(2R)-2-heptyl-2-hydroxy-6-methoxy-4-methyl-1H-indol-3-one

Details

• Internal ID: f645281c-563f-4551-b4e5-8f42125e1796
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolines
• IUPAC Name: (2R)-2-heptyl-2-hydroxy-6-methoxy-4-methyl-1H-indol-3-one
• InChI: InChI=1S/C17H25NO3/c1-4-5-6-7-8-9-17(20)16(19)15-12(2)10-13(21-3)11-14(15)18-17/h10-11,18,20H,4-9H2,1-3H3/t17-/m1/s1
• InChI Key: ZOLOQPLQBOOWGC-QGZVFWFLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₅NO₃
• Molecular Weight: 291.40 g/mol
• Exact Mass: 291.18344366 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8303	83.03%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6952	69.52%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8778	87.78%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5125	51.25%
P-glycoprotein inhibitior	-	0.8233	82.33%
P-glycoprotein substrate	-	0.7279	72.79%
CYP3A4 substrate	+	0.5386	53.86%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.7881	78.81%
CYP3A4 inhibition	+	0.6860	68.60%
CYP2C9 inhibition	-	0.6557	65.57%
CYP2C19 inhibition	-	0.5678	56.78%
CYP2D6 inhibition	-	0.8348	83.48%
CYP1A2 inhibition	+	0.5840	58.40%
CYP2C8 inhibition	-	0.6346	63.46%
CYP inhibitory promiscuity	+	0.5655	56.55%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6466	64.66%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.8765	87.65%
Skin irritation	-	0.7672	76.72%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.3640	36.40%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5101	51.01%
skin sensitisation	-	0.8549	85.49%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6221	62.21%
Acute Oral Toxicity (c)	III	0.5927	59.27%
Estrogen receptor binding	+	0.8340	83.40%
Androgen receptor binding	+	0.7218	72.18%
Thyroid receptor binding	+	0.7731	77.31%
Glucocorticoid receptor binding	+	0.5445	54.45%
Aromatase binding	+	0.7980	79.80%
PPAR gamma	+	0.6920	69.20%
Honey bee toxicity	-	0.9649	96.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7523	75.23%
Fish aquatic toxicity	+	0.8561	85.61%

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	96.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.76%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.05%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.93%	92.68%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.54%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	87.03%	93.18%
CHEMBL4208	P20618	Proteasome component C5	86.10%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.24%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	83.87%	93.31%
CHEMBL230	P35354	Cyclooxygenase-2	83.29%	89.63%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.94%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.44%	94.00%

Plants that contains it

• Melochia corchorifolia

Cross-Links

• PubChem: 163026790
• LOTUS: LTS0024354
• wikiData: Q105380567