precursor

Showing entry for Drupanin

Identification

PhytoHub ID
PHUB002481
Name
Drupanin
Systematic Name
3-prenyl-4-hydroxycinnamic acid
Synonyms
  • 3-prenyl-4-hydroxycinnamic acid
CAS Number
Not Available
Average Mass
232.279
Monoisotopic Mass
232.109944375
Chemical Formula
C14H16O3
IUPAC Name
(2E)-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid
InChI Key
HZKNHDLUFBYIQN-VMPITWQZSA-N
InChI Identifier
InChI=1S/C14H16O3/c1-10(2)3-6-12-9-11(4-7-13(12)15)5-8-14(16)17/h3-5,7-9,15H,6H2,1-2H3,(H,16,17)/b8-5+
SMILES
CC(C)=CCC1=C(O)C=CC(\C=C\C(O)=O)=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
5.19e-02 g/l
LogS (ALOGPS)
-3.65
LogP (ALOGPS)
3.29
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
57.53
Refractivity
69.28359999999998
Polarizability
25.47611824871438
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.006350569688726
pKa (strongest acidic)
3.7650695607819817
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Phenolic acids
Sub-class
Hydroxycinnamic acids

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks

Food Sources

No food source information available

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Drupanin Drupaninhumanplasmaunchanged1h-3h0.5-2µmol/LNot AvailableC14H16O3232.109944375 Detailed Intervention Studies Publications
Drupanin drupanin-4-O-β-D-glucuronidehumanplasmahost metabolism1h-3h0.5-2µmol/LNot Available Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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