Identification

PhytoHub ID
PHUB001458
Name
Prunasin
Systematic Name
Not Available
Synonyms
  • (R)-mandelonitrile beta-D-glucopyranoside
  • prulaurasin
CAS Number
138-53-4
Average Mass
295.291
Monoisotopic Mass
295.105587271
Chemical Formula
C14H17NO6
IUPAC Name
2-phenyl-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}acetonitrile
InChI Key
ZKSZEJFBGODIJW-MXNNCRBYSA-N
InChI Identifier
InChI=1S/C14H17NO6/c15-6-9(8-4-2-1-3-5-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-5,9-14,16-19H,7H2/t9?,10-,11-,12+,13-,14-/m1/s1
SMILES
OC[C@H]1O[C@@H](OC(C#N)C2=CC=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O
Structure

Calculated Properties

Solubility (ALOGPS)
2.82e+01 g/l
LogS (ALOGPS)
-1.02
LogP (ALOGPS)
-0.56
Hydrogen Acceptors
7
Hydrogen Donors
4
Rotatable Bond Count
4
Polar Surface Area
123.17
Refractivity
70.0964
Polarizability
29.085180853273357
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.981084265018608
pKa (strongest acidic)
12.207108673947591
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
N-containing compounds
Class
Miscellaneous N-containing compounds
Sub-class
Not Available

Spectra from Online Resources

No spectra information available

Food Sources

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

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