6-Hydroxy-4-methoxy-5-methyl-3H-2-benzofuran-1-one

Details

• Internal ID: 003b7fb7-0184-4d57-983b-5d4599636b84
• Taxonomy: Organoheterocyclic compounds > Isocoumarans > Isobenzofuranones > Phthalides
• IUPAC Name: 6-hydroxy-4-methoxy-5-methyl-3H-2-benzofuran-1-one
• InChI: InChI=1S/C10H10O4/c1-5-8(11)3-6-7(9(5)13-2)4-14-10(6)12/h3,11H,4H2,1-2H3
• InChI Key: UNBPACVPFRFNDG-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.38
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 6-Hydroxy-4-methoxy-5-methyl-3H-2-benzofuran-1-one
• Porriolide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.5625	56.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7072	70.72%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9537	95.37%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9002	90.02%
P-glycoprotein inhibitior	-	0.9607	96.07%
P-glycoprotein substrate	-	0.9728	97.28%
CYP3A4 substrate	-	0.5241	52.41%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.7714	77.14%
CYP2C9 inhibition	+	0.6187	61.87%
CYP2C19 inhibition	-	0.5474	54.74%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	+	0.8012	80.12%
CYP2C8 inhibition	-	0.9168	91.68%
CYP inhibitory promiscuity	-	0.5440	54.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8840	88.40%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9354	93.54%
Eye irritation	+	0.9230	92.30%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7808	78.08%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7108	71.08%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5584	55.84%
Acute Oral Toxicity (c)	II	0.4279	42.79%
Estrogen receptor binding	-	0.5759	57.59%
Androgen receptor binding	-	0.6394	63.94%
Thyroid receptor binding	-	0.7815	78.15%
Glucocorticoid receptor binding	-	0.7356	73.56%
Aromatase binding	-	0.7636	76.36%
PPAR gamma	-	0.7751	77.51%
Honey bee toxicity	-	0.9553	95.53%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8875	88.75%

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	95.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.52%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.32%	98.95%
CHEMBL2535	P11166	Glucose transporter	92.10%	98.75%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.02%	93.40%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	91.68%	98.21%
CHEMBL1951	P21397	Monoamine oxidase A	90.19%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.53%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL4208	P20618	Proteasome component C5	87.79%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.50%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.64%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.22%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.63%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.45%	96.77%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.88%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10921396
• LOTUS: LTS0162953
• wikiData: Q77624523