Preussiafuran A

Details

• Internal ID: 51878138-6795-41b6-8239-b1646aa4eea0
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 4,8-dihydroxy-7-(hydroxymethyl)-5,10-dimethyl-1,3-dihydro-[2]benzofuro[5,6-b][1]benzofuran-6-carboxylic acid
• InChI: InChI=1S/C18H16O7/c1-6-9-4-24-5-10(9)14(20)13-12-7(2)11(18(22)23)8(3-19)15(21)17(12)25-16(6)13/h19-21H,3-5H2,1-2H3,(H,22,23)
• InChI Key: NTEMNLFHHMFYJZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.83
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• 4,8-dihydroxy-7-(hydroxymethyl)-5,10-dimethyl-1,3-dihydroisobenzofuro[5,6-b]benzofuran-6-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9154	91.54%
Caco-2	-	0.6347	63.47%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6310	63.10%
OATP2B1 inhibitior	-	0.5659	56.59%
OATP1B1 inhibitior	+	0.7620	76.20%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7929	79.29%
P-glycoprotein inhibitior	-	0.8269	82.69%
P-glycoprotein substrate	-	0.7462	74.62%
CYP3A4 substrate	+	0.5077	50.77%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.5056	50.56%
CYP2C9 inhibition	-	0.6459	64.59%
CYP2C19 inhibition	-	0.6377	63.77%
CYP2D6 inhibition	-	0.8894	88.94%
CYP1A2 inhibition	-	0.7115	71.15%
CYP2C8 inhibition	-	0.6334	63.34%
CYP inhibitory promiscuity	+	0.5182	51.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6042	60.42%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.6364	63.64%
Skin irritation	-	0.7642	76.42%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	+	0.5223	52.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5547	55.47%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8199	81.99%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8747	87.47%
Acute Oral Toxicity (c)	III	0.4951	49.51%
Estrogen receptor binding	+	0.7592	75.92%
Androgen receptor binding	+	0.5232	52.32%
Thyroid receptor binding	-	0.6617	66.17%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	-	0.5062	50.62%
PPAR gamma	+	0.7085	70.85%
Honey bee toxicity	-	0.9314	93.14%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9828	98.28%

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	93.13%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.88%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.07%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.87%	89.34%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.80%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.20%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.95%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.45%	95.71%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.14%	95.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 81689922
• LOTUS: LTS0162850
• wikiData: Q77566011