precursor

Showing entry for Diosmin

Identification

PhytoHub ID
PHUB000881
Name
Diosmin
Systematic Name
Not Available
Synonyms
  • Diosmetin 7-O-rutinoside
CAS Number
Not Available
Average Mass
608.549
Monoisotopic Mass
608.17412033
Chemical Formula
C28H32O15
IUPAC Name
5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-4H-chromen-4-one
InChI Key
GZSOSUNBTXMUFQ-YFAPSIMESA-N
InChI Identifier
InChI=1S/C28H32O15/c1-10-21(32)23(34)25(36)27(40-10)39-9-19-22(33)24(35)26(37)28(43-19)41-12-6-14(30)20-15(31)8-17(42-18(20)7-12)11-3-4-16(38-2)13(29)5-11/h3-8,10,19,21-30,32-37H,9H2,1-2H3/t10-,19+,21-,22+,23+,24-,25+,26+,27+,28+/m0/s1
SMILES
COC1=C(O)C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C=C2O1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.54e+00 g/l
LogS (ALOGPS)
-2.60
LogP (ALOGPS)
0.08
Hydrogen Acceptors
15
Hydrogen Donors
8
Rotatable Bond Count
7
Polar Surface Area
234.28999999999996
Refractivity
142.39109999999997
Polarizability
58.9324761551109
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.612182351683661
pKa (strongest acidic)
7.311649827960178
Number of Rings
5
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Flavones

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Flavonoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Flavonoid glycosides
Direct Parent Name
Flavonoid-7-O-glycosides
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-hydroxyflavonoids", "4'-O-methylated flavonoids", "5-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Chromones", "Disaccharides", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenolic glycosides", "Phenoxy compounds", "Polyols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
External Descriptor Annotations
["dihydroxyflavanone", "disaccharide derivative", "flavones", "glycosyloxyflavone", "monomethoxyflavone", "rutinoside"]
Substituent Names
["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "3'-hydroxyflavonoid", "4p-methoxyflavonoid-skeleton", "5-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Disaccharide", "Ether", "Flavone", "Flavonoid-7-o-glycoside", "Glycosyl compound", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocyclic benzene moiety", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenolic glycoside", "Phenoxy compound", "Polyol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]

Spectra from Online Resources

Record IDSourceDescriptionView
PS084501ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS084502ReSpectN/A Spectrum - 20, [M+H]+View Spectra
PS084503ReSpectN/A Spectrum - 30, [M+H]+View Spectra
PS084504ReSpectN/A Spectrum - 40, [M+H]+View Spectra
PS084505ReSpectN/A Spectrum - 50, [M+H]+View Spectra
PS084506ReSpectN/A Spectrum - 60, [M+H]+View Spectra

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Diosmin Diosmetinhumanplasmahost-gut microbiota co-metabolite1h-3h200-500 nmol/LNo dataC16H12O6300.063388106 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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