3-hydroxy-4-(1H-indol-3-yl)butan-2-one

Details

• Internal ID: e1ea1e24-ec48-4e09-ab36-1d040fcd0af4
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 3-hydroxy-4-(1H-indol-3-yl)butan-2-one
• SMILES (Canonical): CC(=O)C(CC1=CNC2=CC=CC=C21)O
• SMILES (Isomeric): CC(=O)C(CC1=CNC2=CC=CC=C21)O
• InChI: InChI=1S/C12H13NO2/c1-8(14)12(15)6-9-7-13-11-5-3-2-4-10(9)11/h2-5,7,12-13,15H,6H2,1H3
• InChI Key: HRSIDIKGNJOTMN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24 g/mol
• Exact Mass: 203.094628657 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• RefChem:915102
• SCHEMBL14828732

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6756	67.56%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4914	49.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5566	55.66%
P-glycoprotein inhibitior	-	0.9875	98.75%
P-glycoprotein substrate	-	0.8725	87.25%
CYP3A4 substrate	-	0.5159	51.59%
CYP2C9 substrate	-	0.6027	60.27%
CYP2D6 substrate	+	0.3495	34.95%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.5829	58.29%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.5272	52.72%
CYP2C8 inhibition	-	0.9242	92.42%
CYP inhibitory promiscuity	-	0.7322	73.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9910	99.10%
Eye irritation	+	0.7214	72.14%
Skin irritation	-	0.6766	67.66%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5749	57.49%
Micronuclear	+	0.6292	62.92%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8068	80.68%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7138	71.38%
Acute Oral Toxicity (c)	III	0.6507	65.07%
Estrogen receptor binding	-	0.6845	68.45%
Androgen receptor binding	-	0.8330	83.30%
Thyroid receptor binding	-	0.7945	79.45%
Glucocorticoid receptor binding	-	0.5649	56.49%
Aromatase binding	-	0.6684	66.84%
PPAR gamma	-	0.5982	59.82%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.7720	77.20%

Targets

Proven Targets:

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	97.34%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	86.44%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.28%	88.56%
CHEMBL2535	P11166	Glucose transporter	85.72%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.05%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.30%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.95%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	80.58%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	80.25%	98.59%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46901627
• LOTUS: LTS0115709
• wikiData: Q77279497