Identification

PhytoHub ID
PHUB001584
Name
4-Hydroxymandelic acid
Systematic Name
2-hydroxy-2-(4'-hydroxyphenyl)acetic acid
Synonyms
  • (4-hydroxyphenyl)-2-hydroxyacetic acid
  • (4-hydroxyphenyl)-2-hydroxyethanoic acid
  • (4'-hydroxyphenyl)-2-hydroxyacetic acid
  • 2-Hydroxy-2-(4-hydroxyphenyl)acetic acid
  • 2-hydroxy-2-(4'-hydroxyphenyl)acetic acid
  • 2-hydroxy-2-(4’-hydroxyphenyl)ethanoic acid
  • 4-Hydroxy-L-mandelic acid
  • 4'-Hydroxymandelic acid
CAS Number
1198-84-1
Average Mass
168.1467
Monoisotopic Mass
168.042258744
Chemical Formula
C8H8O4
IUPAC Name
2-hydroxy-2-(4-hydroxyphenyl)acetic acid
InChI Key
YHXHKYRQLYQUIH-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
SMILES
OC(C(O)=O)C1=CC=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
7.69e+00 g/l
LogS (ALOGPS)
-1.34
LogP (ALOGPS)
0.86
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
2
Polar Surface Area
77.76
Refractivity
40.68469999999999
Polarizability
15.62137864124072
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.105652938089659
pKa (strongest acidic)
3.3028147671822805
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Precursor Taxonomy

PrecursorFamilyClassSub-class
Caffeic acid(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Precursor

Spectra

No spectra information available

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Caffeic acid 4-Hydroxymandelic acidhumanNot AvailableC8H8O4168.042258744 Publications
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