Pinophilone E

Details

• Internal ID: c27e4236-221f-4371-8504-f9c29abc5dd6
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (3R)-6-hydroxy-4,7-dimethoxy-3-(4-oxo-6-prop-1-enylpyran-3-yl)-3H-2-benzofuran-1-one
• InChI: InChI=1S/C18H16O7/c1-4-5-9-6-11(19)10(8-24-9)16-14-13(22-2)7-12(20)17(23-3)15(14)18(21)25-16/h4-8,16,20H,1-3H3/t16-/m0/s1
• InChI Key: SQFNGGIIJVPGTC-INIZCTEOSA-N
• Popularity: 2 references 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): 91.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• RefChem:174360
• (3R)-6-hydroxy-4,7-dimethoxy-3-(4-oxo-6-prop-1-enylpyran-3-yl)-3H-2-benzofuran-1-one
• CHEBI:211100
• (3R)-6-hydroxy-4,7-dimethoxy-3-(4-oxo-6-prop-1-enylpyran-3-yl)-3H-2-benzouran-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.6158	61.58%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.8547	85.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5804	58.04%
P-glycoprotein inhibitior	+	0.6217	62.17%
P-glycoprotein substrate	-	0.7652	76.52%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	+	0.5095	50.95%
CYP2C9 inhibition	-	0.6747	67.47%
CYP2C19 inhibition	-	0.5853	58.53%
CYP2D6 inhibition	-	0.8688	86.88%
CYP1A2 inhibition	-	0.7267	72.67%
CYP2C8 inhibition	+	0.5152	51.52%
CYP inhibitory promiscuity	+	0.6034	60.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.7582	75.82%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8033	80.33%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5342	53.42%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4496	44.96%
Acute Oral Toxicity (c)	II	0.5976	59.76%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	+	0.6854	68.54%
Thyroid receptor binding	-	0.5465	54.65%
Glucocorticoid receptor binding	+	0.5780	57.80%
Aromatase binding	-	0.6666	66.66%
PPAR gamma	+	0.6293	62.93%
Honey bee toxicity	-	0.7698	76.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	99.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.41%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.89%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.77%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.24%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.85%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.83%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.41%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.27%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.21%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.60%	98.95%
CHEMBL3194	P02766	Transthyretin	80.73%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.62%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.45%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683411
• LOTUS: LTS0014523
• wikiData: Q105257846