(5-hydroxyindol-3-yl)acetic acid
AlkaPlorer ID: AK002176
Synonym: '5-Hydroxyindoleacetic acid', '', '5-Hydroxyindol-3-ylacetic acid', 'SMR000326665', '5-HIAA', '5-Hydroxyindole-3-acetic acid', 'MLSMR', '5-Hydroxy-1H-indole-3-acetic acid', 'MLS000859593'
IUPAC Name: 2-(5-hydroxy-1H-indol-3-yl)acetic acid
Structure
SMILES: O=C(O)CC1=CNC2=CC=C(O)C=C12
InChI: InChI=1S/C10H9NO3/c12-7-1-2-9-8(4-7)6(5-11-9)3-10(13)14/h1-2,4-5,11-12H,3H2,(H,13,14)
InChIKey: DUUGKQCEGZLZNO-UHFFFAOYSA-N
Reference
A community-driven global reconstruction of human metabolism
PubChem CID: 1826
CAS: 54-16-0
LOTUS: LTS0188576
COCONUT: CNP0160237
Source
Properties Information
Molecule Weight: 191.186
TPSA？: 73.32
MolLogP？: 1.5006
Number of H-Donors: 3
Number of H-Acceptors: 2
RingCount: 2
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Escherichia coli K-12 | Endonuclease 4 | Potency | 2238.7 | nM | None |
| Hepatitis C virus | NS3 | IC50 | 69300.0 | nM | None |
| Homo sapiens | 15-hydroxyprostaglandin dehydrogenase [NAD+] | Potency | 22387.2 | nM | None |
| Homo sapiens | Aldehyde dehydrogenase 1A1 | Potency | 39810.7 | nM | None |
| Homo sapiens | Alpha-galactosidase A | Potency | 12589.3 | nM | None |
| Homo sapiens | Chromobox protein homolog 1 | Potency | 29934.9 | nM | None |
| Homo sapiens | Cytochrome P450 1A2 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C19 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C9 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 2C9 | Potency | 39810.7 | nM | None |
| Homo sapiens | Cytochrome P450 2D6 | AC50 | nan | None | None |
| Homo sapiens | Cytochrome P450 3A4 | AC50 | nan | None | None |
| Homo sapiens | Geminin | Potency | 11220.2 | nM | None |
| Homo sapiens | Geminin | Potency | 25929.0 | nM | None |
| Homo sapiens | HEK293 | Potency | 29081.0 | nM | None |
| Homo sapiens | HepG2 | Potency | 1258.9 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 501.2 | nM | None |
| Homo sapiens | Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 | Potency | 23778.1 | nM | None |
| Homo sapiens | Isocitrate dehydrogenase [NADP] cytoplasmic | Potency | 18356.4 | nM | None |
| Homo sapiens | Mothers against decapentaplegic homolog 3 | Potency | 35481.3 | nM | None |
| Homo sapiens | M-phase phosphoprotein 8 | Potency | 26679.5 | nM | None |
| Homo sapiens | Neuropeptide S receptor | Potency | 3162.3 | nM | None |
| Homo sapiens | Nuclear factor NF-kappa-B p105 subunit | Potency | 5623.4 | nM | None |
| Homo sapiens | Peripheral myelin protein 22 | Potency | 42561.5 | nM | None |
| Homo sapiens | Prelamin-A/C | Potency | 35481.3 | nM | None |
| Homo sapiens | Regulator of G-protein signaling 4 | Potency | 21192.3 | nM | None |
| Homo sapiens | Serum albumin | logKA | -0.125 | None | 10.1016/j.bmc.2007.04.005 |
| Homo sapiens | SH-SY5Y | Potency | 28183.8 | nM | None |
| Homo sapiens | Thyroid stimulating hormone receptor | Potency | 3162.3 | nM | None |
| Homo sapiens | Ubiquitin carboxyl-terminal hydrolase 1 | Potency | 158.5 | nM | None |
| Homo sapiens | Uracil nucleotide/cysteinyl leukotriene receptor | Activity | 1.0 | % | 10.1021/acs.jmedchem.7b01768 |
| Homo sapiens | Uracil nucleotide/cysteinyl leukotriene receptor | IC50 | 30000.0 | nM | 10.1021/acs.jmedchem.7b01768 |
| Homo sapiens | Uracil nucleotide/cysteinyl leukotriene receptor | Inhibition | 7.0 | % | 10.1021/acs.jmedchem.7b01768 |
| Homo sapiens | Vitamin D receptor | Potency | 50118.7 | nM | None |
| Mus musculus | Solute carrier family 22 member 8 | Activity | 21.7 | % | 10.1124/jpet.103.063370 |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 10417.9 | nM | None |
| Plasmodium falciparum | Plasmodium falciparum | Potency | 18526.0 | nM | None |
| Rattus norvegicus | Solute carrier family 22 member 8 | Activity | 18.7 | % | 10.1046/j.1471-4159.2002.01108.x |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 7079.5 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 10621.3 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 21192.3 | nM | None |
| Rattus norvegicus | Thioredoxin reductase 1, cytoplasmic | Potency | 50118.7 | nM | None |
| None | NON-PROTEIN TARGET | Potency | 11220.2 | nM | None |
| None | NON-PROTEIN TARGET | Potency | 14125.4 | nM | None |
| None | No relevant target | log K | 0.74 | None | 10.1016/j.bmc.2007.04.005 |
| None | Unchecked | IC50 | 100000.0 | nM | None |
| None | Unchecked | Inhibition | nan | % | 10.1038/nchembio873 |
| None | Unchecked | Potency | 20.0 | nM | None |
| None | Unchecked | Potency | 6510.4 | nM | None |
| None | Unchecked | Potency | 11220.2 | nM | None |
| None | Unchecked | Potency | 20596.2 | nM | None |
| None | Unchecked | Potency | 29092.9 | nM | None |