Showing Compound 5-Methoxyindoleacetate (FDB023312)

Record Information

Version

1.0

Creation date

2011-09-21 00:27:53 UTC

Update date

2019-11-26 03:21:08 UTC

Primary ID

FDB023312

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

5-Methoxyindoleacetate

Description

5-Methoxyindoleacetate belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole. 5-Methoxyindoleacetate exists in all living organisms, ranging from bacteria to humans. 5-Methoxyindoleacetate has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make 5-methoxyindoleacetate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Methoxyindoleacetate.

CAS Number

3471-31-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(5-Methoxy-1H-indol-3-yl)acetic acid	HMDB
2-(5-Methoxy-1H-indol-3-yl)acetic acid	HMDB
2-(5-Methoxy-1H-indol-3-yl)ethanoate	Generator
2-(5-Methoxy-1H-indol-3-yl)ethanoic acid	ChEBI
2-(5-Methoxy-3-indolyl)acetic acid	HMDB
2-(5-Methoxyindole-3-yl)acetate	Generator
2-(5-Methoxyindole-3-yl)acetic acid	ChEBI
5-Methoxy-1H-indole-3-acetic acid	HMDB
5-Methoxy-3-indoleacetic acid	HMDB
5-Methoxy-3-indolylacetic acid	HMDB

Showing 1 to 10 of 21 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.7 g/L	ALOGPS
logP	1.76	ALOGPS
logP	1.55	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	54.92 m³·mol⁻¹	ChemAxon
Polarizability	20.73 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

Chemical Formula

C11H11NO3

IUPAC name

2-(5-methoxy-1H-indol-3-yl)acetic acid

InChI Identifier

InChI=1S/C11H11NO3/c1-15-8-2-3-10-9(5-8)7(6-12-10)4-11(13)14/h2-3,5-6,12H,4H2,1H3,(H,13,14)

InChI Key

COCNDHOPIHDTHK-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC2=C(NC=C2CC(O)=O)C=C1

Average Molecular Weight

205.2099

Monoisotopic Molecular Weight

205.073893223

Classification

Description

Belongs to the class of organic compounds known as indole-3-acetic acid derivatives. Indole-3-acetic acid derivatives are compounds containing an acetic acid (or a derivative) linked to the C3 carbon atom of an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indole-3-acetic acid derivatives

Alternative Parents

Substituents

Indole-3-acetic acid derivative
3-alkylindole
Indole
Anisole
Alkyl aryl ether
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indole-3-acetic acids (CHEBI:28281 )
a small molecule (CPD-12020 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	5-Methoxyindoleacetate, 2 TMS, GC-MS Spectrum	splash10-001i-1492000000-4bb4e49122eeca577f6f	Spectrum
GC-MS	5-Methoxyindoleacetate, non-derivatized, GC-MS Spectrum	splash10-001i-1492000000-4bb4e49122eeca577f6f	Spectrum
GC-MS	5-Methoxyindoleacetate, non-derivatized, GC-MS Spectrum	splash10-001i-0491000000-3833b4bbd544be9889d4	Spectrum
Predicted GC-MS	5-Methoxyindoleacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0bvl-1910000000-c1f37125fc3b608af61f	Spectrum
Predicted GC-MS	5-Methoxyindoleacetate, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-5090000000-de75a303e99011a4be34	Spectrum
Predicted GC-MS	5-Methoxyindoleacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	5-Methoxyindoleacetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0f6x-0950000000-b35cb5918f36be3e1ed9	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udl-0900000000-4ecf8c9d3192ce786ee1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0900000000-8aed7fec3a54d7bd49ce	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udl-2900000000-d7b7a09d3453a1048a14	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-5900000000-de21476dd6d423ce7637	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0190000000-30a337d0188ca2b01e98	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0900000000-e29f13bccd0ff61f4d73	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0900000000-27318e117029d4756f51	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-02u1-0900000000-fc96484038377a19704e	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-1900000000-b5ca37dc8dd19df79bca	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-7900000000-ceb8e6c122bb9a4d3fbb	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0002-1910000000-8fd2478b70c897657b7f	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0002-1900000000-7fd87377f29173005ec3	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-9700000000-a4cf39ea98f467ad9511	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-9200000000-db11b5a046b68c168da7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-05n1-9100000000-0ff3c25c94ca7b6e75da	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-03di-0900000000-0c8ed04608a5330c9d3a	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014i-7900000000-95cba07fd384f9f59f79	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014i-1900000000-23403ec6bee04579f899	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0920000000-a3ced0adb5929f6c9416	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dr-0900000000-24447a7e06d2aa011318	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0hjj-1900000000-2026293826cbb03562de	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0w29-0790000000-8c87e508e08c958691a7	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0w2i-0940000000-0373da6c43af5609fec7	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052o-1900000000-44a6d63553f83a5e7004	2017-09-01	View Spectrum