9a-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydro-1H-benzo[f]indol-2-one

Details

• Internal ID: 217d388b-df88-4a01-bf1e-3918923464f8
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 9a-hydroxy-3,8a-dimethyl-5-methylidene-4,4a,6,7,8,9-hexahydro-1H-benzo[f]indol-2-one
• InChI: InChI=1S/C15H21NO2/c1-9-5-4-6-14(3)8-15(18)12(7-11(9)14)10(2)13(17)16-15/h11,18H,1,4-8H2,2-3H3,(H,16,17)
• InChI Key: PTGZLHORGUHTGU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.33 g/mol
• Exact Mass: 247.157228913 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

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	+	0.7744	77.44%
Blood Brain Barrier	+	0.7129	71.29%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5126	51.26%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.6151	61.51%
BSEP inhibitior	-	0.8591	85.91%
P-glycoprotein inhibitior	-	0.9376	93.76%
P-glycoprotein substrate	-	0.8285	82.85%
CYP3A4 substrate	+	0.5444	54.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8950	89.50%
CYP3A4 inhibition	-	0.8404	84.04%
CYP2C9 inhibition	-	0.7640	76.40%
CYP2C19 inhibition	-	0.6502	65.02%
CYP2D6 inhibition	-	0.8921	89.21%
CYP1A2 inhibition	-	0.7488	74.88%
CYP2C8 inhibition	-	0.9264	92.64%
CYP inhibitory promiscuity	-	0.7004	70.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4460	44.60%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8710	87.10%
Skin irritation	-	0.7049	70.49%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3821	38.21%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5732	57.32%
skin sensitisation	-	0.8282	82.82%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5625	56.25%
Acute Oral Toxicity (c)	III	0.5191	51.91%
Estrogen receptor binding	-	0.6265	62.65%
Androgen receptor binding	+	0.7138	71.38%
Thyroid receptor binding	+	0.6450	64.50%
Glucocorticoid receptor binding	+	0.5659	56.59%
Aromatase binding	-	0.5742	57.42%
PPAR gamma	-	0.4880	48.80%
Honey bee toxicity	-	0.9242	92.42%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	95.88%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	92.45%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.56%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.16%	93.03%
CHEMBL233	P35372	Mu opioid receptor	83.57%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.46%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.44%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	82.88%	97.05%
CHEMBL299	P17252	Protein kinase C alpha	82.06%	98.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.99%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162976287
• LOTUS: LTS0020119
• wikiData: Q105214641