Bovine Metabolome Database: Showing metabocard for N-Acetyltryptophan (BMDB0096091)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2020-03-10 17:01:03 UTC

Update Date

2020-05-05 18:38:52 UTC

BMDB ID

BMDB0096091

Secondary Accession Numbers

BMDB96091

Metabolite Identification

Common Name

N-Acetyltryptophan

Description

N-acetyltryptophan, also known as ac-try or acetyl-L-TRP, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-acetyltryptophan is a moderately basic compound (based on its pKa). N-acetyltryptophan is a potentially toxic compound. N-acetyltryptophan has been used as a protein stabolizer.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(S)-N-Acetyltryptophan	HMDB
Ac-Trp	HMDB
Acetyl-L-Trp	HMDB
Acetyl-L-tryptophan	HMDB
Acetyltryptophan	HMDB
N-Acetyl-L-tryptophan	HMDB
Tryptophan, acetyl	HMDB
N-Acetyltryptophan	MeSH
(2S)-2-Acetamido-3-(1H-indol-3-yl)propanoic acid	HMDB
(2S)-2-Acetamido-3-(1H-indol-3-yl)propionic acid	HMDB
L-N-Acetyltryptophan	HMDB
NAT	HMDB

Chemical Formula

C₁₃H₁₄N₂O₃

Average Molecular Weight

246.2619

Monoisotopic Molecular Weight

246.100442324

IUPAC Name

(2S)-2-[(1-hydroxyethylidene)amino]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

(2S)-2-[(1-hydroxyethylidene)amino]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O

InChI Identifier

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

Chemical Taxonomy

Description

belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Indolyl carboxylic acid derivative
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Acetamide
Heteroaromatic compound
Pyrrole
Carboxamide group
Secondary carboxylic acid amide
Azacycle
Organoheterocyclic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-acetyl-L-amino acid (CHEBI:74640 )
L-tryptophan derivative (CHEBI:74640 )

Ontology

Status

Detected but not Quantified

Origin

Endogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.45	ALOGPS
logP	1.81	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	1.52	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	85.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	66.17 m³·mol⁻¹	ChemAxon
Polarizability	25.25 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
GC-MS	GC-MS Spectrum - GC-MS (3 TMS)	splash10-0udi-0390000000-bf959d5e1aab8cd794f3	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-0udi-1490000000-855cbd5624936bf3e2a1	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-0390000000-bf959d5e1aab8cd794f3	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-1490000000-855cbd5624936bf3e2a1	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9550000000-f9186fd00d73708a5b17	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00fr-9134000000-6e66aca41e26bf891fac	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-05o4-0900000000-281ce0ad760f7fc94b1c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0159-0900000000-ce991768eab82fbdbf84	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0603-9300000000-d07cb4937723d06edd48	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-0600-9300000000-2c409c01a91d64e800d7	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0f6t-3190000000-1203a50dbf1ce05d0ee5	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-9320000000-37f28cef4c5fd836b4f2	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0pc9-0910000000-01c22859bbaf5182beff	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-0002-0790000000-5c560e793d549bcec815	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00l6-3900000000-9fecaf5dedd815d7ac9b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-0002-0690000000-87ef1c3dfb4287e7ad08	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4s-0900000000-e88cf6e618c54b9a2d65	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0k9i-0940000000-5ab9f2966f1604b51cb3	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0pc9-0920000000-204470b43912cb6712bc	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00lu-0900000000-b1fa15ca34966d5c3ebc	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-0390000000-bee3f00676dbb20cddc3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pb9-0960000000-ffc38c580062532632f8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-0900000000-5e314622f2cf80867542	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-1290000000-2f09bb4277a17573a1d4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zfs-6890000000-cf484d59c551e83dba23	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05mo-9500000000-49f44fec5a91f601a9b4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0fr2-2790000000-64600864aeea894a8f16	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01b9-9600000000-fee48c2c347edd3e362e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-7900000000-baeeeec89ae0148886b5	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-054t-0390000000-e119f5a3710d3fba6328	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4u-0910000000-7fc91bffadf6c81532dc	View in MoNA

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Liver

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details
Liver	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	PMID: 31873721	details

Abnormal Concentrations

Not Available

External Links

HMDB ID

HMDB0013713

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

700653

PDB ID

Not Available

ChEBI ID

74640

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-Acetyltryptophan (BMDB0096091)

Structure for BMDB0096091 (N-Acetyltryptophan)