(8-Acetyloxy-3-methyl-1-oxo-3,4-dihydroisochromen-6-yl) acetate

Details

• Internal ID: e084dad0-ee39-4c6a-bc6d-c88addfae983
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: (8-acetyloxy-3-methyl-1-oxo-3,4-dihydroisochromen-6-yl) acetate
• SMILES (Canonical): CC1CC2=C(C(=CC(=C2)OC(=O)C)OC(=O)C)C(=O)O1
• SMILES (Isomeric): CC1CC2=C(C(=CC(=C2)OC(=O)C)OC(=O)C)C(=O)O1
• InChI: InChI=1S/C14H14O6/c1-7-4-10-5-11(19-8(2)15)6-12(20-9(3)16)13(10)14(17)18-7/h5-7H,4H2,1-3H3
• InChI Key: HHDVKOJAIZBJPI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.5793	57.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5893	58.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9373	93.73%
OATP1B3 inhibitior	+	0.9784	97.84%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7915	79.15%
P-glycoprotein inhibitior	-	0.8807	88.07%
P-glycoprotein substrate	-	0.9182	91.82%
CYP3A4 substrate	-	0.5064	50.64%
CYP2C9 substrate	-	0.5743	57.43%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8674	86.74%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	+	0.8734	87.34%
CYP2C8 inhibition	-	0.9405	94.05%
CYP inhibitory promiscuity	-	0.7732	77.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6047	60.47%
Eye corrosion	-	0.9411	94.11%
Eye irritation	+	0.5812	58.12%
Skin irritation	-	0.8165	81.65%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6443	64.43%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.7282	72.82%
skin sensitisation	-	0.8511	85.11%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7029	70.29%
Acute Oral Toxicity (c)	III	0.5548	55.48%
Estrogen receptor binding	+	0.5585	55.85%
Androgen receptor binding	+	0.6437	64.37%
Thyroid receptor binding	-	0.7683	76.83%
Glucocorticoid receptor binding	-	0.5976	59.76%
Aromatase binding	-	0.7136	71.36%
PPAR gamma	-	0.5392	53.92%
Honey bee toxicity	-	0.7057	70.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.9436	94.36%

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	97.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.15%	89.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	88.92%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.68%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.14%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.24%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.55%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.67%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.62%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.37%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.08%	91.07%

Plants that contains it

• Senna siamea

Cross-Links

• PubChem: 162946156
• LOTUS: LTS0093293
• wikiData: Q105028219