Boc-D-tyrosine

Details

• Internal ID: 8ca6cd41-7996-477b-898b-0c6cf3ee009f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Tyrosine and derivatives
• IUPAC Name: (2R)-3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• SMILES (Canonical): CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)O)C(=O)O
• SMILES (Isomeric): CC(C)(C)OC(=O)N[C@H](CC1=CC=C(C=C1)O)C(=O)O
• InChI: InChI=1S/C14H19NO5/c1-14(2,3)20-13(19)15-11(12(17)18)8-9-4-6-10(16)7-5-9/h4-7,11,16H,8H2,1-3H3,(H,15,19)(H,17,18)/t11-/m1/s1
• InChI Key: CNBUSIJNWNXLQQ-LLVKDONJSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₅
• Molecular Weight: 281.30 g/mol
• Exact Mass: 281.12632271 g/mol
• Topological Polar Surface Area (TPSA): 95.90 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• Boc-D-Tyr-OH
• 70642-86-3
• N-Boc-D-tyrosine
• N-(tert-Butoxycarbonyl)-D-tyrosine
• CHEMBL302367
• (2R)-3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• D-TYROSINE, N-[(1,1-DIMETHYLETHOXY)CARBONYL]-
• N-ALPHA-T-BUTOXYCARBONYL-D-TYROSINE
• MFCD00063030
• n-t-boc-d-tyrosine
• t-Boc-D-Tyr-OH
• SCHEMBL1310547
• (R)-2-((TERT-BUTOXYCARBONYL)AMINO)-3-(4-HYDROXYPHENYL)PROPANOIC ACID
• CNBUSIJNWNXLQQ-LLVKDONJSA-N
• (R)-N-(t-butoxycarbonyl)tyrosine
• BDBM50043811
• AKOS016842988
• AM82309
• CS-W014009
• HY-W013293
• (TERT-BUTOXYCARBONYL)-D-TYROSINE
• AC-24048
• DS-16129
• Boc-D-Tyr-OH, >=98.0% (HPLC)
• B2963
• EN300-154385
• I10391
• M03339
• N-alpha-t-Butyloxycarbonyl-D-tyrosine (Boc-D-Tyr-OH)
• (2R)-2-(t-butoxycarbonyl)amino-3-[4-hydroxyphenyl]propionic acid
• (R)-2-(tert-butoxycarbonylamino)-3-(4-hydroxyphenyl)propanoic acid
• (R)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid
• (R)-2-tert-butoxycarbonylamino-3-(4-hydroxyphenyl)-propanoic acid
• (2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanoic acid
• (2R)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-3-(4-hydroxyphenyl)propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	-	0.5404	54.04%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7856	78.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9230	92.30%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.8251	82.51%
CYP3A4 substrate	-	0.5074	50.74%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.8333	83.33%
CYP3A4 inhibition	-	0.9341	93.41%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.9088	90.88%
CYP2C8 inhibition	-	0.7734	77.34%
CYP inhibitory promiscuity	-	0.9113	91.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7458	74.58%
Carcinogenicity (trinary)	Non-required	0.6659	66.59%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.8521	85.21%
Skin irritation	-	0.8369	83.69%
Skin corrosion	-	0.9540	95.40%
Ames mutagenesis	-	0.6954	69.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6690	66.90%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6281	62.81%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7614	76.14%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6408	64.08%
Acute Oral Toxicity (c)	III	0.7257	72.57%
Estrogen receptor binding	-	0.7662	76.62%
Androgen receptor binding	-	0.6155	61.55%
Thyroid receptor binding	-	0.5800	58.00%
Glucocorticoid receptor binding	+	0.5569	55.69%
Aromatase binding	-	0.6002	60.02%
PPAR gamma	-	0.6705	67.05%
Honey bee toxicity	-	0.7936	79.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9440	94.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.38%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.02%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.27%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.75%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.16%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.88%	92.29%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.46%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	85.78%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.62%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.40%	95.56%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.13%	90.93%
CHEMBL4040	P28482	MAP kinase ERK2	84.27%	83.82%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.81%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.45%	86.33%

Plants that contains it

• Vigna radiata

Cross-Links

• PubChem: 1549481
• NPASS: NPC142577