O-Methyl-L-Tyrosine

HCID 2723935

Substructure search Find similar structures

Basic information

CAS: 6230-11-1
Standard SMILES: COc1ccc(C[C@H](N)C(=O)O)cc1
InChIKey: GEYBMYRBIABFTA-VIFPVBQESA-N
Molecular formula: C10H13NO3
Average molar mass: 195.21 g/mol
Monoisotopic mass: 195.08954328

Overview

O-methyl-L-tyrosine is the L-enantiomer of O-methyltyrosine. It is an enantiomer of an O-methyl-D-tyrosine. It is a tautomer of an O-methyl-L-tyrosine zwitterion.

Names & identifiers

Preferred name: O-Methyl-L-Tyrosine
IUPAC: (2S)-2-amino-3-(4-methoxyphenyl)propanoic acid
English name: 4-Methoxy-L-phenylalanine
Molecular formula: C10H13NO3
Molecular weight: 195.22

Names & synonyms

O-Methyl-L-tyrosine4-Methoxy-l-phenylalanine6230-11-1p-Methoxy-L-phenylalanineL-Tyrosine, O-methyl-SCX8EOU7COEINECS 228-333-9NSC 30082NSC-30082.BETA.-(4-METHOXYPHENYL)-L-ALANINERefChem:855286BETA-(4-METHOXYPHENYL)-L-ALANINE

Show more names

H-L-Tyr(Me)-OH4-OMDL-Tyr(me)L-4-METHOXYPHEL-4-MeO-Phe-OHL-H-Tyr(Me)-OHH-PHE(4-OME)-OH

228-333-9H-Tyr(Me)-OH(2S)-2-amino-3-(4-methoxyphenyl)propanoic acid(S)-2-amino-3-(4-methoxyphenyl)propanoic acidMFCD00002604Tyrosine, O-methyl-M03187L-4-Methoxyphenylalanine

Database identifiers

CAS: 6230-11-1
PubChem CID: 2723935
DTXSID: DTXSID301372013
ChEBI: CHEBI:49336
UNII: SCX8EOU7CO
EC Number: 228-333-9
Nikkaji: J211.468B

Properties

Computed structural properties

XLogP: -1.1
Topological polar surface area: 72.6 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 14
Formal charge: 0
Complexity: 188

Physicochemical properties

Melting point: 259 · 259-261 °C (dec.)(lit.)
alpha: -8 · -8 º (c=2, 1N HCl)
Boiling point: 331.88 °C · 331.88°C (rough estimate)
Density: 1.1926 · 1.1926 (rough estimate)
refractive index: 1.515 · 1.5150 (estimate)
storage temp.: 2 · 2-8°C
solubility: Aqueous Acid (Slightly, Sonicated)
form: Solid
pka: 2.24 · 2.24±0.10(Predicted)
color: White to Off-White
optical activity: 25 · [α]25/D 7°, c = 0.5 in 1 M HCl
Water Solubility: Very soluble in water.
λmax: 273 nm · 273nm(HCl aq.)(lit.)
BRN: 2212726 · 2212726
Major Application: peptide synthesis
InChI: 1S/C10H13NO3/c1-14-8-4-2-7(3-5-8)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)/t9-/m0/s1
InChIKey: GEYBMYRBIABFTA-VIFPVBQESA-N
SMILES: COc1ccc(C[C@H](N)C(O)=O)cc1
CAS DataBase Reference: 6230 · 6230-11-1(CAS DataBase Reference)
FDA UNII: 8 EOU7CO · SCX8EOU7CO
UNSPSC Code: 12352200 · 12352200
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H319-H315
Precautionary statements: 264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
HS Code: 29225090 · 29225090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29225090
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H335-H319-H315
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Applications

UsesA non-natural Phenylalanine (P319415) derivative.

UsesO-Methyl-L-tyrosine, is used as a fine chemical intermediate.

Upstream & downstream products

Upstream raw materials

2,4-Imidazolidinedione, 5-[(4-methoxyphenyl)methyl]-H-DL-Tyr(Me)-OH Benzenepropanoic acid, 4-Methoxy-.alpha.-oxo-O-Methyl-D-tyrosine Boc-Tyr(Me)-OH

Downstream products

Benzophenone

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

苏州道澜生物医药科技有限公司15952404857 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

江苏生康迈翔科技有限公司18217475093 · [email protected]

Additional notes

DefinitionChEBI: O-methyl-L-tyrosine is the L-enantiomer of O-methyltyrosine. It is an enantiomer of an O-methyl-D-tyrosine. It is a tautomer of an O-methyl-L-tyrosine zwitterion.