8-hydroxy-7-methoxy-3-methyl-1H-isochromen-4-one

Details

• Internal ID: 8fcccf9f-6f8a-4deb-b9bd-1876339cb3b3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 8-hydroxy-7-methoxy-3-methyl-1H-isochromen-4-one
• SMILES (Canonical): CC1C(=O)C2=C(CO1)C(=C(C=C2)OC)O
• SMILES (Isomeric): CC1C(=O)C2=C(CO1)C(=C(C=C2)OC)O
• InChI: InChI=1S/C11H12O4/c1-6-10(12)7-3-4-9(14-2)11(13)8(7)5-15-6/h3-4,6,13H,5H2,1-2H3
• InChI Key: JEIXQVSXGQIXPF-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21 g/mol
• Exact Mass: 208.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.6670	66.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9770	97.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9519	95.19%
P-glycoprotein inhibitior	-	0.9681	96.81%
P-glycoprotein substrate	-	0.7822	78.22%
CYP3A4 substrate	+	0.5294	52.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7968	79.68%
CYP3A4 inhibition	-	0.5179	51.79%
CYP2C9 inhibition	-	0.7363	73.63%
CYP2C19 inhibition	+	0.5888	58.88%
CYP2D6 inhibition	-	0.8352	83.52%
CYP1A2 inhibition	+	0.8815	88.15%
CYP2C8 inhibition	-	0.8457	84.57%
CYP inhibitory promiscuity	-	0.6565	65.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9557	95.57%
Eye irritation	+	0.9099	90.99%
Skin irritation	-	0.6408	64.08%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7111	71.11%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.8343	83.43%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5871	58.71%
Acute Oral Toxicity (c)	III	0.6898	68.98%
Estrogen receptor binding	-	0.5471	54.71%
Androgen receptor binding	-	0.6613	66.13%
Thyroid receptor binding	-	0.7345	73.45%
Glucocorticoid receptor binding	-	0.6581	65.81%
Aromatase binding	-	0.7643	76.43%
PPAR gamma	+	0.6164	61.64%
Honey bee toxicity	-	0.9110	91.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8222	82.22%

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	94.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.47%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.51%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.11%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.36%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.03%	86.33%
CHEMBL2535	P11166	Glucose transporter	83.08%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.69%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.33%	92.94%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.07%	98.21%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 71455856
• LOTUS: LTS0027726
• wikiData: Q104396518