3-Iodo-L-Tyrosine

HCID 439744CAS 3078-39-5

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Basic information

Standard SMILES: N[C@@H](Cc1ccc(O)c(I)c1)C(=O)O
InChIKey: UQTZMGFTRHFAAM-ZETCQYMHSA-N
Molecular formula: C9H10INO3
Average molar mass: 307.08 g/mol
Monoisotopic mass: 306.97054118

Overview

3-iodo-L-tyrosine is the monoiodotyrosine that is L-tyrosine carrying an iodo-substituent at position C-3 of the benzyl group. It has a role as an EC 1.14.16.2 (tyrosine 3-monooxygenase) inhibitor, a mouse metabolite and a human metabolite. It is a monoiodotyrosine, a L-tyrosine derivative and a non-proteinogenic L-alpha-amino acid. It is a tautomer of a 3-iodo-L-tyrosine zwitterion.

Names & identifiers

Preferred name: 3-Iodo-L-Tyrosine
IUPAC: (2S)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid
English name: 2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid
Molecular formula: C9H10INO3
Molecular weight: 307.08507

Names & synonyms

3-Iodo-L-tyrosine70-78-03-IODOTYROSINEL-Tyrosine, 3-iodo-3-Iodo-4-hydroxyphenylalanineTyrosine, 3-iodo-, L-FRQ98U4U27DTXSID1075353CHEBI:27847NSC-210787DTXSID80861616RefChem:502789

Show more names

DTXCID3046613DTXCID00212722200-744-82-amino-3-(4-hydroxy-3-iodophenyl)propanoic acidH-Tyr(3-I)-OHMonoiodotyrosine(S)-2-Amino-3-(4-hydroxy-3-iodophenyl)propanoic acid3-IODO-TYROSINE

Database identifiers

CAS: 3078-39-5、70-78-0
PubChem CID: 439744
DTXSID: DTXSID1075353
ChEMBL: CHEMBL479789
ChEBI: CHEBI:27847
UNII: FRQ98U4U27
EC Number: 200-744-8
Nikkaji: J4.880A

Properties

Computed structural properties

XLogP: -1.1
Topological polar surface area: 83.6 Å²
Hydrogen bond donors: 3
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 14
Formal charge: 0
Complexity: 212

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Solubility3 mg/mL

Melting Point205 °C

Physical DescriptionSolid

Collision Cross Section158.8 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

storage temp.: 2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.