Indole-3-carbinol

Details

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Internal ID 92c85b1d-c7a5-40a9-ae34-2167cfcce7f6
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name 1H-indol-3-ylmethanol
SMILES (Canonical) C1=CC=C2C(=C1)C(=CN2)CO
SMILES (Isomeric) C1=CC=C2C(=C1)C(=CN2)CO
InChI InChI=1S/C9H9NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-5,10-11H,6H2
InChI Key IVYPNXXAYMYVSP-UHFFFAOYSA-N
Popularity 1,896 references in papers

Physical and Chemical Properties

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Molecular Formula C9H9NO
Molecular Weight 147.17 g/mol
Exact Mass 147.068413911 g/mol
Topological Polar Surface Area (TPSA) 36.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 1.66
H-Bond Acceptor 1
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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700-06-1
INDOLE-3-METHANOL
3-Indolemethanol
(1H-Indol-3-yl)methanol
3-Hydroxymethylindole
1H-Indole-3-methanol
1H-indol-3-ylmethanol
3-Indolylcarbinol
Indinol
(1H-Indol-3-yl)-methanol
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Indole-3-carbinol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9884 98.84%
Caco-2 + 0.8647 86.47%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Lysosomes 0.6350 63.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9458 94.58%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.8865 88.65%
P-glycoprotein inhibitior - 0.9883 98.83%
P-glycoprotein substrate - 0.9717 97.17%
CYP3A4 substrate - 0.6536 65.36%
CYP2C9 substrate - 0.7979 79.79%
CYP2D6 substrate - 0.6614 66.14%
CYP3A4 inhibition - 0.9411 94.11%
CYP2C9 inhibition - 0.5935 59.35%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.5914 59.14%
CYP1A2 inhibition + 0.6556 65.56%
CYP2C8 inhibition - 0.9276 92.76%
CYP inhibitory promiscuity - 0.6838 68.38%
UGT catelyzed - 0.5841 58.41%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6449 64.49%
Eye corrosion - 0.9831 98.31%
Eye irritation + 0.9951 99.51%
Skin irritation - 0.6594 65.94%
Skin corrosion - 0.8848 88.48%
Ames mutagenesis - 0.6654 66.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6804 68.04%
Micronuclear + 0.6659 66.59%
Hepatotoxicity - 0.6924 69.24%
skin sensitisation - 0.6712 67.12%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7704 77.04%
Acute Oral Toxicity (c) III 0.6595 65.95%
Estrogen receptor binding - 0.7164 71.64%
Androgen receptor binding - 0.8842 88.42%
Thyroid receptor binding - 0.7848 78.48%
Glucocorticoid receptor binding - 0.8422 84.22%
Aromatase binding - 0.6379 63.79%
PPAR gamma + 0.5849 58.49%
Honey bee toxicity - 0.9531 95.31%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity - 0.7642 76.42%

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 98.47% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 96.13% 93.99%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.48% 88.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.71% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.33% 95.56%
CHEMBL2581 P07339 Cathepsin D 86.56% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 84.63% 96.09%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 83.87% 90.71%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.27% 91.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.23% 92.62%
CHEMBL1937 Q92769 Histone deacetylase 2 80.14% 94.75%

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.
Arabidopsis thaliana
Brassica oleracea
Pinus sylvestris

Cross-Links

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PubChem 3712
LOTUS LTS0041653
wikiData Q1770257