ChemFOnt: Showing chemical card for 5-Bromotryptophan (CFc000220913)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:22 UTC

Chemfont ID

CFc000220913

Molecule Identification

Common Name

5-Bromotryptophan

Definition

5-Bromotryptophan (CAS: 6548-09-0) belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. 5-Bromotryptophan has been identified in blood (PMID: 31396400 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid	HMDB
(2S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propionic acid	HMDB
(S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid	HMDB
(S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propanoicacid	HMDB
(S)-2-Amino-3-(5-bromo-1H-indol-3-yl)propionic acid	HMDB
2-Amino-3-(5-bromo-1H-indol-3-yl)propanoic acid	HMDB
2-Amino-3-(5-bromo-1H-indol-3-yl)propionic acid	HMDB
5-Bromo-L-tryptophan	HMDB
L-5-Bromotryptophan	HMDB
5-Bromotryptophan, (L)-isomer	MeSH
5-BRTRP	MeSH
5-Bromotryptophan	HMDB

Chemical Formula

C₁₁H₁₁BrN₂O₂

Average Molecular Weight

283.125

Monoisotopic Molecular Weight

282.000391

IUPAC Name

(2S)-2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acid

Traditional Name

(2S)-2-amino-3-(5-bromo-1H-indol-3-yl)propanoic acid

CAS Registry Number

25197-99-3

SMILES

N[C@@H](CC1=CNC2=CC=C(Br)C=C12)C(O)=O

InChI Identifier

InChI=1S/C11H11BrN2O2/c12-7-1-2-10-8(4-7)6(5-14-10)3-9(13)11(15)16/h1-2,4-5,9,14H,3,13H2,(H,15,16)/t9-/m0/s1

InChI Key

KZDNJQUJBMDHJW-VIFPVBQESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
3-alkylindole
Indole
Aralkylamine
Aryl bromide
Aryl halide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Azacycle
Monocarboxylic acid or derivatives
Organopnictogen compound
Primary aliphatic amine
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organohalogen compound
Organobromide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31396400)

Source

Exogenous

Exogenous (HMDB: HMDB0240660)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.24 g/L	ALOGPS
logP	-0.42	ALOGPS
logP	-0.32	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	1.51	ChemAxon
pKa (Strongest Basic)	9.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	79.11 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	63.83 m³·mol⁻¹	ChemAxon
Polarizability	24.54 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240660

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

559338

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

644329

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-Bromotryptophan (CFc000220913)

MOL for CFc000220913 (5-Bromotryptophan)

3D MOL for CFc000220913 (5-Bromotryptophan)

3D SDF for CFc000220913 (5-Bromotryptophan)

3D-SDF for CFc000220913 (5-Bromotryptophan)

PDB for CFc000220913 (5-Bromotryptophan)

3D PDB for CFc000220913 (5-Bromotryptophan)

SMILES for CFc000220913 (5-Bromotryptophan)

INCHI for CFc000220913 (5-Bromotryptophan)

Structure for CFc000220913 (5-Bromotryptophan)

3D Structure for CFc000220913 (5-Bromotryptophan)