| Record Information |
|---|
| Version | 2.0 |
|---|
| Created at | 2022-03-17 21:02:20 UTC |
|---|
| Updated at | 2022-03-17 21:02:20 UTC |
|---|
| NP-MRD ID | NP0048797 |
|---|
| Secondary Accession Numbers | None |
|---|
| Natural Product Identification |
|---|
| Common Name | Diosmetin 7-glucoside |
|---|
| Description | Diosmetin 7-O-beta-D-glucopyranoside, also known as 3',5,7-trihydroxy-4'-methoxyflavone, belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. Diosmetin 7-O-beta-D-glucopyranoside is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Diosmetin 7-O-beta-D-glucopyranoside has been detected, but not quantified in, a few different foods, such as cornmints, spearmints, and sweet marjorams. This could make diosmetin 7-O-beta-D-glucopyranoside a potential biomarker for the consumption of these foods. Diosmetin 7-glucoside is found in Chrysanthemum indicum , Ferulopsis hystrix and Petroselinum crispum. Diosmetin 7-O-beta-D-glucopyranoside is isolated from Galium species, Chrysanthemum sp. |
|---|
| Structure | COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C=C(OC3OC(CO)C(O)C(O)C3O)C=C2O1 InChI=1S/C22H22O11/c1-30-14-3-2-9(4-11(14)24)15-7-13(26)18-12(25)5-10(6-16(18)32-15)31-22-21(29)20(28)19(27)17(8-23)33-22/h2-7,17,19-25,27-29H,8H2,1H3 |
|---|
| Synonyms | | Value | Source |
|---|
| Diosmetin 7-O-b-D-glucopyranoside | Generator | | Diosmetin 7-O-β-D-glucopyranoside | Generator | | 3',5,7-Trihydroxy-4'-methoxyflavone | HMDB | | 7-O-b-D-Glucopyranoside | HMDB |
|
|---|
| Chemical Formula | C22H22O11 |
|---|
| Average Mass | 462.4035 Da |
|---|
| Monoisotopic Mass | 462.11621 Da |
|---|
| IUPAC Name | 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one |
|---|
| Traditional Name | 5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one |
|---|
| CAS Registry Number | 20126-59-4 |
|---|
| SMILES | COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C=C(OC3OC(CO)C(O)C(O)C3O)C=C2O1 |
|---|
| InChI Identifier | InChI=1S/C22H22O11/c1-30-14-3-2-9(4-11(14)24)15-7-13(26)18-12(25)5-10(6-16(18)32-15)31-22-21(29)20(28)19(27)17(8-23)33-22/h2-7,17,19-25,27-29H,8H2,1H3 |
|---|
| InChI Key | WKUHPOMCLBLCOV-UHFFFAOYSA-N |
|---|
| Experimental Spectra |
|---|
|
| Not Available | | Predicted Spectra |
|---|
|
| Not Available | | Chemical Shift Submissions |
|---|
|
| Not Available | | Species |
|---|
| Species of Origin | |
|---|
| Chemical Taxonomy |
|---|
| Description | Belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position. |
|---|
| Kingdom | Organic compounds |
|---|
| Super Class | Phenylpropanoids and polyketides |
|---|
| Class | Flavonoids |
|---|
| Sub Class | Flavonoid glycosides |
|---|
| Direct Parent | Flavonoid-7-O-glycosides |
|---|
| Alternative Parents | |
|---|
| Substituents | - Flavonoid-7-o-glycoside
- 4p-methoxyflavonoid-skeleton
- 3'-hydroxyflavonoid
- 5-hydroxyflavonoid
- Flavone
- Hydroxyflavonoid
- Phenolic glycoside
- Hexose monosaccharide
- Chromone
- Glycosyl compound
- O-glycosyl compound
- Benzopyran
- Methoxyphenol
- 1-benzopyran
- Phenoxy compound
- Anisole
- Methoxybenzene
- Phenol ether
- Phenol
- Pyranone
- Alkyl aryl ether
- 1-hydroxy-4-unsubstituted benzenoid
- 1-hydroxy-2-unsubstituted benzenoid
- Benzenoid
- Pyran
- Oxane
- Monosaccharide
- Monocyclic benzene moiety
- Vinylogous acid
- Heteroaromatic compound
- Secondary alcohol
- Ether
- Organoheterocyclic compound
- Acetal
- Polyol
- Oxacycle
- Hydrocarbon derivative
- Organic oxide
- Organic oxygen compound
- Primary alcohol
- Organooxygen compound
- Alcohol
- Aromatic heteropolycyclic compound
|
|---|
| Molecular Framework | Aromatic heteropolycyclic compounds |
|---|
| External Descriptors | Not Available |
|---|
| Physical Properties |
|---|
| State | Not Available |
|---|
| Experimental Properties | | Property | Value | Reference |
|---|
| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | LogP | Not Available | Not Available |
|
|---|
| Predicted Properties | |
|---|