6-Hydroxy-alpha-pyrufuran

Details

• Internal ID: 704c14f6-7372-4ede-be9c-e9134c128dd3
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Dibenzofurans
• IUPAC Name: 1,3,4-trimethoxydibenzofuran-2,6-diol
• InChI: InChI=1S/C15H14O6/c1-18-12-9-7-5-4-6-8(16)11(7)21-13(9)15(20-3)14(19-2)10(12)17/h4-6,16-17H,1-3H3
• InChI Key: XUGBHEYCYSYJSM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₆
• Molecular Weight: 290.27 g/mol
• Exact Mass: 290.07903816 g/mol
• Topological Polar Surface Area (TPSA): 81.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 1,3,4-Trimethoxy-2,6-dibenzofurandiol
• 6-Hydroxy-a-pyrufuran
• CHEBI:174761
• DTXSID101286280
• 1,3,4-trimethoxydibenzouran-2,6-diol
• 167278-43-5
• 2,6-Dihydroxy-1,3,4-trimethoxydibenzofuran
• 3,5,6-trimethoxy-8-oxatricyclo[7.4.0.0^{2,7}]trideca-1(13),2,4,6,9,11-hexaene-4,10-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.5461	54.61%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6643	66.43%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9253	92.53%
OATP1B3 inhibitior	+	0.9343	93.43%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6255	62.55%
P-glycoprotein inhibitior	-	0.7490	74.90%
P-glycoprotein substrate	-	0.8492	84.92%
CYP3A4 substrate	-	0.5245	52.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4038	40.38%
CYP3A4 inhibition	-	0.7431	74.31%
CYP2C9 inhibition	-	0.6461	64.61%
CYP2C19 inhibition	+	0.6912	69.12%
CYP2D6 inhibition	-	0.6480	64.80%
CYP1A2 inhibition	+	0.9452	94.52%
CYP2C8 inhibition	+	0.5838	58.38%
CYP inhibitory promiscuity	+	0.8681	86.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8908	89.08%
Carcinogenicity (trinary)	Non-required	0.3412	34.12%
Eye corrosion	-	0.9859	98.59%
Eye irritation	+	0.8420	84.20%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5596	55.96%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8449	84.49%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8651	86.51%
Acute Oral Toxicity (c)	II	0.4557	45.57%
Estrogen receptor binding	+	0.7011	70.11%
Androgen receptor binding	-	0.4841	48.41%
Thyroid receptor binding	+	0.6025	60.25%
Glucocorticoid receptor binding	+	0.7599	75.99%
Aromatase binding	+	0.5607	56.07%
PPAR gamma	+	0.6682	66.82%
Honey bee toxicity	-	0.9266	92.66%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9273	92.73%

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	97.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.76%	94.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	92.40%	98.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.17%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	88.73%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.72%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.91%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.91%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.29%	99.15%
CHEMBL2581	P07339	Cathepsin D	82.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	82.29%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.35%	86.33%
CHEMBL2535	P11166	Glucose transporter	80.38%	98.75%

Plants that contains it

• Crataegus germanica

Cross-Links

• PubChem: 10424294
• LOTUS: LTS0273830
• wikiData: Q105342268