Bruceolline L

Details

• Internal ID: b064882d-6091-4f35-a168-ba9b61ca7a45
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: (2R)-2-hydroxy-1-(1H-indol-3-yl)-3-methylbutan-1-one
• SMILES (Canonical): CC(C)C(C(=O)C1=CNC2=CC=CC=C21)O
• SMILES (Isomeric): CC(C)[C@H](C(=O)C1=CNC2=CC=CC=C21)O
• InChI: InChI=1S/C13H15NO2/c1-8(2)12(15)13(16)10-7-14-11-6-4-3-5-9(10)11/h3-8,12,14-15H,1-2H3/t12-/m1/s1
• InChI Key: WSNIHKDHYATUSE-GFCCVEGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.26 g/mol
• Exact Mass: 217.110278721 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEBI:68923
• CHEMBL1922993
• DTXSID501202668
• Q27137278
• (2R)-2-hydroxy-1-(1H-indol-3-yl)-3-methylbutan-1-one
• 1-Butanone, 2-hydroxy-1-(1H-indol-3-yl)-3-methyl-, (2R)-
• 1346764-90-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7321	73.21%
Blood Brain Barrier	+	0.6879	68.79%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6778	67.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7746	77.46%
P-glycoprotein inhibitior	-	0.9479	94.79%
P-glycoprotein substrate	-	0.8639	86.39%
CYP3A4 substrate	-	0.5686	56.86%
CYP2C9 substrate	+	0.6150	61.50%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.8704	87.04%
CYP2C9 inhibition	-	0.7506	75.06%
CYP2C19 inhibition	-	0.6935	69.35%
CYP2D6 inhibition	-	0.8704	87.04%
CYP1A2 inhibition	+	0.6832	68.32%
CYP2C8 inhibition	-	0.9219	92.19%
CYP inhibitory promiscuity	-	0.7638	76.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5891	58.91%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.5246	52.46%
Skin irritation	-	0.7122	71.22%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5495	54.95%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5550	55.50%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7160	71.60%
Acute Oral Toxicity (c)	III	0.6459	64.59%
Estrogen receptor binding	-	0.6209	62.09%
Androgen receptor binding	-	0.5784	57.84%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	-	0.6422	64.22%
Aromatase binding	-	0.6685	66.85%
PPAR gamma	-	0.6899	68.99%
Honey bee toxicity	-	0.9484	94.84%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.6533	65.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.06%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.18%	83.82%
CHEMBL2535	P11166	Glucose transporter	90.06%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.87%	94.45%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.59%	88.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.75%	95.56%
CHEMBL2885	P07451	Carbonic anhydrase III	83.24%	87.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.52%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.00%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.80%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.50%	83.10%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 56833860
• LOTUS: LTS0198569
• wikiData: Q27137278