Bruceolline J

Details

• Internal ID: 5b3c976b-a6a7-4e75-8b05-fd504df759bd
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: (2R)-2-hydroxy-3,3-dimethyl-2,4-dihydrocyclopenta[b]indol-1-one
• InChI: InChI=1S/C13H13NO2/c1-13(2)11-9(10(15)12(13)16)7-5-3-4-6-8(7)14-11/h3-6,12,14,16H,1-2H3/t12-/m0/s1
• InChI Key: QLFDLIVQYIHVGJ-LBPRGKRZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.094628657 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEBI:68921
• CHEMBL1922991
• DTXSID601165174
• Q27137276
• (2R)-2-hydroxy-3,3-dimethyl-3,4-dihydrocyclopenta[b]indol-1(2H)-one
• (2R)-3,4-Dihydro-2-hydroxy-3,3-dimethylcyclopent[b]indol-1(2H)-one
• 1346764-82-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.5973	59.73%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7088	70.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6971	69.71%
P-glycoprotein inhibitior	-	0.9533	95.33%
P-glycoprotein substrate	-	0.9274	92.74%
CYP3A4 substrate	+	0.5411	54.11%
CYP2C9 substrate	+	0.6039	60.39%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.7452	74.52%
CYP2C9 inhibition	-	0.6130	61.30%
CYP2C19 inhibition	+	0.6306	63.06%
CYP2D6 inhibition	-	0.7660	76.60%
CYP1A2 inhibition	+	0.7327	73.27%
CYP2C8 inhibition	-	0.8270	82.70%
CYP inhibitory promiscuity	+	0.6288	62.88%
UGT catelyzed	+	0.5159	51.59%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5771	57.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	+	0.6052	60.52%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7637	76.37%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.6448	64.48%
skin sensitisation	-	0.7457	74.57%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.6635	66.35%
Acute Oral Toxicity (c)	III	0.5943	59.43%
Estrogen receptor binding	+	0.5717	57.17%
Androgen receptor binding	+	0.6180	61.80%
Thyroid receptor binding	-	0.5717	57.17%
Glucocorticoid receptor binding	-	0.5244	52.44%
Aromatase binding	+	0.5304	53.04%
PPAR gamma	+	0.7282	72.82%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.4912	49.12%

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	97.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.66%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.29%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.14%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.88%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.37%	96.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.16%	88.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.75%	94.23%
CHEMBL255	P29275	Adenosine A2b receptor	83.27%	98.59%
CHEMBL1937	Q92769	Histone deacetylase 2	81.29%	94.75%
CHEMBL2535	P11166	Glucose transporter	80.11%	98.75%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 56833858
• LOTUS: LTS0149494
• wikiData: Q27137276