Boletopsin 13

Details

• Internal ID: ed2e2d8c-d168-4f6d-a7b2-f4db39fd46ed
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans > Brominated dibenzofurans > Polybrominated dibenzofurans
• IUPAC Name: [1-acetyloxy-6,9-dibromo-3-(3-bromo-4-hydroxyphenyl)-4,7,8-trihydroxydibenzofuran-2-yl] acetate
• SMILES (Canonical): CC(=O)OC1=C(C2=C(C(=C1C3=CC(=C(C=C3)O)Br)O)OC4=C2C(=C(C(=C4Br)O)O)Br)OC(=O)C
• SMILES (Isomeric): CC(=O)OC1=C(C2=C(C(=C1C3=CC(=C(C=C3)O)Br)O)OC4=C2C(=C(C(=C4Br)O)O)Br)OC(=O)C
• InChI: InChI=1S/C22H13Br3O9/c1-6(26)32-21-11(8-3-4-10(28)9(23)5-8)16(29)20-13(22(21)33-7(2)27)12-14(24)17(30)18(31)15(25)19(12)34-20/h3-5,28-31H,1-2H3
• InChI Key: NTASHVRQISLMDV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₃Br₃O₉
• Molecular Weight: 661.00 g/mol
• Exact Mass: 659.80892 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 6.21
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9707	97.07%
Caco-2	-	0.8135	81.35%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5107	51.07%
OATP2B1 inhibitior	+	0.5798	57.98%
OATP1B1 inhibitior	+	0.8864	88.64%
OATP1B3 inhibitior	+	0.8348	83.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7302	73.02%
P-glycoprotein inhibitior	-	0.5486	54.86%
P-glycoprotein substrate	-	0.8388	83.88%
CYP3A4 substrate	+	0.5534	55.34%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8304	83.04%
CYP3A4 inhibition	-	0.8058	80.58%
CYP2C9 inhibition	+	0.7738	77.38%
CYP2C19 inhibition	-	0.6074	60.74%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.6928	69.28%
CYP2C8 inhibition	+	0.7437	74.37%
CYP inhibitory promiscuity	+	0.5528	55.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8632	86.32%
Carcinogenicity (trinary)	Danger	0.5100	51.00%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.6640	66.40%
Skin irritation	-	0.7874	78.74%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5286	52.86%
Micronuclear	+	0.8574	85.74%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8588	85.88%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6513	65.13%
Acute Oral Toxicity (c)	III	0.5172	51.72%
Estrogen receptor binding	+	0.8868	88.68%
Androgen receptor binding	+	0.8366	83.66%
Thyroid receptor binding	-	0.5608	56.08%
Glucocorticoid receptor binding	+	0.7915	79.15%
Aromatase binding	+	0.6365	63.65%
PPAR gamma	+	0.7626	76.26%
Honey bee toxicity	-	0.7754	77.54%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.12%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.77%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.55%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.61%	99.15%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.99%	95.17%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.37%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3194	P02766	Transthyretin	81.33%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.14%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132555808
• LOTUS: LTS0183921
• wikiData: Q77280908