Boletopsin B

Details

• Internal ID: 5a57af1f-e37e-46c0-b79a-50d8e32dcd40
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Phenylbenzofurans
• IUPAC Name: [1-acetyloxy-3-(3,4-dihydroxyphenyl)-4,7,8-trihydroxydibenzofuran-2-yl] acetate
• InChI: InChI=1S/C22H16O10/c1-8(23)30-21-17(10-3-4-12(25)13(26)5-10)19(29)20-18(22(21)31-9(2)24)11-6-14(27)15(28)7-16(11)32-20/h3-7,25-29H,1-2H3
• InChI Key: XVTUNKIGAVAKAE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₆O₁₀
• Molecular Weight: 440.40 g/mol
• Exact Mass: 440.07434670 g/mol
• Topological Polar Surface Area (TPSA): 167.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.63
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• RefChem:120906
• (1-acetyloxy-3-(3,4-dihydroxyphenyl)-4,7,8-trihydroxydibenzofuran-2-yl) acetate
• 1226494-13-8
• CHEBI:212852
• [1-acetyloxy-3-(3,4-dihydroxyphenyl)-4,7,8-trihydroxydibenzouran-2-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9630	96.30%
Caco-2	-	0.7559	75.59%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8135	81.35%
OATP2B1 inhibitior	-	0.5593	55.93%
OATP1B1 inhibitior	+	0.9386	93.86%
OATP1B3 inhibitior	+	0.8047	80.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8694	86.94%
P-glycoprotein inhibitior	+	0.5947	59.47%
P-glycoprotein substrate	-	0.8475	84.75%
CYP3A4 substrate	+	0.5470	54.70%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.8724	87.24%
CYP2C9 inhibition	+	0.7356	73.56%
CYP2C19 inhibition	-	0.5814	58.14%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	+	0.5743	57.43%
CYP2C8 inhibition	+	0.7833	78.33%
CYP inhibitory promiscuity	-	0.5599	55.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.4605	46.05%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.5366	53.66%
Skin irritation	-	0.7499	74.99%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4490	44.90%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8543	85.43%
Acute Oral Toxicity (c)	III	0.5019	50.19%
Estrogen receptor binding	+	0.8603	86.03%
Androgen receptor binding	+	0.8765	87.65%
Thyroid receptor binding	-	0.5671	56.71%
Glucocorticoid receptor binding	+	0.7538	75.38%
Aromatase binding	-	0.5151	51.51%
PPAR gamma	+	0.6865	68.65%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9932	99.32%

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	99.43%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.65%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.42%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.70%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.08%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.64%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.94%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.39%	95.56%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	86.03%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.66%	86.33%
CHEMBL3194	P02766	Transthyretin	82.69%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.50%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46831714
• LOTUS: LTS0092721
• wikiData: Q77494921