D-Tyrosine

HCID 71098CAS 556-02-5
Substructure searchFind similar structures

Basic information

Standard SMILES
N[C@H](Cc1ccc(O)cc1)C(=O)O
InChIKey
OUYCCCASQSFEME-MRVPVSSYSA-N
Molecular formula
C9H11NO3
Average molar mass
181.19 g/mol
Monoisotopic mass
181.07389321

Names & identifiers

Preferred name
D-Tyrosine
IUPAC
(2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid
English name
D-Tyrosine
Molecular formula
C9H11NO3
Molecular weight
181.19

Names & synonyms

D-tyrosine556-02-5(2R)-2-amino-3-(4-hydroxyphenyl)propanoic acidD-TyrD-Tyrosin(R)-TYROSINEWQ5G9JQ7GCCHEBI:28479(R)-3-(p-Hydroxyphenyl)alanineEINECS 209-112-6D-4-HYDROXYPHENYLALANINEDTXSID50883441
Show more names
D-Tyr-OHD-THREONINOLD(+)-TYROSINED-thyrosineTYROSINE, D-D-p-TyrosineD-Tyrosine98%
(R)-2-Amino-3-(p-hydroxyphenyl)propionic acid2-amino-3-(4-hydroxyphenyl)-propanoic acidRefChem:585118DTXCID601022972(2R)-2-azaniumyl-3-(4-hydroxyphenyl)propanoate209-112-6H-D-Tyr-OH(R)-2-amino-3-(4-hydroxyphenyl)propanoic acid

Database identifiers

CAS
556-02-5
PubChem CID
71098
DTXSID
DTXSID50883441
ChEMBL
CHEMBL1076637
ChEBI
CHEBI:28479
UNII
WQ5G9JQ7GC
EC Number
209-112-6
Nikkaji
J9.196K

Properties

Computed structural properties

XLogP
-2.3
Topological polar surface area
83.6 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
13

Experimental & physicochemical properties

Solubility453

Physicochemical properties

Melting point
300 °C · >300 °C (lit.)
alpha
11.3 · 11.3 º (c=5, 1N HCl)
Boiling point
314.29 °C · 314.29°C (rough estimate)
Density
1.2375 · 1.2375 (rough estimate)
refractive index
11.2 ° · 11.2 ° (C=5, 1mol/L HCl)
storage temp.
Store at RT.

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 82.4% (42 of 51) of all reports.

Warning

H315 (17.6%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (17.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (15.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract 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)

Aggregated GHS information provided per 51 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 42 of 51 reports by companies.；There are 6 notifications provided by 9 of 51 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory InformationChemical: D-Tyrosine
Other Safety InformationIMAP assessments - D-Tyrosine: Environment tier I assessment；Evaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Hazard Classes and CategoriesSkin Irrit. 2 (17.6%)；Eye Irrit. 2 (17.6%)；STOT SE 3 (15.7%)

Regulatory information

Regulatory InformationChemical: D-Tyrosine

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
29225000
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationD-Tyrosine: INACTIVE
Applications · 3 items

DescriptionD-tyrosine is the D-form amino acid of tyrosine. It is a non-essential amino acid. In animals, it can be de novo synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid, hormones and melanin. Specially, study has shown that it can be taken s a chiral precusor to potent inhibitors of human Nonpancreatic secretory phospholipase A 2(IIa) with strong anti-inflammatory activity. It can also be used as a starting material for the preparation of anisomycin.

UsesD-Tyrosine, the stereoisomer to L-Tyrosine (T899975), is an amino acid used in various organic syntheses for antibiotics. It is used in the synthesis of (-)-anisomycin, as well as BATSI (boronic acid transition state inhibitors) which act on β-lactamases. It has also been studied as an inhibitor of microbial growth on surfaces, reducing microbial attachment to hydrophillic glass and hydrophobic po lypropylene surfaces.

UsesD-Tyrosine is synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid hormones, and melanin.

Upstream & downstream products

Upstream raw materials

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
Additional notes · 1 item

DefinitionChEBI: D-tyrosine is an optically active form of tyrosine having D-configuration. It has a role as an Escherichia coli metabolite. It is a tyrosine and a D-alpha-amino acid. It is a conjugate base of a D-tyrosinium. It is a conjugate acid of a D-tyrosinate(1-). It is an enantiomer of a L-tyrosine. It is a tautomer of a D-tyrosine zwitterion.

Related reactions

12 records
New reaction record

Linked notes

Loading…