3-Methyl-5-methoxy-8-hydroxy-3,4-dihydroisocoumarin

Details

• Internal ID: 216cf71a-e3fd-4a0a-afa6-dea1cb578f46
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 8-hydroxy-5-methoxy-3-methyl-3,4-dihydroisochromen-1-one
• InChI: InChI=1S/C11H12O4/c1-6-5-7-9(14-2)4-3-8(12)10(7)11(13)15-6/h3-4,6,12H,5H2,1-2H3
• InChI Key: SFTNFPOSIFBHRM-UHFFFAOYSA-N
• Popularity: 1 reference 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: 2.40
• 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	+	0.9586	95.86%
Caco-2	+	0.7372	73.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6441	64.41%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9533	95.33%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9144	91.44%
P-glycoprotein inhibitior	-	0.9585	95.85%
P-glycoprotein substrate	-	0.9038	90.38%
CYP3A4 substrate	-	0.5206	52.06%
CYP2C9 substrate	+	0.6383	63.83%
CYP2D6 substrate	-	0.8234	82.34%
CYP3A4 inhibition	-	0.7296	72.96%
CYP2C9 inhibition	+	0.5071	50.71%
CYP2C19 inhibition	-	0.6306	63.06%
CYP2D6 inhibition	-	0.7723	77.23%
CYP1A2 inhibition	+	0.8390	83.90%
CYP2C8 inhibition	-	0.8591	85.91%
CYP inhibitory promiscuity	-	0.7048	70.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9646	96.46%
Eye irritation	+	0.8827	88.27%
Skin irritation	-	0.7292	72.92%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6248	62.48%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6782	67.82%
skin sensitisation	-	0.8722	87.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5741	57.41%
Acute Oral Toxicity (c)	I	0.3547	35.47%
Estrogen receptor binding	-	0.6305	63.05%
Androgen receptor binding	-	0.5075	50.75%
Thyroid receptor binding	-	0.6046	60.46%
Glucocorticoid receptor binding	-	0.6786	67.86%
Aromatase binding	-	0.9341	93.41%
PPAR gamma	-	0.5123	51.23%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.8052	80.52%

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	96.81%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	95.48%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.25%	99.23%
CHEMBL2535	P11166	Glucose transporter	87.90%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.40%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.14%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.98%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.72%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.28%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.45%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%

Plants that contains it

• Euphorbia plumerioides

Cross-Links

• PubChem: 14807790
• LOTUS: LTS0217596
• wikiData: Q105252034