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1132-68-9 molecular structure
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rac-(2R)-2-amino-3-(4-fluorophenyl)propanoic acid

ChemBase ID: 67278
Molecular Formular: C9H10FNO2
Molecular Mass: 183.1796032
Monoisotopic Mass: 183.06955679
SMILES and InChIs

SMILES:
C(=O)([C@@H](N)Cc1ccc(cc1)F)O
Canonical SMILES:
N[C@H](C(=O)O)Cc1ccc(cc1)F
InChI:
InChI=1S/C9H10FNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
InChIKey:
XWHHYOYVRVGJJY-QMMMGPOBSA-N

Cite this record

CBID:67278 http://www.chembase.cn/molecule-67278.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
rac-(2R)-2-amino-3-(4-fluorophenyl)propanoic acid
(2S)-2-amino-3-(4-fluorophenyl)propanoic acid
IUPAC Traditional name
rac-(2R)-2-amino-3-(4-fluorophenyl)propanoic acid
p-fluorophenylalanine
Synonyms
H-Phe(4-F)-OH
4-Fluoro-L-phenylalanine
4-FLUORO-DL-PHENYLALANINE
(S)-4-Fluorophenylalanine
4-Fluoro-L-phenylalanine
p-Fluoro-L-phenylalanine
4-氟-L-苯基丙氨酸
CAS Number
1132-68-9
51-65-0
MDL Number
MFCD00063064
Beilstein Number
2416148
PubChem SID
24870843
162033014
24278435
PubChem CID
716312

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.8572544  H Acceptors
H Donor LogD (pH = 5.5) -1.0422062 
LogD (pH = 7.4) -1.0457053  Log P -1.0422492 
Molar Refractivity 45.3327 cm3 Polarizability 17.601952 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
~255 °C (dec.) expand Show data source
ca 240°C dec. expand Show data source
Optical Rotation
[α]20/D -25±1°, c = 1% in H2O expand Show data source
-25 (c=1 in water) expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
DW1765000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Gene Information
human ... TH(7054)mouse ... TH(21823)rat ... TH(25085) expand Show data source
Purity
≥99.0% (sum of enantiomers, HPLC) expand Show data source
95+% expand Show data source
98% expand Show data source
98+% expand Show data source
Grade
puriss. expand Show data source
Empirical Formula (Hill Notation)
C9H10FNO2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - F4646 external link
Substrates
Substrate for tyrosine hydroxylase that has been used to study the regulation of that enzyme. Substitution of p-fluorophenylalanine for phenylalanine in the culture medium inhibits mitosis and reversibly arrests HeLa cells in G2.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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