2-(1H-Indol-5-YL)acetic acid

Details

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Internal ID b234f682-7a6b-42ab-810d-838eb2480fa8
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
IUPAC Name 2-(1H-indol-5-yl)acetic acid
SMILES (Canonical) C1=CC2=C(C=CN2)C=C1CC(=O)O
SMILES (Isomeric) C1=CC2=C(C=CN2)C=C1CC(=O)O
InChI InChI=1S/C10H9NO2/c12-10(13)6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H,6H2,(H,12,13)
InChI Key LNDWMQWLWGXEET-UHFFFAOYSA-N
Popularity 13 references in papers

Physical and Chemical Properties

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Molecular Formula C10H9NO2
Molecular Weight 175.18 g/mol
Exact Mass 175.063328530 g/mol
Topological Polar Surface Area (TPSA) 53.10 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.79
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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34298-84-5
1H-indol-5-acetic acid
5-indoleacetic acid
1H-Indole-5-acetic acid
indole-5-acetic acid
5-carboxymethyl-indole
1H-indol-5-ylacetic acid
(1H-Indol-5-yl)acetic acid
SCHEMBL3400912
DTXSID60593382
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of 2-(1H-Indol-5-YL)acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 1.0000 100.00%
Caco-2 + 0.8367 83.67%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.3922 39.22%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9234 92.34%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8211 82.11%
P-glycoprotein inhibitior - 0.9905 99.05%
P-glycoprotein substrate - 0.9249 92.49%
CYP3A4 substrate - 0.7355 73.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7907 79.07%
CYP3A4 inhibition - 0.9407 94.07%
CYP2C9 inhibition - 0.8990 89.90%
CYP2C19 inhibition - 0.8995 89.95%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.8228 82.28%
CYP2C8 inhibition - 0.7782 77.82%
CYP inhibitory promiscuity - 0.9495 94.95%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.6425 64.25%
Eye corrosion - 0.9823 98.23%
Eye irritation + 0.9890 98.90%
Skin irritation - 0.6075 60.75%
Skin corrosion - 0.9398 93.98%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7571 75.71%
Micronuclear + 0.7033 70.33%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8518 85.18%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.9048 90.48%
Acute Oral Toxicity (c) III 0.6325 63.25%
Estrogen receptor binding - 0.8094 80.94%
Androgen receptor binding - 0.6968 69.68%
Thyroid receptor binding - 0.7283 72.83%
Glucocorticoid receptor binding - 0.5170 51.70%
Aromatase binding - 0.5319 53.19%
PPAR gamma + 0.7917 79.17%
Honey bee toxicity - 0.9527 95.27%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.8000 80.00%
Fish aquatic toxicity - 0.7000 70.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 95.97% 88.33%
CHEMBL2581 P07339 Cathepsin D 94.29% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.96% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.93% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.63% 94.45%
CHEMBL1255126 O15151 Protein Mdm4 84.27% 90.20%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.94% 91.71%
CHEMBL2535 P11166 Glucose transporter 81.51% 98.75%
CHEMBL1781 P11387 DNA topoisomerase I 81.19% 97.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera

Cross-Links

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PubChem 18399719
NPASS NPC53092