Aspalathin
precursor
Showing entry for Aspalathin
Identification
- PhytoHub ID
- PHUB002004
- Name
- Aspalathin
- Systematic Name
- Not Available
- Synonyms
- (1S)-1,5-anhydro-1-{3-[3-(3,4-dihydroxyphenyl)propanoyl]-2,4,6-trihydroxyphenyl}-D-glucitol
- 1-(3-C-beta-D-glucopyranosyl-2,4,6-trihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-1-propanone
- 3-(3,4-dihydroxyphenyl)-3'-beta-D-glucopyranosyl-2',4',6'-trihydroxypropiophenone
- CAS Number
- Not Available
- Average Mass
- 452.412
- Monoisotopic Mass
- 452.131861593
- Chemical Formula
- C21H24O11
- IUPAC Name
- 3-(3,4-dihydroxyphenyl)-1-{2,4,6-trihydroxy-3-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}propan-1-one
- InChI Key
- VCPUQYKWJRESOC-VJXVFPJBSA-N
- InChI Identifier
InChI=1S/C21H24O11/c22-7-14-17(28)19(30)20(31)21(32-14)16-13(27)6-12(26)15(18(16)29)10(24)4-2-8-1-3-9(23)11(25)5-8/h1,3,5-6,14,17,19-23,25-31H,2,4,7H2/t14-,17-,19+,20-,21+/m1/s1
- SMILES
OC[C@H]1O[C@H]([C@H](O)[C@@H](O)[C@@H]1O)C1=C(O)C(C(=O)CCC2=CC=C(O)C(O)=C2)=C(O)C=C1O
- Structure
Structure for Aspalathin
Calculated Properties
- Solubility (ALOGPS)
- 2.49e+00 g/l
- LogS (ALOGPS)
- -2.26
- LogP (ALOGPS)
- 0.03
- Hydrogen Acceptors
- 11
- Hydrogen Donors
- 9
- Rotatable Bond Count
- 6
- Polar Surface Area
- 208.36999999999998
- Refractivity
- 108.8065
- Polarizability
- 43.6187857499225
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -3.644730891777995
- pKa (strongest acidic)
- 7.538555145957981
- Number of Rings
- 3
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- Yes
External Links
- HMDB
- HMDB0030851
- ChEBI
- CHEBI:79078
- PubChem
- 11282394
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Flavonoids
- Sub-class
- Dihydrochalcones
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Flavonoid metabolites
- Metabolite Sub-class
- Dihydrochalcones metabolites
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Aspalathin | Polyphenols | Flavonoids | Dihydrochalcones | Show Food Phytochemical |
Spectra from Online Resources
No spectra information available
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Rooibos tea | Beverages, Non-alcoholic | Publications | Show |
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Aspalathin | Rooibos tea | Beverages, Non-alcoholic | Publications | Show |
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Aspalathin | Aspalathin | human | plasma, urine | unchanged | 1h-3h | <20 nmol/L | No data | C21H24O11 | 452.131861593 | Detailed Intervention Studies | Publications | ||
| Aspalathin | 3-methoxy-aspalathin | human | plasma, urine | host metabolism | No data | No data | No data | C22H26O11 | 466.147511657 | Detailed Intervention Studies | Publications | ||
| Aspalathin | Aspalathin-glucuronide | human pig | urine | host metabolism | No data | No data | <1% | C27H32O17 | Detailed Intervention Studies | Publications | |||
| Aspalathin | Aspalathin-sulfate | human | urine | host metabolism | No data | No data | <1% | C21H24O14S | Detailed Intervention Studies | Publications | |||
| Aspalathin | 3-methoxy-aspalathin-glucuronide | human pig | urine | host metabolism | No data | No data | <1% | C28H34O17 | Detailed Intervention Studies | Publications | |||
| Aspalathin | 3-methoxy-aspalathin-sulfate | human | urine | host metabolism | No data | No data | <1% | C22H26O14S | Detailed Intervention Studies | Publications | |||
| Aspalathin | Aspalathin aglycone-glucuronide | human pig | urine | host-gut microbiota co-metabolite | No data | No data | No data | C21H22O12 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|