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

Details

• Internal ID: f28fd281-ebe0-4abe-9b08-9b656646a14b
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(3-hydroperoxy-3-methylbut-1-enyl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(C)(C=CC1=C(C=CC2=C1OC(=O)C=C2)OC)OO
• SMILES (Isomeric): CC(C)(C=CC1=C(C=CC2=C1OC(=O)C=C2)OC)OO
• InChI: InChI=1S/C15H16O5/c1-15(2,20-17)9-8-11-12(18-3)6-4-10-5-7-13(16)19-14(10)11/h4-9,17H,1-3H3
• InChI Key: ATDXJDJBKABJRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 5
• 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	+	0.9736	97.36%
Caco-2	+	0.8227	82.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6768	67.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9269	92.69%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7022	70.22%
P-glycoprotein inhibitior	-	0.7470	74.70%
P-glycoprotein substrate	-	0.8729	87.29%
CYP3A4 substrate	-	0.5401	54.01%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8365	83.65%
CYP3A4 inhibition	+	0.5143	51.43%
CYP2C9 inhibition	-	0.7558	75.58%
CYP2C19 inhibition	-	0.5419	54.19%
CYP2D6 inhibition	-	0.8680	86.80%
CYP1A2 inhibition	+	0.5473	54.73%
CYP2C8 inhibition	-	0.6956	69.56%
CYP inhibitory promiscuity	-	0.5290	52.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8513	85.13%
Carcinogenicity (trinary)	Non-required	0.4379	43.79%
Eye corrosion	-	0.9692	96.92%
Eye irritation	+	0.7081	70.81%
Skin irritation	-	0.7977	79.77%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	+	0.5846	58.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6538	65.38%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8858	88.58%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5572	55.72%
Acute Oral Toxicity (c)	III	0.4461	44.61%
Estrogen receptor binding	+	0.9285	92.85%
Androgen receptor binding	+	0.6678	66.78%
Thyroid receptor binding	+	0.5425	54.25%
Glucocorticoid receptor binding	+	0.8139	81.39%
Aromatase binding	+	0.8539	85.39%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.8550	85.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.47%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.31%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.80%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.54%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.24%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.76%	94.45%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.55%	98.00%

Plants that contains it

• Murraya paniculata

Cross-Links

• PubChem: 162869815
• LOTUS: LTS0202840
• wikiData: Q104918345