8-(2-Chloro-1-hydroxy-3-methylbut-3-enyl)-7-methoxychromen-2-one

Details

• Internal ID: cb3c389b-3a5e-46e3-b51d-841bfa1d7bae
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(2-chloro-1-hydroxy-3-methylbut-3-enyl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)Cl
• SMILES (Isomeric): CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)Cl
• InChI: InChI=1S/C15H15ClO4/c1-8(2)13(16)14(18)12-10(19-3)6-4-9-5-7-11(17)20-15(9)12/h4-7,13-14,18H,1H2,2-3H3
• InChI Key: BLFMQRNQLZQZDG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅ClO₄
• Molecular Weight: 294.73 g/mol
• Exact Mass: 294.0658866 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7210	72.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5766	57.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6815	68.15%
P-glycoprotein inhibitior	-	0.7444	74.44%
P-glycoprotein substrate	-	0.8534	85.34%
CYP3A4 substrate	+	0.5057	50.57%
CYP2C9 substrate	-	0.8331	83.31%
CYP2D6 substrate	-	0.8222	82.22%
CYP3A4 inhibition	+	0.5844	58.44%
CYP2C9 inhibition	-	0.5732	57.32%
CYP2C19 inhibition	+	0.7685	76.85%
CYP2D6 inhibition	-	0.8674	86.74%
CYP1A2 inhibition	+	0.5517	55.17%
CYP2C8 inhibition	-	0.6898	68.98%
CYP inhibitory promiscuity	+	0.7283	72.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8293	82.93%
Carcinogenicity (trinary)	Danger	0.4882	48.82%
Eye corrosion	-	0.9710	97.10%
Eye irritation	-	0.8847	88.47%
Skin irritation	-	0.6780	67.80%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6067	60.67%
Micronuclear	+	0.7807	78.07%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7805	78.05%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6528	65.28%
Acute Oral Toxicity (c)	II	0.4894	48.94%
Estrogen receptor binding	+	0.7287	72.87%
Androgen receptor binding	+	0.6056	60.56%
Thyroid receptor binding	+	0.6413	64.13%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	+	0.7636	76.36%
PPAR gamma	+	0.8452	84.52%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6753	67.53%
Fish aquatic toxicity	+	0.9962	99.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.96%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.31%	96.95%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	87.85%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.60%	92.29%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.79%	97.21%
CHEMBL4040	P28482	MAP kinase ERK2	83.32%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.86%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.30%	96.09%
CHEMBL4208	P20618	Proteasome component C5	81.28%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.28%	85.30%
CHEMBL2535	P11166	Glucose transporter	80.25%	98.75%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 14779476
• LOTUS: LTS0019471
• wikiData: Q104937971