Description
It is the stereoisomer of L-phenylalanine has been used in the synthesis of Schaeffer’s acid analogues as important structures in tuberculostatic design. They exhibit the ability to inhibit Mycobacterium tuberculosis type II dehydroquinase.
Synonyms
D-α-Amino-β-phenylpropionic acid
IUPAC Name
(2R)-2-Amino-3-phenylpropanoic acid
Molecular Weight
165.19
Molecular Formula
C9H11NO2
Canonical SMILES
C1=CC=C(C=C1)CC(C(=O)O)N
InChI
InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1
InChI Key
COLNVLDHVKWLRT-MRVPVSSYSA-N
Boiling Point
293.03 °C
Melting Point
273-276 °C(lit.)
Flash Point
139.8 °C
Purity
98%
Density
1.1603 g/cm³
Solubility
Soluble (NTP, 1992);
Appearance
White to off-white powder
Storage
Room temperature
Complexity
153
Covalently-Bonded Unit Count
1
Defined Atom Stereocenter Count
1
EC Number
211-603-5
Exact Mass
165.078978594
H-Bond Acceptor
3
H-Bond Donor
2
Heavy Atom Count
12
Isomeric SMILES
C1=CC=C(C=C1)C[C@H](C(=O)O)N
LogP
1.34130
MDL Number
MFCD00004270
Monoisotopic Mass
165.078978594
NSC Number
758460
Refractive Index
34 ° (C=2, H₂O)
Rotatable Bond Count
3
Stability
Stable. Incompatible with strong oxidizing agents, acids, bases.
Topological Polar Surface Area
63.3 Ų
UNII
032K16VRCU
