precursor

Showing entry for 5-O-Caffeoylshikimic acid

Identification

PhytoHub ID
PHUB000557
Name
5-O-Caffeoylshikimic acid
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
336.296
Monoisotopic Mass
336.084517475
Chemical Formula
C16H16O8
IUPAC Name
5-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-3,4-dihydroxycyclohex-1-ene-1-carboxylic acid
InChI Key
QMPHZIPNNJOWQI-DUXPYHPUSA-N
InChI Identifier
InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-6,12-13,15,17-19,21H,7H2,(H,22,23)/b4-2+
SMILES
OC1C=C(CC(OC(=O)\C=C\C2=CC(O)=C(O)C=C2)C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.01e+00 g/l
LogS (ALOGPS)
-2.52
LogP (ALOGPS)
1.17
Hydrogen Acceptors
7
Hydrogen Donors
5
Rotatable Bond Count
5
Polar Surface Area
144.51999999999998
Refractivity
82.48979999999999
Polarizability
32.692972418282196
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.3781757807714254
pKa (strongest acidic)
3.7416236005174373
Number of Rings
2
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

No metabolism information available

Inter-Individual Variations in Metabolism

No data on inter-individual variations available

Back