Vanillylmandelic Acid

HCID 1245CAS 2394-20-9

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Grundinformationen

Standard-SMILES: COc1cc(C(O)C(=O)O)ccc1O
InChIKey: CGQCWMIAEPEHNQ-UHFFFAOYSA-N
Summenformel: C9H10O5
Durchschnittliche Molmasse: 198,17 g/mol
Monoisotopische Masse: 198,05282342

Überblick

Vanillylmandelic acid is an aromatic ether that is the 3-O-methyl ether of 3,4-dihydroxymandelic acid. It has a role as a human metabolite. It is a member of phenols, an aromatic ether and a 2-hydroxy monocarboxylic acid. It is functionally related to a mandelic acid. It is a conjugate acid of a vanillylmandelate.

Namen und Bezeichner

Bevorzugter Name: Vanillylmandelic Acid
IUPAC: 2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid
Englischer Name: DL-4-HYDROXY-3-METHOXYMANDELIC ACID
Summenformel: C9H10O5
Molmasse: 198.17

Namen und Synonyme

Vanillylmandelic acid55-10-72-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetic acid4-HYDROXY-3-METHOXYMANDELIC ACIDVanilmandelic acidVanillinmandelic AcidHydroxy(4-hydroxy-3-methoxyphenyl)acetic acid3-methoxy-4-hydroxymandelic acid(4-Hydroxy-3-methoxyphenyl)glycolic acidDTXSID10861583Benzeneacetic acid, alpha,4-dihydroxy-3-methoxy-0DQI268449

Weitere Namen anzeigen

Vanilinmandelic AciVANILLOMANDELIC ACIDDL-Vanillylmandelic acidVANILLYLMANDELIC ACID extrapure3-METHOXY-4-HYDROXY MANDELIC ACIDDL-3-METHOXY-4-HYDROXYMANDELIC ACIDHYDROXY-3-METHOXYMANDELIC ACID, D,L-4-

FEMA NO. 4660CHEBI:201064 Hydroxy 3 Methoxymandelic AcidAcid, VanilmandelicAcid, VanillylmandelicAcid, MethoxyhydroxymandelicAcid, 4-Hydroxy-3-MethoxymandelicVMA cpd

Datenbank-Bezeichner

CAS: 2394-20-9、55-10-7
PubChem CID: 1245
DTXSID: DTXSID10861583
ChEMBL: CHEMBL1256396
ChEBI: CHEBI:20106
UNII: 0DQI268449
EC Number: 200-224-0、681-859-4
Nikkaji: J27.583B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -0,2
Polarare Oberfläche (TPSA): 87 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 3
Schwere Atome: 14
Formalladung: 0
Komplexität: 205

Experimentelle und physikochemische Eigenschaften

LogP0.84

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Flavoring AgentsEU Flavoring substances

Solubility · 2 Einträge

Sparingly soluble in water

Sparingly soluble (in ethanol)

Physical DescriptionPale yellow powder; Sweet vanilla aroma

Collision Cross Section · 3 Einträge

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

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

130.6 Å² [M-H]-

Physikochemische Eigenschaften

Schmelzpunkt: 132 · 132-134 °C (dec.)(lit.)
Siedepunkt: 295.48 °C · 295.48°C (rough estimate)
Dichte: 1.318 · 1.3180 (rough estimate)
Brechungsindex: 1.4717 · 1.4717 (estimate)
storage temp.: 2 · 2-8°C
Löslichkeit: 2 O: · H2O: ~50 mg/mL
Aggregatzustand: powder
Farbe: white to off-white
CAS Datenbank: 2394 · 2394-20-9(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H315 (97.5%): 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.

Warning

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