Navigation

name Structure Reference Source Properties Activities Metabolism

indole-3-carbaldehyde

AlkaPlorer ID: AK001061

Synonym: '3-Indolecarboxaldehyde', 'beta-indolylaldehyde', '1H-Indole-3-carboxaldehyde', 'indole-3-carbaldehyde', 'INDOLE-3-CARBOXALDEHYDE', '3-Indolealdehyde', '3-Indolecarbaldehyde', '487-89-8', 'Indole-3-aldehyde', 'beta-Indolylaldehyde', 'Indole-3-formaldehyde', 'Indole-3-carboxaldehyde', 'Indole-3-carbaldehyde', 'I3CHO', '3-Formylindole'

IUPAC Name: 1H-indole-3-carbaldehyde

Structure

SMILES: O=CC1=CNC2=CC=CC=C12

copy

InChI: InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H

copy

InChIKey: OLNJUISKUQQNIM-UHFFFAOYSA-N

copy

Reference

PubChem CID: 10256

CAS: 487-89-8

LOTUS: LTS0137179

COCONUT: CNP0123546

data_source: manually

Source

Species Genus Family Order Class Phylum Kingdom Domain
Arabidopsis thaliana Arabidopsis Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 145.16099999999997

TPSA？: 32.86

MolLogP？: 1.9804

Number of H-Donors: 1

Number of H-Acceptors: 1

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Acinetobacter baumannii Acinetobacter baumannii Inhibition 13.93 % 10.6019/CHEMBL4513135
Agaricus bisporus Tyrosinase Inhibition 30.0 % 10.1016/j.bmc.2017.12.011
Agaricus bisporus Tyrosinase Inhibition nan % 10.1016/j.bmc.2017.12.011
Aneurinibacillus migulanus Aneurinibacillus migulanus Activity nan None 10.1021/acs.jnatprod.2c00055
Bos taurus Tubulin Inhibition 0.0 % 10.1021/jm980228l
Candida albicans Candida albicans Activity nan None 10.1021/acs.jnatprod.2c00055
Candida albicans Candida albicans Inhibition 1.76 % 10.6019/CHEMBL4513135
Cryphonectria parasitica Cryphonectria parasitica IZ 7.0 mm 10.1021/jf990685q
Cryphonectria parasitica Cryphonectria parasitica IZ 10.0 mm 10.1021/jf990685q
Cryphonectria parasitica Cryphonectria parasitica IZ 13.0 mm 10.1021/jf990685q
Cryphonectria parasitica Cryphonectria parasitica IZ 15.0 mm 10.1021/jf990685q
Cryptococcus neoformans Cryptococcus neoformans Inhibition -4.21 % 10.6019/CHEMBL4513135
Escherichia coli Escherichia coli Inhibition 17.3 % 10.6019/CHEMBL4513135
Homo sapiens A549 Activity nan None 10.1021/np3002833
Homo sapiens Arachidonate 15-lipoxygenase Inhibition nan % 10.1021/acs.jmedchem.5b01121
Homo sapiens Bel-7402 Activity nan None 10.1021/np3002833
Homo sapiens BGC-823 Activity nan None 10.1021/np3002833
Homo sapiens Cytochrome P450 2A6 IC50 79000.0 nM 10.1016/j.bmc.2014.10.001
Homo sapiens Cytochrome P450 2A6 Inhibition nan % 10.1016/j.bmc.2014.10.001
Homo sapiens Cytochrome P450 2A6 Ki 11000.0 nM 10.1016/j.bmc.2014.10.001
Homo sapiens Dihydrofolate reductase Inhibition nan % 10.1021/jm1010572
Homo sapiens HCT-8 Activity nan None 10.1021/np3002833
Homo sapiens HeLa IC50 100000.0 nM 10.1016/j.ejmech.2020.112359
Homo sapiens HeLa S3 IC50 10000.0 nM 10.1021/acs.jnatprod.2c00055
Homo sapiens Inosine-5'-monophosphate dehydrogenase 2 IC50 22700.0 nM 10.1016/j.bmcl.2006.01.089
Homo sapiens KETR3 Activity nan None 10.1021/np3002833
Homo sapiens MCF7 Activity nan None 10.1021/np3002833
Homo sapiens MCF7 OD(540nm) 10.0 None 10.1021/jm980228l
Homo sapiens MDA-MB-231 OD(540nm) 10.0 None 10.1021/jm980228l
Homo sapiens Nuclear receptor subfamily 4 group A member 2 IC50 nan None 10.1021/acs.jmedchem.1c01077
Human alphaherpesvirus 1 Human alphaherpesvirus 1 Activity nan None 10.1021/np3002833
Human immunodeficiency virus 1 Human immunodeficiency virus 1 Activity nan None 10.1021/np3002833
Klebsiella pneumoniae Klebsiella pneumoniae Inhibition 22.42 % 10.6019/CHEMBL4513135
Leishmania major Dihydrofolate reductase IC50 2000000.0 nM 10.1021/jm1010572
Leishmania major Pteridine reductase 1 IC50 1100000.0 nM 10.1021/jm1010572
Meloidogyne incognita Meloidogyne incognita EC50 250.0 ug.mL-1 10.1021/jf302075w
Meloidogyne incognita Meloidogyne incognita EC50 301.0 ug.mL-1 10.1021/jf302075w
Mus musculus L5178Y IC50 69.0 nM 10.1016/j.ejmech.2021.113491
Mus musculus L5178Y Inhibition 53.0 % 10.1016/j.ejmech.2021.113491
Mus musculus Mus musculus Activity nan None 10.1016/j.bmcl.2016.11.069
Paecilomyces variotii Paecilomyces variotii Activity nan None 10.1021/acs.jnatprod.2c00055
Penicillium chrysogenum Penicillium chrysogenum Activity nan None 10.1021/acs.jnatprod.2c00055
Phytophthora capsici Phytophthora capsici Activity 0.0 % 10.1021/jf301570y
Phytophthora capsici Phytophthora capsici Activity 57.0 % 10.1021/jf301570y
Phytophthora capsici Phytophthora capsici Inhibition nan % 10.1021/jf301570y
Phytophthora infestans Phytophthora infestans Activity nan None 10.1021/acs.jnatprod.2c00055
Pseudomonas aeruginosa Pseudomonas aeruginosa Activity nan None 10.1021/acs.jnatprod.2c00055
Pseudomonas aeruginosa Pseudomonas aeruginosa Inhibition 41.82 % 10.6019/CHEMBL4513135
Rhizomucor miehei Rhizomucor miehei Activity nan None 10.1021/acs.jnatprod.2c00055
Staphylococcus aureus Staphylococcus aureus Activity nan None 10.1021/acs.jnatprod.2c00055
Staphylococcus aureus Staphylococcus aureus Inhibition 16.72 % 10.6019/CHEMBL4513135
None NON-PROTEIN TARGET IC50 760.0 nM 10.1016/j.bmcl.2016.11.069
None NON-PROTEIN TARGET Inhibition nan % 10.1016/j.bmcl.2016.11.069
None Unchecked Activity nan None 10.1016/j.bmcl.2009.07.082
None Unchecked Activity nan None 10.1021/np50126a026
None Unchecked IC50 9350.0 nM 10.1016/j.ejmech.2020.112359
None Unchecked Inhibition 1.5 % 10.1016/j.ejmech.2018.10.027
None Unchecked Inhibition nan % 10.1016/j.bmc.2011.01.011
None Unchecked Inhibition nan % 10.1021/acs.jnatprod.9b00674

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT002166 CC(=O)C(=O)O.O=Cc1c[nH]c2ccccc12>>O=C(O)C(=O)/C=C/c1c[nH]c2ccccc12 enzymemap_82883
AKRT014861 Cc1c[nH]c2ccccc12>>O=Cc1c[nH]c2ccccc12 enzymemap_10525
AKRT019633 N[C@@H](CS)C(=O)O.O=Cc1c[nH]c2ccccc12>>N[C@@H](CSC(O)c1c[nH]c2ccccc12)C(=O)O RXN1F-13
AKRT019669 N[C@@H](CSC(O)c1c[nH]c2ccccc12)C(=O)O>>O=Cc1c[nH]c2ccccc12 RXN1F-13
AKRT023753 O=Cc1c[nH]c2ccccc12>>O=C(O)c1c[nH]c2ccccc12 RXN-12205
AKRT024847 OCc1c[nH]c2ccccc12>>O=Cc1c[nH]c2ccccc12 RXNQT-4355