Indole-3-acetic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	902d5a18-c3be-47a7-ae3c-f324b23c2fc5
Taxonomy	Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives > Indole-3-acetic acid derivatives
IUPAC Name	2-(1H-indol-3-yl)acetic acid
SMILES (Canonical)	C1=CC=C2C(=C1)C(=CN2)CC(=O)O
SMILES (Isomeric)	C1=CC=C2C(=C1)C(=CN2)CC(=O)O
InChI	InChI=1S/C10H9NO2/c12-10(13)5-7-6-11-9-4-2-1-3-8(7)9/h1-4,6,11H,5H2,(H,12,13)
InChI Key	SEOVTRFCIGRIMH-UHFFFAOYSA-N
Popularity	18,615 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 Å²
XlogP	1.40
Atomic LogP (AlogP)	1.79
H-Bond Acceptor	1
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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87-51-4

3-Indoleacetic acid

indoleacetic acid

Heteroauxin

1H-Indole-3-acetic acid

1H-indol-3-ylacetic acid

2-(1H-Indol-3-yl)acetic acid

Rhizopin

3-Indolylacetic acid

Rhizopon A

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.8376	83.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4539	45.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9522	95.22%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8953	89.53%
P-glycoprotein inhibitior	-	0.9921	99.21%
P-glycoprotein substrate	-	0.9713	97.13%
CYP3A4 substrate	-	0.6510	65.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7907	79.07%
CYP3A4 inhibition	-	0.9593	95.93%
CYP2C9 inhibition	-	0.9120	91.20%
CYP2C19 inhibition	-	0.8916	89.16%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8579	85.79%
CYP2C8 inhibition	-	0.8728	87.28%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6421	64.21%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.9274	92.74%
Skin irritation	-	0.7124	71.24%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7057	70.57%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8557	85.57%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8488	84.88%
Acute Oral Toxicity (c)	III	0.6531	65.31%
Estrogen receptor binding	-	0.8711	87.11%
Androgen receptor binding	-	0.8996	89.96%
Thyroid receptor binding	-	0.7657	76.57%
Glucocorticoid receptor binding	-	0.4707	47.07%
Aromatase binding	-	0.5326	53.26%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.9569	95.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.6373	63.73%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.68%	94.62%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.08%	96.09%
CHEMBL1781	P11387	DNA topoisomerase I	82.83%	97.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.05%	90.17%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.70%	94.08%
CHEMBL2216739	Q92523	Carnitine O-palmitoyltransferase 1, muscle isoform	81.62%	88.33%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.59%	90.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.65%	88.56%

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.

Aconitum heterophyllum

Carapichea ipecacuanha

Cucurbita maxima