4-Hydroxyphenylbrenztraubensure

4-Hydroxyphenylpyruvic Acid

HCID 979CAS 156-39-8

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Grundinformationen

Standard-SMILES: O=C(O)C(=O)Cc1ccc(O)cc1
InChIKey: KKADPXVIOXHVKN-UHFFFAOYSA-N
Summenformel: C9H8O4
Durchschnittliche Molmasse: 180,16 g/mol
Monoisotopische Masse: 180,04225874

Überblick

4-hydroxyphenylpyruvic acid is a 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is substituted by a 4-hydroxyphenyl group. It has a role as a human metabolite. It is a member of phenols and a 2-oxo monocarboxylic acid. It is functionally related to a pyruvic acid. It is a conjugate acid of a 3-(4-hydroxyphenyl)pyruvate.

Namen und Bezeichner

Bevorzugter Name: 4-Hydroxyphenylpyruvic Acid
IUPAC: 3-(4-hydroxyphenyl)-2-oxopropanoic acid
Lokaler Name: 4-Hydroxyphenylbrenztraubensure
Englischer Name: 4-Hydroxyphenylpyruvic acid
Summenformel: C9H8O4
Molmasse: 180.16

Namen und Synonyme

4-Hydroxyphenylpyruvic acid156-39-83-(4-Hydroxyphenyl)-2-oxopropanoic acidp-Hydroxyphenylpyruvic acid(P-HYDROXYPHENYL)PYRUVIC ACID3-(p-Hydroxyphenyl)pyruvic acid(4-hydroxyphenyl)pyruvic acid3-(p-Hydroxyphenyl)-2-oxopropanoic acidBenzenepropanoic acid, 4-hydroxy-alpha-oxo-4-Hydroxy alpha-oxobenzenepropanoic acid0YP1694WNQCHEBI:15999

Weitere Namen anzeigen

Hydroxyphenylpyruvic acid3-(4-Hydroxyphenyl)pyruvateTyrosine metabolismTAUTOMERASE4-Hydrixyphenyruvic acidp-hydroxyphenyl-pyruvicaci

DTXSID80166017RefChem:99392para-hydroxyphenylpyruvic acidDTXCID9088508205-852-93-hydroxy-2-oxo-3-phenylpropanoic acidTestacid4-hydroxyphenylpyruvate

Datenbank-Bezeichner

CAS: 156-39-8
PubChem CID: 979
DTXSID: DTXSID80166017
ChEMBL: CHEMBL607712
ChEBI: CHEBI:15999
UNII: 0YP1694WNQ
EC Number: 205-852-9
Nikkaji: J101.877I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,9
Polarare Oberfläche (TPSA): 74,6 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 3
Schwere Atome: 13
Formalladung: 0
Komplexität: 204

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesAngular frequency

Melting Point219 - 220 °C

Physical DescriptionSolid

Collision Cross Section · 2 Einträge

145.75 Å² [M-H]- [CCS Type: DT; Method: stepped-field]

147.1 Å² [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt: 219 · 219-220 °C (dec.) (lit.)
Siedepunkt: 272.96 °C · 272.96°C (rough estimate)
Dichte: 1.2933 · 1.2933 (rough estimate)
Brechungsindex: 1.45 · 1.4500 (estimate)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: 50 mg/mL · ethanol: soluble50mg/mL
Aggregatzustand: crystalline
pka: 2.5 · 2.50±0.54(Predicted)
Farbe: off-white to tan
Wasserlöslichkeit: slightly soluble
BRN: 2691632 · 2691632
Stabilität: Hygroscopic
InChI: 1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
InChIKey: KKADPXVIOXHVKN-UHFFFAOYSA-N
SMILES: OC(=O)C(=O)Cc1ccc(O)cc1
CAS Datenbank: 156 · 156-39-8(CAS DataBase Reference)
NIST chemische Informationen: 4 · Benzenepropanoic acid, 4-hydroxy-«alpha»-oxo-(156-39-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29189900
RTECS-Nr.: UZ1000000
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-37/39
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2

Chemie und Industrie

Pharmakologische Informationen

Tissue LocationsPlacenta

Cellular LocationsCytoplasm

Metabolite PathwaysAlkaptonuria

Anwendungen · 1 Eintrag

Verwenden4-Hydroxyphenylpyruvic Acid is general organic reagent used in the synthesis of latifolicinin A analogs as inhibitors of breast cancer. Also used in the preparation of amperometric biosensors for β-triketone herbicides based on hydroxyphenylpyruvate.