Bussealin B

Details

• Internal ID: f1b9ff05-8421-4d71-8a64-33b4327b0a87
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 3-[3-(5-hydroxy-2,4-dimethoxyphenyl)propyl]-6-methoxybenzene-1,2-diol
• InChI: InChI=1S/C18H22O6/c1-22-14-8-7-11(17(20)18(14)21)5-4-6-12-9-13(19)16(24-3)10-15(12)23-2/h7-10,19-21H,4-6H2,1-3H3
• InChI Key: MFDOSUHLWKCGJQ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• 3-[3-(5-hydroxy-2,4-dimethoxyphenyl)propyl]-6-methoxybenzene-1,2-diol
• 3-(3-(5-hydroxy-2,4-dimethoxyphenyl)propyl)-6-methoxybenzene-1,2-diol
• RefChem:121951
• CHEMBL1631156
• CHEBI:70349
• Q27138690

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8839	88.39%
Caco-2	+	0.8036	80.36%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.7149	71.49%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9105	91.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5755	57.55%
P-glycoprotein inhibitior	-	0.5785	57.85%
P-glycoprotein substrate	-	0.7176	71.76%
CYP3A4 substrate	-	0.5151	51.51%
CYP2C9 substrate	-	0.6092	60.92%
CYP2D6 substrate	+	0.4495	44.95%
CYP3A4 inhibition	-	0.8896	88.96%
CYP2C9 inhibition	-	0.6647	66.47%
CYP2C19 inhibition	+	0.5416	54.16%
CYP2D6 inhibition	-	0.8489	84.89%
CYP1A2 inhibition	+	0.6631	66.31%
CYP2C8 inhibition	+	0.7177	71.77%
CYP inhibitory promiscuity	-	0.5546	55.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7243	72.43%
Carcinogenicity (trinary)	Non-required	0.6328	63.28%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.5469	54.69%
Skin irritation	-	0.7782	77.82%
Skin corrosion	-	0.8884	88.84%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4277	42.77%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7911	79.11%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7386	73.86%
Acute Oral Toxicity (c)	III	0.7612	76.12%
Estrogen receptor binding	+	0.8886	88.86%
Androgen receptor binding	+	0.5929	59.29%
Thyroid receptor binding	+	0.7312	73.12%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	-	0.5396	53.96%
PPAR gamma	+	0.6468	64.68%
Honey bee toxicity	-	0.9262	92.62%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5551	55.51%
Fish aquatic toxicity	+	0.9430	94.30%

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	98.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.95%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	93.28%	89.62%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	88.01%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.68%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.03%	94.00%
CHEMBL3194	P02766	Transthyretin	85.17%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.64%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.37%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.21%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.04%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.85%	96.95%

Plants that contains it

• Bussea sakalava

Cross-Links

• PubChem: 50900235
• NPASS: NPC299221
• ChEMBL: CHEMBL1631156
• LOTUS: LTS0262518
• wikiData: Q27138690