3-(3,3-Dichloro-2-hydroxypropyl)-5,8-dihydroxy-6-methoxyisochromen-1-one

Details

• Internal ID: f2b30f9b-d499-4b58-9e85-9cb0017b63d7
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 3-(3,3-dichloro-2-hydroxypropyl)-5,8-dihydroxy-6-methoxyisochromen-1-one
• InChI: InChI=1S/C13H12Cl2O6/c1-20-9-4-7(16)10-6(11(9)18)2-5(21-13(10)19)3-8(17)12(14)15/h2,4,8,12,16-18H,3H2,1H3
• InChI Key: WABUZBLXDQDBFA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂Cl₂O₆
• Molecular Weight: 335.13 g/mol
• Exact Mass: 334.0010935 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9734	97.34%
Caco-2	-	0.5625	56.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5553	55.53%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8354	83.54%
OATP1B3 inhibitior	+	0.8730	87.30%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6203	62.03%
P-glycoprotein inhibitior	-	0.8486	84.86%
P-glycoprotein substrate	-	0.7261	72.61%
CYP3A4 substrate	+	0.5183	51.83%
CYP2C9 substrate	+	0.6371	63.71%
CYP2D6 substrate	-	0.8279	82.79%
CYP3A4 inhibition	-	0.7834	78.34%
CYP2C9 inhibition	-	0.7724	77.24%
CYP2C19 inhibition	-	0.7417	74.17%
CYP2D6 inhibition	-	0.8066	80.66%
CYP1A2 inhibition	-	0.6397	63.97%
CYP2C8 inhibition	+	0.4434	44.34%
CYP inhibitory promiscuity	-	0.5840	58.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8486	84.86%
Carcinogenicity (trinary)	Non-required	0.4335	43.35%
Eye corrosion	-	0.9647	96.47%
Eye irritation	-	0.7021	70.21%
Skin irritation	-	0.6890	68.90%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8520	85.20%
Micronuclear	+	0.7666	76.66%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8532	85.32%
Acute Oral Toxicity (c)	III	0.5382	53.82%
Estrogen receptor binding	+	0.6167	61.67%
Androgen receptor binding	+	0.6251	62.51%
Thyroid receptor binding	+	0.6356	63.56%
Glucocorticoid receptor binding	+	0.7299	72.99%
Aromatase binding	+	0.7682	76.82%
PPAR gamma	+	0.7576	75.76%
Honey bee toxicity	-	0.7620	76.20%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8747	87.47%

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	99.26%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.14%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.98%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.32%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.28%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.18%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.11%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.86%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.80%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.05%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163083263
• LOTUS: LTS0210161
• wikiData: Q104200041