Isorhamnetin 3-O-glucuronide
Showing entry for Isorhamnetin 3-O-glucuronide
Identification
- PhytoHub ID
- PHUB000666
- Name
- Isorhamnetin 3-O-glucuronide
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- 36687-76-0
- Average Mass
- 492.389
- Monoisotopic Mass
- 492.090390704
- Chemical Formula
- C22H20O13
- IUPAC Name
- (2S,3S,4S,5R,6S)-6-{[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- VVZWHOMBDMMRSC-NTKSAMNMSA-N
- InChI Identifier
InChI=1S/C22H20O13/c1-32-11-4-7(2-3-9(11)24)18-19(14(26)13-10(25)5-8(23)6-12(13)33-18)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-25,27-29H,1H3,(H,30,31)/t15-,16-,17+,20-,22+/m0/s1
- SMILES
[H][C@@]1(OC2=C(OC3=CC(O)=CC(O)=C3C2=O)C2=CC(OC)=C(O)C=C2)O[C@]([H])(C(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@@]1([H])O
- Structure
Structure for Isorhamnetin 3-O-glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 1.71e+00 g/l
- LogS (ALOGPS)
- -2.46
- LogP (ALOGPS)
- 1.40
- Hydrogen Acceptors
- 13
- Hydrogen Donors
- 7
- Rotatable Bond Count
- 5
- Polar Surface Area
- 212.66999999999993
- Refractivity
- 113.62519999999999
- Polarizability
- 45.48370646992349
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.686829748042071
- pKa (strongest acidic)
- 2.647099411185527
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Flavonoid metabolites
- Sub-class
- Flavonols (parent and host metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Quercetin | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Quercetin 3,4'-O-diglucoside | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Quercetin 4'-O-glucoside | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Onion flavonols | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Flavonoids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Flavonoid glycosides
- Direct Parent Name
- Flavonoid-3-O-glucuronides
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "3'-O-methylated flavonoids", "4'-hydroxyflavonoids", "5-hydroxyflavonoids", "7-hydroxyflavonoids", "Acetals", "Alkyl aryl ethers", "Anisoles", "Beta hydroxy acids and derivatives", "Carbonyl compounds", "Carboxylic acids", "Chromones", "Flavones", "Flavonoid-3-O-glycosides", "Heteroaromatic compounds", "Hexoses", "Hydrocarbon derivatives", "Methoxybenzenes", "Methoxyphenols", "Monocarboxylic acids and derivatives", "O-glucuronides", "O-glycosyl compounds", "Organic oxides", "Oxacyclic compounds", "Oxanes", "Phenoxy compounds", "Polyols", "Pyranones and derivatives", "Secondary alcohols", "Vinylogous acids"]
- External Descriptor Annotations
- Not Available
- Substituent Names
- ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "1-o-glucuronide", "3p-methoxyflavonoid-skeleton", "4'-hydroxyflavonoid", "5-hydroxyflavonoid", "7-hydroxyflavonoid", "Acetal", "Alcohol", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Beta-hydroxy acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Chromone", "Ether", "Flavone", "Flavonoid-3-o-glucuronide", "Flavonoid-3-o-glycoside", "Glucuronic acid or derivatives", "Glycosyl compound", "Heteroaromatic compound", "Hexose monosaccharide", "Hydrocarbon derivative", "Hydroxy acid", "Hydroxyflavonoid", "Methoxybenzene", "Methoxyphenol", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Monosaccharide", "O-glucuronide", "O-glycosyl compound", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxane", "Phenol", "Phenol ether", "Phenoxy compound", "Polyol", "Pyran", "Pyranone", "Secondary alcohol", "Vinylogous acid"]
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| PM007426 | ReSpect | N/A Spectrum - 35V, [M-H]- | View Spectra |
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Quercetin | Isorhamnetin 3-O-glucuronide | human | plasma, urine | host metabolism | Not Available | Not Available | Not Available | C22H20O13 | 492.090390704 | Publications | |||
| Quercetin 3,4'-O-diglucoside | Isorhamnetin 3-O-glucuronide | human | plasma | Not Available | Not Available | Not Available | Not Available | C22H20O13 | 492.090390704 | Publications | |||
| Quercetin 4'-O-glucoside | Isorhamnetin 3-O-glucuronide | human | plasma | host-gut microbiota co-metabolite | Not Available | Not Available | Not Available | C22H20O13 | 492.090390704 | Publications | |||
| Onion flavonols | Isorhamnetin 3-O-glucuronide | human | plasma, urine | unknown | <1h | 50-200 nmol/L | <1% | C22H20O13 | 492.090390704 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|