2-(3,4-Dihydroxyphenyl)Acetic Acid

Status : experimental

Description

A deaminated metabolite of levodopa. [PubChem]

Chemical Classification

This compound belongs to the class of organic compounds known as phenylacetic acid derivatives. These are compounds containing a phenylacetic acid moiety, which consists of a phenyl group substituted at the second position by an acetic acid.

Phenylacetic acid derivatives

Organic compounds

Benzenoids

Benzene and substituted derivatives

Phenylacetic acid derivatives

Calculated Property

kind Value Source
logP 0.93 ALOGPS
logS -1.4 ALOGPS
Water Solubility 7.23e+00 g/l ALOGPS
logP 1 ChemAxon
IUPAC Name 2-(3,4-dihydroxyphenyl)acetic acid ChemAxon
Traditional IUPAC Name 3,4 dihydroxyphenylacetic acid ChemAxon
Molecular Weight 168.1467 ChemAxon
Monoisotopic Weight 168.042258744 ChemAxon
SMILES OC(=O)CC1=CC(O)=C(O)C=C1 ChemAxon
Molecular Formula C8H8O4 ChemAxon
InChI InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12) ChemAxon
InChIKey InChIKey=CFFZDZCDUFSOFZ-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 77.76 ChemAxon
Refractivity 41.33 ChemAxon
Polarizability 15.71 ChemAxon
Rotatable Bond Count 2 ChemAxon
H Bond Acceptor Count 4 ChemAxon
H Bond Donor Count 3 ChemAxon
pKa (strongest acidic) 3.61 ChemAxon
pKa (strongest basic) -6.3 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • DNA : in Human
  • 3,4-dihydroxyphenylacetate 2,3-dioxygenase : in Arthrobacter globiformis
  • Homoprotocatechuate 2,3-dioxygenase : in Brevibacterium fuscum
  • Penicillin G acylase : in Escherichia coli
  • Protocatechuate 3,4-dioxygenase alpha chain : in Pseudomonas putida
  • Protocatechuate 3,4-dioxygenase beta chain : in Pseudomonas putida