2018-04-17 10:56:29 UTC |
|---|
| FoodComEx ID | PC001097 |
|---|
| FoodDB Record | FDB000678 |
|---|
| Chemical Information |
|---|
| Name | (S)-Naringenin |
|---|
| Description | Most widely distributed flavanone. Citrus fruits (grapefruit, oranges and pummelos) are especially good sources. Naringenin has been proposed as a biomarker for grapefruit intake. |
|---|
| CAS Number | 480-41-1 |
|---|
| Structure | |
|---|
| Synonyms | | Synonym | Source |
|---|
| (-)-(2S)-5,7-Dihydroxy-2-(4-hydroxyphenyl)chroman-4-one | biospider | | (-)-(2S)-Naringenin | biospider | | (-)-Naringenin | biospider | | (2S)-4',5,7-Trihydroxy-flavanone | manual | | (2S)-Naringenin | manual | | (S)-2,3-Dihydo-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one | ChEBI | | (S)-Naringenin | biospider | | 4',5,7-Trihydroxyflavanone | ChEBI | | 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-, (2S)- | manual | | Asahina | HMDB | | Naringenin | biospider | | Naringenine | HMDB | | Naringetol | biospider | | Pelargidanon | ChEBI | | S-Dihydrogenistein | manual | | Salipurol | biospider | | Salipurpol | biospider |
|
|---|
| Chemical Formula | C15H12O5 |
|---|
| IUPAC name | (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one |
|---|
| InChI Identifier | InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m0/s1 |
|---|
| InChI Key | FTVWIRXFELQLPI-ZDUSSCGKSA-N |
|---|
| Isomeric SMILES | [H][C@]1(CC(=O)C2=C(O1)C=C(O)C=C2O)C1=CC=C(O)C=C1 |
|---|
| Average Molecular Weight | 272.2528 |
|---|
| Monoisotopic Molecular Weight | 272.068473494 |
|---|
| Chemical Taxonomy |
|---|
| Class | Polyphenols |
|---|
| Family | Flavanones |
|---|
| Physico-Chemical Properties - Experimental |
|---|
| Property | Value | Reference |
|---|
| Experimental logP | 2.52 | PERRISSOUD,D & TESTA,B (1986) |
|---|
| Experimental Water Solubility | Not Available | |
|---|
| Melting Point | Mp 250-251° (227-228°) | DFC |
|---|
|
| Foods of Origin |
|---|
| Grapefruit, other citrus fruit |
| Production Data |
|---|
| Production Method | commercial |
|---|
| Production Method Reference | Not Available |
|---|
| Production Method Reference File | Not Available |
|---|
| Quantity Available | 1 to 2 mg |
|---|
| Delivery Time | 2 weeks |
|---|
| Storage Form | powder |
|---|
| Storage Conditions | 4°C |
|---|
| Stability | Not Available |
|---|
| Purity | >95% |
|---|
| Spectra |
|---|
| Spectral Data Upon Request | Not Available |
|---|
| Provider Information |
|---|
| Contact Name | Contact Institution | Contact Email |
|---|
| Claudine Manach | INRAE, Human Nutrition, Research Center Clermont-Auvergne-Rhône-Alpes, Clermont-Ferrand, FR, F-63122 | claudine.manach@inra.fr |
|
| Commercial Vendors |
|---|
| AKSci | 2580AH |
|---|
| Toronto Research Chemicals | N378955 |
|---|
