6-hydroxy-4-methoxy-3-(5-methoxy-4-oxo-6-prop-1-enylpyran-3-yl)-3H-2-benzofuran-1-one

Details

• Internal ID: 177846e6-5dbf-4bfc-8fae-0bd3a31f4c6d
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: 6-hydroxy-4-methoxy-3-(5-methoxy-4-oxo-6-prop-1-enylpyran-3-yl)-3H-2-benzofuran-1-one
• SMILES (Canonical): CC=CC1=C(C(=O)C(=CO1)C2C3=C(C=C(C=C3OC)O)C(=O)O2)OC
• SMILES (Isomeric): CC=CC1=C(C(=O)C(=CO1)C2C3=C(C=C(C=C3OC)O)C(=O)O2)OC
• InChI: InChI=1S/C18H16O7/c1-4-5-12-17(23-3)15(20)11(8-24-12)16-14-10(18(21)25-16)6-9(19)7-13(14)22-2/h4-8,16,19H,1-3H3
• InChI Key: VFJPJQDQLJMBHF-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): 91.30 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9806	98.06%
Caco-2	+	0.5654	56.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8359	83.59%
OATP1B3 inhibitior	+	0.8547	85.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5229	52.29%
P-glycoprotein inhibitior	+	0.6329	63.29%
P-glycoprotein substrate	-	0.7394	73.94%
CYP3A4 substrate	+	0.6299	62.99%
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	+	0.6866	68.66%
CYP inhibitory promiscuity	+	0.6034	60.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.7582	75.82%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7370	73.70%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4864	48.64%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5196	51.96%
skin sensitisation	-	0.8515	85.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5614	56.14%
Acute Oral Toxicity (c)	II	0.5976	59.76%
Estrogen receptor binding	+	0.7254	72.54%
Androgen receptor binding	+	0.7138	71.38%
Thyroid receptor binding	-	0.5470	54.70%
Glucocorticoid receptor binding	+	0.6408	64.08%
Aromatase binding	-	0.5936	59.36%
PPAR gamma	+	0.5806	58.06%
Honey bee toxicity	-	0.7900	79.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	97.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.23%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.27%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.72%	99.17%
CHEMBL2535	P11166	Glucose transporter	90.16%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.87%	99.23%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	84.91%	96.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.11%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.76%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163065365
• LOTUS: LTS0257176
• wikiData: Q104199315