Molecule

Indole 3-carboxylic acid methyl ester

AlkaPlorer ID: AK047817

Synonym: '', 'Methyl indole-3-carboxylate', '942-24-5'

IUPAC Name: methyl 1H-indole-3-carboxylate

Structure

SMILES: COC(=O)C1=CNC2=CC=CC=C12

InChI: InChI=1S/C10H9NO2/c1-13-10(12)8-6-11-9-5-3-2-4-7(8)9/h2-6,11H,1H3

InChIKey: QXAUTQFAWKKNLM-UHFFFAOYSA-N

Reference

Constituents of the Fresh Leaves of Aristolochia cucurbitifolia.

PubChem CID: 589098

CAS: 942-24-5

LOTUS: LTS0171226

COCONUT: CNP0153897

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Botryocladia leptopoda	Botryocladia	Rhodymeniaceae	Rhodymeniales	Florideophyceae	Rhodophyta	None	Eukaryota

Properties Information

Molecule Weight: 175.187

TPSA？: 42.09

MolLogP？: 1.9545

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Agaricus bisporus	Tyrosinase	Inhibition	nan	%	10.1016/j.bmc.2017.12.011
Candida albicans	Candida albicans	MIC	66.6	ug.mL-1	10.1021/np500632c
Chromobacterium violaceum	Chromobacterium violaceum	MIC	66.6	ug.mL-1	10.1021/np500632c
Cryphonectria parasitica	Cryphonectria parasitica	IZ	4.0	mm	10.1021/jf990685q
Cryphonectria parasitica	Cryphonectria parasitica	IZ	6.0	mm	10.1021/jf990685q
Cryphonectria parasitica	Cryphonectria parasitica	IZ	8.0	mm	10.1021/jf990685q
Cryphonectria parasitica	Cryphonectria parasitica	IZ	11.0	mm	10.1021/jf990685q
Escherichia coli	Escherichia coli	MIC	66.6	ug.mL-1	10.1021/np500632c
Homo sapiens	A549	IC50	56800.0	nM	10.1021/np500632c
Homo sapiens	Bromodomain-containing protein 4	IC50	100000.0	nM	10.1021/acs.jmedchem.7b01372
Homo sapiens	CREB-binding protein	IC50	99000.0	nM	10.1021/acs.jmedchem.7b01372
Homo sapiens	CREB-binding protein	Inhibition	nan	%	10.1021/acs.jmedchem.7b01372
Homo sapiens	MCF7	IC50	56800.0	nM	10.1021/np500632c
Homo sapiens	Nuclear receptor subfamily 4 group A member 2	Activity	0.31	%	10.1021/acs.jmedchem.1c01077
Homo sapiens	Nuclear receptor subfamily 4 group A member 2	Activity	31.0	%	10.1021/acs.jmedchem.2c00585
Homo sapiens	Nuclear receptor subfamily 4 group A member 2	IC50	48000.0	nM	10.1021/acs.jmedchem.1c01077
Homo sapiens	Nuclear receptor subfamily 4 group A member 2	IC50	48000.0	nM	10.1021/acs.jmedchem.2c00585
Mucor hiemalis	Mucor hiemalis	MIC	66.6	ug.mL-1	10.1021/np500632c
Mus musculus	L929	IC50	56800.0	nM	10.1021/np500632c
Mycolicibacterium diernhoferi	Mycolicibacterium diernhoferi	MIC	66.6	ug.mL-1	10.1021/np500632c
Nocardia sp.	Nocardia sp.	MIC	33.3	ug.mL-1	10.1021/np500632c
Paenibacillus polymyxa	Paenibacillus polymyxa	MIC	66.6	ug.mL-1	10.1021/np500632c
Pseudomonas aeruginosa	Pseudomonas aeruginosa	MIC	66.6	ug.mL-1	10.1021/np500632c
Saccharomyces cerevisiae	Saccharomyces cerevisiae	MIC	66.6	ug.mL-1	10.1021/np500632c
Staphylococcus aureus	Staphylococcus aureus	MIC	66.6	ug.mL-1	10.1021/np500632c
Wickerhamomyces anomalus	Wickerhamomyces anomalus	MIC	66.6	ug.mL-1	10.1021/np500632c
None	NON-PROTEIN TARGET	IC50	56800.0	nM	10.1021/np500632c
None	NON-PROTEIN TARGET	MIC	66.6	ug.mL-1	10.1021/np500632c
None	Unchecked	Ratio IC50	1.0	None	10.1021/acs.jmedchem.7b01372

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT011146	COC(=O)c1c[nH]c2ccccc12>>CO	enzymemap_51046
AKRT011147	COC(=O)c1c[nH]c2ccccc12>>CO.O=C(O)c1c[nH]c2ccccc12	None
AKRT011148	COC(=O)c1c[nH]c2ccccc12>>O=C(O)c1c[nH]c2ccccc12	enzymemap_51046