(3S)-3-hydroxy-4-methoxy-3-methyl-1H-indol-2-one

Details

• Internal ID: 84ac3f01-004e-45c1-ae54-880c31a12507
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: (3S)-3-hydroxy-4-methoxy-3-methyl-1H-indol-2-one
• InChI: InChI=1S/C10H11NO3/c1-10(13)8-6(11-9(10)12)4-3-5-7(8)14-2/h3-5,13H,1-2H3,(H,11,12)/t10-/m0/s1
• InChI Key: OTCVOVCBERGAOC-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.20 g/mol
• Exact Mass: 193.07389321 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9639	96.39%
Caco-2	+	0.7084	70.84%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6726	67.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9738	97.38%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9102	91.02%
P-glycoprotein inhibitior	-	0.9704	97.04%
P-glycoprotein substrate	-	0.8905	89.05%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7839	78.39%
CYP3A4 inhibition	-	0.9349	93.49%
CYP2C9 inhibition	-	0.8463	84.63%
CYP2C19 inhibition	-	0.8313	83.13%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.5592	55.92%
CYP2C8 inhibition	-	0.8325	83.25%
CYP inhibitory promiscuity	-	0.6773	67.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6086	60.86%
Eye corrosion	-	0.9902	99.02%
Eye irritation	+	0.7024	70.24%
Skin irritation	-	0.8127	81.27%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5860	58.60%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.6459	64.59%
skin sensitisation	-	0.8690	86.90%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.6948	69.48%
Estrogen receptor binding	-	0.5730	57.30%
Androgen receptor binding	-	0.5147	51.47%
Thyroid receptor binding	+	0.5463	54.63%
Glucocorticoid receptor binding	-	0.8478	84.78%
Aromatase binding	-	0.8024	80.24%
PPAR gamma	-	0.7054	70.54%
Honey bee toxicity	-	0.9510	95.10%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.6576	65.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.53%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.25%	94.75%
CHEMBL2581	P07339	Cathepsin D	87.07%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.27%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.24%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.31%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	83.75%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.15%	95.50%
CHEMBL4208	P20618	Proteasome component C5	80.31%	90.00%

Plants that contains it

• Capparis tomentosa

Cross-Links

• PubChem: 162888207
• LOTUS: LTS0270742
• wikiData: Q105324061