| Common Name |
Phloretin xylosyl-galactoside
| Description |
Phloretin xylosyl-galactoside is a polyphenol compound found in foods of plant origin (PMID: 20428313 ).Phloretin xylosyl-galactoside belongs to the family of Chalcone- and Dihydroachalcone O-Glycosides. These are compounds containing a glycosylated chalcone or dihydrochalcone moiety.
| Structure |
MOLSDFPDBSMILESInChI
Structure for HMDB29252 (Phloretin xylosyl-galactoside)
| Synonyms |
Not Available
| Chemical Formlia |
C26H32O14
| Average Molecliar Weight |
568.5239
| Monoisotopic Molecliar Weight |
568.179205732
| IUPAC Name |
1-(2-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
| Traditional Name |
1-(2-{[(2S,3R,4S,5R,6R)-3-{[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydroxyphenyl)-3-(4-hydroxyphenyl)propan-1-one
| CAS Registry Number |
Not Available
| SMILES |
OC[C@H]1O[C@@H](O[C@@H]2[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]2OC2=C(C(=O)CCC3=CC=C(O)C=C3)C(O)=CC(O)=C2)[C@H](O)[C@H]1O
| InChI Identifier |
InChI=1S/C26H32O14/c27-9-17-20(33)22(35)24(40-25-23(36)21(34)18(10-28)38-25)26(39-17)37-16-8-13(30)7-15(32)19(16)14(31)6-3-11-1-4-12(29)5-2-11/h1-2,4-5,7-8,17-18,20-30,32-36H,3,6,9-10H2/t17-,18-,20+,21+,22+,23-,24-,25+,26-/m1/s1
| InChI Key |
ZPVXZDCYCDBKAJ-UZIOSSNQSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.
| Kingdom |
Organic compounds
| Super Class |
Phenylpropanoids and polyketides
| Class |
Flavonoids
| Sub Class |
Flavonoid glycosides
| Direct Parent |
Flavonoid O-glycosides
| Alternative Parents |
Phenolic glycosides
Cinnamylphenols
2-Hydroxy-dihydrochalcones
O-glycosyl compounds
Disaccharides
Butyrophenones
Acylphloroglucinols and derivatives
Acetophenones
Resorcinols
Phenol ethers
Benzoyl derivatives
Aryl alkyl ketones
Oxanes
Vinylogous acids
Oxolanes
Secondary alcohols
1,2-diols
Oxacyclic compounds
Acetals
Primary alcohols
Hydrocarbon derivatives
| Substituents |
Flavonoid o-glycoside
Chalcone or dihydrochalcone
Phenolic glycoside
Cinnamylphenol
2'-hydroxy-dihydrochalcone
Linear 1,3-diarylpropanoid
O-glycosyl compound
Glycosyl compound
Disaccharide
Butyrophenone
Acylphloroglucinol derivative
Phloroglucinol derivative
Benzenetriol
Acetophenone
Aryl alkyl ketone
Aryl ketone
Resorcinol
Phenol ether
Benzoyl
Phenol
Benzenoid
Oxane
Monocyclic benzene moiety
Vinylogous acid
Oxolane
Secondary alcohol
Ketone
1,2-diol
Oxacycle
Organoheterocyclic compound
Acetal
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound
| Molecliar Framework |
Aromatic heteromonocyclic compounds
| External Descriptors |
Not Available
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Endogenous
Food
| Biofunction |
Not Available
| Application |
Nutrient
| Cellliar locations |
Cytoplasm
Extracellliar
| Physical Properties |
| State |
Not Available
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point263.5 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.123 mg/mL at 16 °CNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility2.78 mg/mLALOGPS
logP-0.29ALOGPS
logP-0.16ChemAxon
logS-2.3ALOGPS
pKa (Strongest Acidic)7.89ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count14ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area236.06 Å2ChemAxon
Rotatable Bond Count10ChemAxon
Refractivity132.3 m3·mol-1ChemAxon
Polarizability55.18 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| Biological Properties |
| Cellliar Locations |
Cytoplasm
Extracellliar
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
110
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB000083
| KNApSAcK ID |
Not Available
| Chemspider ID |
Not Available
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB29252
| Metagene Link |
HMDB29252
| METLIN ID |
Not Available
| PubChem Compound |
Not Available
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: Ospemifene
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]
|
PMID: 2402303
