3,4-Dihydroxymandelsure

(+-)-3,4-Dihydroxymandelic acid

HCID 85782CAS 14883-87-5

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Grundinformationen

Standard-SMILES: O=C(O)C(O)c1ccc(O)c(O)c1
InChIKey: RGHMISIYKIHAJW-UHFFFAOYSA-N
Summenformel: C8H8O5
Durchschnittliche Molmasse: 184,15 g/mol
Monoisotopische Masse: 184,03717336

Überblick

3,4-dihydroxymandelic acid is a catechol that is the 3,4-dihydroxy derivative of mandelic acid; a metabolite of L-dopa. It has a role as an antioxidant, a drug metabolite, a mouse metabolite and a human metabolite. It is a member of catechols and a 2-hydroxy monocarboxylic acid. It is functionally related to a mandelic acid. It is a conjugate acid of a 3,4-dihydroxymandelate.

Namen und Bezeichner

Bevorzugter Name: (+-)-3,4-Dihydroxymandelic acid
IUPAC: 2-(3,4-dihydroxyphenyl)-2-hydroxyacetic acid
Lokaler Name: 3,4-Dihydroxymandelsure
Englischer Name: 3,4-Dihydroxymandelic acid
Summenformel: C8H8O5
Molmasse: 184.15

Namen und Synonyme

3,4-Dihydroxymandelic acid775-01-92-(3,4-dihydroxyphenyl)-2-hydroxyacetic acidDOMAMandelic acid, 3,4-dihydroxy-WDP6VCX5T6DTXSID30862411CHEBI:27637DHMARefChem:905495DTXCID50811183(+-)-3,4-Dihydroxymandelic acid

Weitere Namen anzeigen

C07470Isoproternol ImpurityAdrenaline Impurity 128Isoprenaline Impurity 35DL-3,4-Dihydroxymandelic Acid >α,3,4-Trihydroxybenzeneacetic acidBenzeneacetic acid, α,3,4-trihydroxy-

212-269-3dl-3,4-Dihydroxymandelic acid14883-87-5Dihydroxymandelic acidrac 3,4-Dihydroxymandelic Acid3,4-Dihydroxymandelate3,4-dihydroxyphenylglycolic acid(+/-)-3,4-Dihydroxymandelic acid

Datenbank-Bezeichner

CAS: 14883-87-5、775-01-9
PubChem CID: 85782
DTXSID: DTXSID30862411
ChEBI: CHEBI:27637
UNII: WDP6VCX5T6
EC Number: 212-269-3、238-956-8
Nikkaji: J128.158E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,6
Polarare Oberfläche (TPSA): 98 Å²
H-Brücken-Donoren: 4
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 2
Schwere Atome: 13
Formalladung: 0
Komplexität: 193

Experimentelle und physikochemische Eigenschaften

Physical DescriptionSolid

Collision Cross Section · 3 Einträge

137.4 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

132 Å² [M+H-H2O]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

137.7 Å² [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt: 136 · 136-137 °C (dec.)
Siedepunkt: 487.5 · 487.5±40.0 °C(Predicted)
Dichte: 1.644 · 1.644±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer, Under Inert Atmosphere
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
pka: 3.42 · 3.42±0.10(Predicted)
Farbe: White to Pale Beige
Stabilität: Light , Temperature and Air Sensitive

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.