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4-Iodophenylalanine

PubChem CID
139050089
Structure
4-Iodophenylalanine_small.png
4-Iodophenylalanine_3D_Structure.png
4-Iodophenylalanine__Crystal_Structure.png
Molecular Formula
Synonyms
4-Iodophenylalanine
Molecular Weight
309.10 g/mol
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Dates
  • Create:
    2019-10-03
  • Modify:
    2024-12-07

1 Structures

1.1 2D Structure

Chemical Structure Depiction
4-Iodophenylalanine.png

1.2 3D Conformer

3D Conformer of Parent

1.3 Crystal Structures

1 of 2
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COD Number
Associated Article
Ramalhete, Susana; Foster, Jamie S.; Green, Hayley R.; Nartowski, Karol P.; Heinrich, Margaux; Martin, Peter; Khimyak, Yaroslav Z.; Lloyd, Gareth O.. FDHALO17: Halogen effects on the solid-state packing of phenylalanine derivatives and the resultant gelation properties. Faraday Discuss. 2017;:-. DOI: 10.1039/C7FD00108H
Crystal Structure Depiction
Crystal Structure Depiction
Hermann-Mauguin space group symbol
P 21 21 21
Hall space group symbol
P 2ac 2ab
Space group number
19
a
5.3139 Å
b
6.3152 Å
c
32.741 Å
α
90 °
β
90 °
γ
90 °
Z
4
Z'
1
Residual factor
0.0455
Component
1 x O (Water)
Component
1 x [NH3+][C@H](C(=O)[O-])Cc1ccc(cc1)I (CID 6950455)

2 Biologic Description

SVG Image
SVG Image
IUPAC Condensed
H-Phe(4-I)-OH.H2O
Sequence
X
IUPAC
4-iodo-L-phenylalanine hydrate

3 Names and Identifiers

3.1 Computed Descriptors

3.1.1 IUPAC Name

(2S)-2-azaniumyl-3-(4-iodophenyl)propanoate;hydrate
Computed by LexiChem 2.6.6 (PubChem release 2019.06.18)

3.1.2 InChI

InChI=1S/C9H10INO2.H2O/c10-7-3-1-6(2-4-7)5-8(11)9(12)13;/h1-4,8H,5,11H2,(H,12,13);1H2/t8-;/m0./s1
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

3.1.3 InChIKey

KKHCDQZIIDUAFM-QRPNPIFTSA-N
Computed by InChI 1.0.5 (PubChem release 2019.06.18)

3.1.4 SMILES

C1=CC(=CC=C1C[C@@H](C(=O)[O-])[NH3+])I.O
Computed by OEChem 2.1.5 (PubChem release 2019.06.18)

3.2 Molecular Formula

C9H12INO3
Computed by PubChem 2.1 (PubChem release 2019.06.18)

3.3 Synonyms

3.3.1 MeSH Entry Terms

  • 4-iodophenylalanine
  • 4-iodophenylalanine, (123)I-labelled cpd, (DL)-isomer
  • 4-iodophenylalanine, (123)I-labelled cpd, (L)-isomer
  • 4-iodophenylalanine, (128)I-labelled cpd, (DL)-isomer
  • 4-iodophenylalanine, (DL)-isomer
  • 4-iodophenylalanine, (L)-isomer
  • p-(123I)iodo-L-phenylalanine
  • para-iodophenylalanine

3.3.2 Depositor-Supplied Synonyms

4 Chemical and Physical Properties

4.1 Computed Properties

Property Name
Molecular Weight
Property Value
309.10 g/mol
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Hydrogen Bond Donor Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Exact Mass
Property Value
308.98619 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Monoisotopic Mass
Property Value
308.98619 Da
Reference
Computed by PubChem 2.1 (PubChem release 2021.05.07)
Property Name
Topological Polar Surface Area
Property Value
68.8Ų
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Heavy Atom Count
Property Value
14
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
173
Reference
Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
2
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2019.06.18)

6 Literature

6.1 Consolidated References

6.2 NLM Curated PubMed Citations

7 Classification

7.1 MeSH Tree

8 Information Sources

  1. Crystallography Open Database (COD)
    LICENSE
    All data in the COD and the database itself are dedicated to the public domain and licensed under the CC0 License. Users of the data should acknowledge the original authors of the structural data.
    https://creativecommons.org/publicdomain/zero/1.0/
  2. PubChem
  3. Medical Subject Headings (MeSH)
    LICENSE
    Works produced by the U.S. government are not subject to copyright protection in the United States. Any such works found on National Library of Medicine (NLM) Web sites may be freely used or reproduced without permission in the U.S.
    https://www.nlm.nih.gov/copyright.html
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