CAS 64192-68-3|5-(2-carboxy-2-aminoethyl)-2-hydroxy-1,4-benzoquinone|2,4,5-trihydroxyphenylalanine quinone|topa quinone|6-hydroxydopa quinone|(2S)-2-amino-3-(4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-...

General Information

Structure

Molecular Formula

C₉H₉NO₅

Molecular Mass

211.17146

Exact Mass

211.04807239

Charge

InChI

InChI=1S/C9H9NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,13H,1,10H2,(H,14,15)/t5-/m0/s1

InChIKey

AGMJSPIGDFKRRO-YFKPBYRVSA-N

Canonic Smiles

OC(=O)[C@H](CC1=CC(=O)C(=CC1=O)O)N

Isomeric Smiles

N[C@@H](CC1=CC(=O)C(=CC1=O)O)C(=O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-4.35

LogD (pH = 5.5)

-2.93

Log P

-2.78

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

true

Acid pKa

1.73

Polar Surface Area

117.69

Polarizability

18.87

Molar Refractivity

51.37

LOG S

-1.26

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

5-(2-carboxy-2-aminoethyl)-2-hydroxy-1,4-benzoquinone5-(2-carboxy-2-aminoethyl)-4-hydroxy-1,2-benzoquinone2,4,5-trihydroxyphenylalanine quinoneTopa quinone6-hydroxydopa quinonetopa quinoneL-topaquinone(S)-alpha-amino-4-hydroxy-3,6-dioxo-1,4-cyclohexadiene-1-propanoic acid6-hydroxydopa quinonetopaquinone

IUPAC name

(2S)-2-amino-3-(4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-yl)propanoic acid

IUPAC Traditional name

topa quinone 6-hydroxydopa quinone

Names and Identifiers

Registration numbers

PubChem SID

1609673714650512614718250

PubChem CID

123871

BKMS React Database

230511124621092392