9a-methoxy-3,4a,5-trimethyl-4,5,8a,9-tetrahydro-1H-benzo[f]indole-2,6-dione

Details

• Internal ID: 50b707a0-94ac-4e71-b84b-104173cd7625
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 9a-methoxy-3,4a,5-trimethyl-4,5,8a,9-tetrahydro-1H-benzo[f]indole-2,6-dione
• InChI: InChI=1S/C16H21NO3/c1-9-12-8-15(3)10(2)13(18)6-5-11(15)7-16(12,20-4)17-14(9)19/h5-6,10-11H,7-8H2,1-4H3,(H,17,19)
• InChI Key: WVEFQNOWFOGYOJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₃
• Molecular Weight: 275.34 g/mol
• Exact Mass: 275.15214353 g/mol
• Topological Polar Surface Area (TPSA): 55.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6015	60.15%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5330	53.30%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.7663	76.63%
P-glycoprotein inhibitior	-	0.9092	90.92%
P-glycoprotein substrate	-	0.6901	69.01%
CYP3A4 substrate	+	0.6343	63.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.6577	65.77%
CYP2C9 inhibition	-	0.6992	69.92%
CYP2C19 inhibition	-	0.6453	64.53%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.7012	70.12%
CYP2C8 inhibition	-	0.8658	86.58%
CYP inhibitory promiscuity	+	0.5496	54.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.7353	73.53%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3763	37.63%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5800	58.00%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6978	69.78%
Acute Oral Toxicity (c)	III	0.4669	46.69%
Estrogen receptor binding	-	0.5655	56.55%
Androgen receptor binding	+	0.5927	59.27%
Thyroid receptor binding	+	0.5131	51.31%
Glucocorticoid receptor binding	-	0.7162	71.62%
Aromatase binding	-	0.7670	76.70%
PPAR gamma	-	0.5967	59.67%
Honey bee toxicity	-	0.7728	77.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9078	90.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.93%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.54%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.98%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.37%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	85.52%	86.00%
CHEMBL1871	P10275	Androgen Receptor	84.38%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.20%	91.07%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.71%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.08%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.72%	94.00%

Plants that contains it

• Senecio flavus

Cross-Links

• PubChem: 162911928
• LOTUS: LTS0241801
• wikiData: Q105313482