Alectosarmentin

Details

• Internal ID: 84e775a1-9727-4e27-9d56-96988ec7b295
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 1,4,8-trihydroxy-10-methyl-1H-[2]benzofuro[5,4-b][1]benzofuran-3-one
• SMILES (Canonical): CC1=CC(=CC2=C1C3=C(O2)C=C(C4=C3C(OC4=O)O)O)O
• SMILES (Isomeric): CC1=CC(=CC2=C1C3=C(O2)C=C(C4=C3C(OC4=O)O)O)O
• InChI: InChI=1S/C15H10O6/c1-5-2-6(16)3-8-10(5)12-9(20-8)4-7(17)11-13(12)15(19)21-14(11)18/h2-4,15-17,19H,1H3
• InChI Key: TVKXCLQORLILDK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 100.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 158599-52-1
• Isobenzofuro(5,4-b)benzofuran-3(1H)-one, 1,4,8-trihydroxy-10-methyl-
• 1,4,8-trihydroxy-10-methyl-1H-[2]benzofuro[5,4-b][1]benzofuran-3-one
• CHEMBL460225
• DTXSID30935952
• 1,4,8-Trihydroxy-10-methylbenzo[d]benzo[1,2-b:3,4-c']difuran-3(1H)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.5109	51.09%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.7039	70.39%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.8995	89.95%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8566	85.66%
P-glycoprotein inhibitior	-	0.8148	81.48%
P-glycoprotein substrate	-	0.8603	86.03%
CYP3A4 substrate	+	0.5182	51.82%
CYP2C9 substrate	+	0.6192	61.92%
CYP2D6 substrate	-	0.8765	87.65%
CYP3A4 inhibition	-	0.6293	62.93%
CYP2C9 inhibition	+	0.8735	87.35%
CYP2C19 inhibition	+	0.5201	52.01%
CYP2D6 inhibition	-	0.8031	80.31%
CYP1A2 inhibition	+	0.8694	86.94%
CYP2C8 inhibition	-	0.6371	63.71%
CYP inhibitory promiscuity	+	0.5065	50.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.3676	36.76%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.6148	61.48%
Skin irritation	+	0.5206	52.06%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7564	75.64%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5073	50.73%
skin sensitisation	-	0.8165	81.65%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6093	60.93%
Acute Oral Toxicity (c)	III	0.4461	44.61%
Estrogen receptor binding	+	0.5299	52.99%
Androgen receptor binding	+	0.6787	67.87%
Thyroid receptor binding	+	0.5265	52.65%
Glucocorticoid receptor binding	+	0.8616	86.16%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8569	85.69%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9655	96.55%

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	96.75%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.57%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.52%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.20%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.22%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.25%	93.65%
CHEMBL4530	P00488	Coagulation factor XIII	82.06%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.48%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.69%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 190922
• LOTUS: LTS0213958
• wikiData: Q77310379