N-Acetyl-L-tryptophan

Details

• Internal ID: bcae604d-9fb2-455d-92fe-925fcef7762b
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: (2S)-2-acetamido-3-(1H-indol-3-yl)propanoic acid
• InChI: InChI=1S/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1
• InChI Key: DZTHIGRZJZPRDV-LBPRGKRZSA-N
• Popularity: 356 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.10044231 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 1218-34-4
• Ac-Trp-OH
• Acetyl-L-tryptophan
• acetyltryptophan
• N-Acetyltryptophan
• L-Tryptophan, N-acetyl-
• Acetyl-L-trp
• (S)-N-Acetyltryptophan
• (2S)-2-acetamido-3-(1H-indol-3-yl)propanoic acid
• AC-Try
• L-ACETYLTRYPTOPHAN
• TRYPTOPHAN, N-ACETYL-, L-
• (S)-2-Acetamido-3-(1H-indol-3-yl)propanoic acid
• NSC 90726
• CHEMBL54170
• U9264T8OAE
• CHEBI:74640
• n-acetyl-l-tryptophanate
• N-acetyl tryptophan
• N-Acetyl-Trp-OH
• MFCD00065976
• Acetyl tryptophan
• acetyltryptophanate
• Acetyltryptophan, L-
• UNII-U9264T8OAE
• NSC-90726
• Ac-Trp
• Tryptophan, acetyl
• N-acetyl-tryptophan
• EINECS 214-935-9
• Spectrum_000959
• 2-Acetylamino-3-(1H-indol-3-yl)-propionic acid
• Spectrum2_001348
• Spectrum3_001396
• Spectrum4_000551
• Spectrum5_001350
• N-|A-Acetyl-L-Tryptophan
• SCHEMBL57141
• BSPBio_003012
• KBioGR_001241
• KBioSS_001439
• DivK1c_000385
• SPECTRUM1500702
• SPBio_001535
• HMS501D07
• KBio1_000385
• KBio2_001439
• KBio2_004007
• KBio2_006575
• KBio3_002232
• DTXSID10883669
• NINDS_000385
• HMS1921E12
• BDBM50043821
• CCG-39286
• FD3078
• AKOS010397427
• AKOS015837748
• AM82275
• CS-W012694
• HY-W011978
• IDI1_000385
• NCGC00094838-01
• NCGC00094838-02
• NCGC00094838-03
• AS-57887
• A0121
• A-1820
• EN300-263728
• J-300263
• (S)-2-Acetylamino-3-(1H-indol-3-yl)-propionic acid
• Q27144794
• Z98653227
• 38435FC5-4D99-4E9C-A55B-099BA6C5197C
• N-Acetyltryptophan, European Pharmacopoeia (EP) Reference Standard
• N-Acetyl-L-tryptophan, Pharmaceutical Secondary Standard; Certified Reference Material

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9589	95.89%
Caco-2	-	0.6218	62.18%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6909	69.09%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7222	72.22%
P-glycoprotein inhibitior	-	0.9844	98.44%
P-glycoprotein substrate	-	0.7411	74.11%
CYP3A4 substrate	+	0.5155	51.55%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8350	83.50%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.9446	94.46%
CYP2C19 inhibition	-	0.9350	93.50%
CYP2D6 inhibition	-	0.9594	95.94%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9216	92.16%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7018	70.18%
Eye corrosion	-	0.9949	99.49%
Eye irritation	-	0.9883	98.83%
Skin irritation	-	0.8455	84.55%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5896	58.96%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6015	60.15%
skin sensitisation	-	0.9208	92.08%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6124	61.24%
Acute Oral Toxicity (c)	IV	0.6184	61.84%
Estrogen receptor binding	-	0.5762	57.62%
Androgen receptor binding	-	0.7009	70.09%
Thyroid receptor binding	-	0.8679	86.79%
Glucocorticoid receptor binding	-	0.4644	46.44%
Aromatase binding	-	0.5971	59.71%
PPAR gamma	+	0.5977	59.77%
Honey bee toxicity	-	0.9283	92.83%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7749	77.49%
Fish aquatic toxicity	-	0.3938	39.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	94.44%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.26%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.80%	90.17%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.62%	88.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.27%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.97%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.76%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.46%	83.10%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.95%	85.14%
CHEMBL5028	O14672	ADAM10	81.86%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.31%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.19%	94.45%

Plants that contains it

• Salsola collina

Cross-Links

• PubChem: 700653
• LOTUS: LTS0223148
• wikiData: Q27144794