alpha-Pyrufuran

Details

• Internal ID: 5418f830-5c63-4dfe-af2f-8d467b231adf
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 1,3,4-trimethoxydibenzofuran-2-ol
• SMILES (Canonical): COC1=C(C(=C(C2=C1C3=CC=CC=C3O2)OC)OC)O
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C3=CC=CC=C3O2)OC)OC)O
• InChI: InChI=1S/C15H14O5/c1-17-12-10-8-6-4-5-7-9(8)20-13(10)15(19-3)14(18-2)11(12)16/h4-7,16H,1-3H3
• InChI Key: LZNMTWGKSPOPIR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 61.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• 1,3,4-Trimethoxydibenzofuran-2-ol
• 2-Dibenzofuranol, 1,3,4-trimethoxy-
• 88256-05-7
• 1,3,4-Trimethoxy-2-dibenzofuranol
• a-Pyrufuran
• .alpha.-Pyrufuran
• C08929
• TKD25ZL66T
• CHEBI:10328
• DTXSID40236927
• LZNMTWGKSPOPIR-UHFFFAOYSA-N
• 1,3,4-Trimethoxy-2-dibenzofuranol, 9CI
• 1,3,4-Trimethoxydibenzo[b,d]furan-2-ol #
• Q27108617
• 3,5,6-trimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaen-4-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.6781	67.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6304	63.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8597	85.97%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4803	48.03%
P-glycoprotein inhibitior	-	0.6685	66.85%
P-glycoprotein substrate	-	0.8990	89.90%
CYP3A4 substrate	-	0.5251	52.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.6640	66.40%
CYP2C9 inhibition	-	0.7904	79.04%
CYP2C19 inhibition	+	0.6728	67.28%
CYP2D6 inhibition	-	0.7457	74.57%
CYP1A2 inhibition	+	0.9562	95.62%
CYP2C8 inhibition	+	0.5657	56.57%
CYP inhibitory promiscuity	+	0.7987	79.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Warning	0.3481	34.81%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.8482	84.82%
Skin irritation	-	0.7620	76.20%
Skin corrosion	-	0.9801	98.01%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5823	58.23%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.8285	82.85%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8428	84.28%
Acute Oral Toxicity (c)	II	0.5356	53.56%
Estrogen receptor binding	+	0.6471	64.71%
Androgen receptor binding	+	0.5910	59.10%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.7510	75.10%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.6625	66.25%
Honey bee toxicity	-	0.9292	92.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9220	92.20%

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	99.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	90.91%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.88%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.98%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.57%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.63%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.29%	86.33%

Plants that contains it

• Pyrus communis
• Valeriana officinalis

Cross-Links

• PubChem: 159239
• NPASS: NPC49126
• LOTUS: LTS0151571
• wikiData: Q27108617