Grundinformationen
- Standard-SMILES
NC(Cc1ccccc1)C(=O)O- InChIKey
COLNVLDHVKWLRT-UHFFFAOYSA-N- Summenformel
- C9H11NO2
- Durchschnittliche Molmasse
- 165,19 g/mol
- Monoisotopische Masse
- 165,07897859
Überblick
Phenylalanine is an aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group. It has a role as a Daphnia magna metabolite. It is an alpha-amino acid and an aromatic amino acid. It contains a benzyl group. It is a conjugate base of a phenylalaninium. It is a conjugate acid of a phenylalaninate.
Namen und Bezeichner
- Bevorzugter Name
- Dl-Phenylalanine
- IUPAC
- 2-amino-3-phenylpropanoic acid
- Lokaler Name
- DL-Phenylalanin
- Englischer Name
- DL-Phenylalanine
- Summenformel
- C9H11NO2
- Molmasse
- 165.19
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
150-30-1、30394-07-1、63-91-2、673-06-3- PubChem CID
- 994
- DTXSID
DTXSID9023463- ChEMBL
CHEMBL25080- ChEBI
CHEBI:28044- UNII
- 8P946UF12S
- EC Number
- 205-756-7
- Nikkaji
- J1.258K
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -1,5
- Polarare Oberfläche (TPSA)
- 63,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 153
Experimentelle und physikochemische Eigenschaften
Solubility
Soluble in water and dilute mineral acid and alkali hydroxide solutions
Slightly soluble (in ethanol)
Physical Description
Solid; [Merck Index] White powder; [Sigma-Aldrich MSDS]
White crystalline platelets; odourless
Physikochemische Eigenschaften
- Schmelzpunkt
- 266 · 266-267 °C (dec.) (lit.)
- Siedepunkt
- 293.03 °C · 293.03°C (rough estimate)
- Dichte
- 1.1603 · 1.1603 (rough estimate)
- Brechungsindex
- 1.52 · 1.5200 (estimate)
- FEMA
- 3726 · 3726 | D,L-PHENYLALANINE
- storage temp.
- Store at RT.
- Löslichkeit
- Water (Sparingly, Sonicated)
- Aggregatzustand
- Powder
- pka
- 1 · pK1 2.58; pK2 9.24(at 25℃)
- Farbe
- White
- Geruch (Odor)
- odorless
- Geruchsart
- odorless
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- 14.11 g/L · 14.11 g/L (25 ºC)
- Merck
- 14 · 14,7271
- JECFA Number
- 1432 · 1432
- BRN
- 1910407 · 1910407
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- Major Application
- peptide synthesis
- Kosmetik-Inhaltsstoffe Funktionen
- FRAGRANCESKIN CONDITIONINGHAIR CONDITIONING
- InChI
- 1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)
- InChIKey
- COLNVLDHVKWLRT-UHFFFAOYSA-N
- SMILES
- NC(Cc1ccccc1)C(O)=O
- LogP
- 0.24 · 0.24
- CAS Datenbank
- 150 · 150-30-1(CAS DataBase Reference)
- NIST chemische Informationen
- L-Phenylalanine(150-30-1)
- EPA chemische Informationen
- Phenylalanine (150-30-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 99.1% (112 of 113) of all reports.
Not Classified
Aggregated GHS information provided per 113 reports by companies from 2 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Regulatory Information
Chemical: DL-Phenylalanine
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Phenylalanine: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29224995
- risk_code
- 36/37/38-34
- hazard_code
- Xi,C
- hazard_note
- Irritant
- safety_code
- 37/39-24/25-45-36/37/39-27-26
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Verwendung und Herstellung
Use Classification
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Anwendungen
OccurrencePhenylalanine is the most commonly found aromatic amino acid in proteins and enzymes with a molar ratio of 3.5% compared to the other amino acids, about double the amount of any other aromatic amino acid. Reported found in white bread, macaroni, egg noodles, corn flakes, corn grits, oatmeal, wheat bran, wheat flakes, shredded wheat, barley, brown rice, rye flour, whole grain wheat flour, buttermilk, blue cheese, cheddar cheese, cottage cheese, cream cheese, parmesan cheese, bacon, cured ham, frankfurters, pork sausage, canned red kidney beans, canned sweet corn, canned peas, canned lima beans, canned potatoes, canned asparagus, canned snap beans, canned beets, beef, lamb, fresh ham, veal round, beef liver, chicken, chicken liver, turkey and other natural sources.
VerwendenDL-Phenylalanine is used torelieve cases of minor depressionand other mood issues as well as and physical discomforts and pain. It is also used in acupunctureanesthesia, alcohol withdrawal.
Darstellung
synthetischeBy microbial bioengineered process.
Vor- und nachgelagerte Produkte
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Ergänzende Hinweise
DefinitionChEBI: An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.
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