6-Hydroxy-5-methoxy-N-methylphthalimide

Details

• Internal ID: 01dd505e-1525-4921-8e3f-97da533de80b
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones > Phthalimides
• IUPAC Name: 5-hydroxy-6-methoxy-2-methylisoindole-1,3-dione
• SMILES (Canonical): CN1C(=O)C2=CC(=C(C=C2C1=O)OC)O
• SMILES (Isomeric): CN1C(=O)C2=CC(=C(C=C2C1=O)OC)O
• InChI: InChI=1S/C10H9NO4/c1-11-9(13)5-3-7(12)8(15-2)4-6(5)10(11)14/h3-4,12H,1-2H3
• InChI Key: STQUCJZSEVAMPY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18 g/mol
• Exact Mass: 207.05315777 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 5-hydroxy-6-methoxy-2-methylisoindole-1,3-dione
• RefChem:104736
• InChI=1/C10H9NO4/c1-11-9(13)5-3-7(12)8(15-2)4-6(5)10(11)14/h3-4,12H,1-2H
• C10H9NO4
• AC1LD3LW
• SCHEMBL24285723

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9526	95.26%
Caco-2	+	0.7827	78.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5725	57.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9745	97.45%
P-glycoprotein inhibitior	-	0.9650	96.50%
P-glycoprotein substrate	-	0.9221	92.21%
CYP3A4 substrate	-	0.6053	60.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7432	74.32%
CYP3A4 inhibition	-	0.9670	96.70%
CYP2C9 inhibition	-	0.9710	97.10%
CYP2C19 inhibition	-	0.9596	95.96%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.7923	79.23%
CYP2C8 inhibition	-	0.9422	94.22%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9440	94.40%
Carcinogenicity (trinary)	Non-required	0.5103	51.03%
Eye corrosion	-	0.9766	97.66%
Eye irritation	+	0.9361	93.61%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9490	94.90%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8497	84.97%
Micronuclear	+	0.7459	74.59%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.9245	92.45%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5128	51.28%
Nephrotoxicity	-	0.6879	68.79%
Acute Oral Toxicity (c)	III	0.5987	59.87%
Estrogen receptor binding	+	0.5498	54.98%
Androgen receptor binding	-	0.7994	79.94%
Thyroid receptor binding	-	0.6776	67.76%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	-	0.5861	58.61%
PPAR gamma	-	0.6969	69.69%
Honey bee toxicity	-	0.9379	93.79%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4325	43.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.86%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.60%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.32%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.11%	85.14%
CHEMBL2535	P11166	Glucose transporter	88.89%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.83%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.27%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.02%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.22%	93.99%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.26%	80.78%

Plants that contains it

• Menispermum dauricum

Cross-Links

• PubChem: 641801
• NPASS: NPC224773
• LOTUS: LTS0190285
• wikiData: Q105260537