Bruceolline M

Details

• Internal ID: 1a410ac6-fee2-479a-b839-ffc6d5da7638
• Taxonomy: Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues > 1-pyranosylindoles
• IUPAC Name: 3-hydroxy-3-methyl-1-[1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indol-3-yl]butan-2-one
• InChI: InChI=1S/C19H25NO7/c1-19(2,26)14(22)7-10-8-20(12-6-4-3-5-11(10)12)18-17(25)16(24)15(23)13(9-21)27-18/h3-6,8,13,15-18,21,23-26H,7,9H2,1-2H3/t13-,15-,16+,17-,18-/m1/s1
• InChI Key: GYKOURUXQLVTDZ-SOVHRIKKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₅NO₇
• Molecular Weight: 379.40 g/mol
• Exact Mass: 379.16310214 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

• CHEBI:68924
• CHEMBL1922994
• DTXSID701153613
• Q27137279
• 1-(beta-D-glucopyranosyl)-3-(3-hydroxy-3-methyl-2-oxobutyl)-1H-indole
• 2-Butanone, 1-(1-beta-D-glucopyranosyl-1H-indol-3-yl)-3-hydroxy-3-methyl-
• 1346764-92-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4862	48.62%
Caco-2	-	0.8301	83.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4377	43.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9566	95.66%
BSEP inhibitior	-	0.5959	59.59%
P-glycoprotein inhibitior	-	0.8275	82.75%
P-glycoprotein substrate	-	0.8512	85.12%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7928	79.28%
CYP3A4 inhibition	-	0.9377	93.77%
CYP2C9 inhibition	-	0.8879	88.79%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.6992	69.92%
CYP2C8 inhibition	-	0.7658	76.58%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5803	58.03%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9701	97.01%
Skin irritation	-	0.7927	79.27%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6602	66.02%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5142	51.42%
skin sensitisation	-	0.8581	85.81%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8164	81.64%
Acute Oral Toxicity (c)	III	0.4941	49.41%
Estrogen receptor binding	+	0.5510	55.10%
Androgen receptor binding	+	0.5208	52.08%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5977	59.77%
Aromatase binding	+	0.5607	56.07%
PPAR gamma	+	0.6263	62.63%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4290	42.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.41%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.89%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.90%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.05%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.08%	94.23%
CHEMBL5028	O14672	ADAM10	80.75%	97.50%

Plants that contains it

• Brucea mollis

Cross-Links

• PubChem: 56833861
• LOTUS: LTS0273058
• wikiData: Q27137279