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name Structure Reference Source Properties Activities Metabolism

indole-3-butyric acid

AlkaPlorer ID: AK010752

Synonym: 'Seradix', 'Indolebutyric acid', '1H-indole-3-butanoic acid', 'IBA', '3-INDOLEBUTYRIC ACID', '3-Indolebutyric acid', '4-indol-3-ylbutyric acid', 'Indole-3-butyric acid', 'indole-3-butyric acid', 'indole-3-butanoic acid', '4-(indol-3-yl)butyric acid', '1H-Indole-3-butanoic acid', '3-indolyl-gamma-butyric acid'

IUPAC Name: 4-(1H-indol-3-yl)butanoic acid

Structure

SMILES: O=C(O)CCCC1=CNC2=CC=CC=C12

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InChI: InChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)

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InChIKey: JTEDVYBZBROSJT-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Zea mays Zea Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 203.241

TPSA？: 53.09

MolLogP？: 2.5752000000000006

Number of H-Donors: 2

Number of H-Acceptors: 1

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Electrophorus electricus Acetylcholinesterase Inhibition -10.87 % 10.1016/j.bmc.2012.09.040
Equus caballus Cholinesterase Inhibition -5.54 % 10.1016/j.bmc.2012.09.040
Fusarium culmorum Fusarium culmorum IC50 576.0 ug.mL-1 10.1584/jpestics.G09-66
Globisporangium debaryanum Globisporangium debaryanum IC50 249.0 ug.mL-1 10.1584/jpestics.G09-66
Homo sapiens Androgen Receptor Potency 15848.9 nM None
Homo sapiens Estrogen receptor alpha Potency 22387.2 nM None
Homo sapiens Histone deacetylase 6 Inhibition -15.75 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition -2.0 % 10.6019/CHEMBL4808148
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 61130.6 nM None
Homo sapiens Peroxisome proliferator-activated receptor delta Potency 19952.6 nM None
Homo sapiens Peroxisome proliferator-activated receptor gamma Potency 44668.4 nM None
Homo sapiens Retinoid X receptor alpha Potency 44668.4 nM None
Klebsiella pneumoniae Beta-lactamase NDM-1 IC50 1946000.0 nM 10.1016/j.bmcl.2016.03.004
Klebsiella pneumoniae Beta-lactamase NDM-1 IC50 1949844.6 nM 10.1016/j.bmcl.2016.03.004
Klebsiella pneumoniae Beta-lactamase NDM-1 Inhibition 20.0 % 10.1016/j.bmcl.2016.03.004
Klebsiella pneumoniae Beta-lactamase NDM-1 Kd 794328.23 nM 10.1016/j.bmcl.2016.03.004
Klebsiella pneumoniae Beta-lactamase NDM-1 Kd 806000.0 nM 10.1016/j.bmcl.2016.03.004
Klebsiella pneumoniae Beta-lactamase NDM-1 Ratio 1.5 None 10.1016/j.bmcl.2016.03.004
Klebsiella pneumoniae OXA-48 IC50 480000.0 nM 10.1021/acs.jmedchem.6b00660
Klebsiella pneumoniae OXA-48 Kd 430000.0 nM 10.1021/acs.jmedchem.6b00660
Macrophomina phaseolina Macrophomina phaseolina IC50 699.0 ug.mL-1 10.1584/jpestics.G09-66
Pseudomonas aeruginosa Beta-lactamase VIM-2 IC50 757000.0 nM 10.1021/acs.jmedchem.5b01289
Pseudomonas aeruginosa Beta-lactamase VIM-2 Inhibition 15.0 % 10.1021/acs.jmedchem.5b01289
Pseudomonas aeruginosa Beta-lactamase VIM-2 Kd 274000.0 nM 10.1021/acs.jmedchem.5b01289
Rhizoctonia solani Rhizoctonia solani IC50 644.0 ug.mL-1 10.1584/jpestics.G09-66
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 1.767 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.05 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 16.23 % 10.21203/rs.3.rs-23951/v1
Vigna mungo Vigna mungo Activity 100.0 % 10.1271/bbb.80138
None NON-PROTEIN TARGET Potency 13.3 nM None
None NON-PROTEIN TARGET Potency 15.0 nM None
None NON-PROTEIN TARGET Potency 59.5 nM None
None Unchecked IC50 17820.0 nM 10.1039/C7MD00390K
None Unchecked IC50 1000000.0 nM 10.1021/jm900823s

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT005265 CC(C)=CCOP(=O)(O)OP(=O)(O)O.O=C(O)CCCc1c[nH]c2ccccc12>>CC(C)=CCc1cccc2[nH]cc(CCCC(=O)O)c12 enzymemap_40445
AKRT005266 CC(C)=CCOP(=O)(O)OP(=O)(O)O.O=C(O)CCCc1c[nH]c2ccccc12>>CC(C)=CCc1cccc2c(CCCC(=O)O)c[nH]c12 enzymemap_41297
AKRT016888 NC(=O)CC[C@H](N)C(=O)O.O=C(O)CCCc1c[nH]c2ccccc12>>NC(=O)CC[C@H](NC(=O)CCCc1c[nH]c2ccccc12)C(=O)O 59864
AKRT019627 N[C@@H](CS)C(=O)O.O=C(O)CCCc1c[nH]c2ccccc12>>O=C(CCCc1c[nH]c2ccccc12)N[C@@H](CS)C(=O)O 59876
AKRT022790 O=C(O)CCCc1c[nH]c2ccccc12.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=C(CCCc1c[nH]c2ccccc12)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O RXN-11655