8-(2-Hydroxy-3-methylbut-3-enyl)-7-(3-methylbut-2-enoxy)chromen-2-one

Details

• Internal ID: b6cc602d-5301-4929-9566-7f49eed338ed
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(2-hydroxy-3-methylbut-3-enyl)-7-(3-methylbut-2-enoxy)chromen-2-one
• SMILES (Canonical): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)CC(C(=C)C)O)C
• SMILES (Isomeric): CC(=CCOC1=C(C2=C(C=C1)C=CC(=O)O2)CC(C(=C)C)O)C
• InChI: InChI=1S/C19H22O4/c1-12(2)9-10-22-17-7-5-14-6-8-18(21)23-19(14)15(17)11-16(20)13(3)4/h5-9,16,20H,3,10-11H2,1-2,4H3
• InChI Key: CSQCCKSVBABVAJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.7672	76.72%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7892	78.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9052	90.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8722	87.22%
P-glycoprotein inhibitior	-	0.4818	48.18%
P-glycoprotein substrate	-	0.8181	81.81%
CYP3A4 substrate	-	0.5163	51.63%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.7862	78.62%
CYP3A4 inhibition	-	0.6537	65.37%
CYP2C9 inhibition	-	0.5489	54.89%
CYP2C19 inhibition	+	0.8756	87.56%
CYP2D6 inhibition	-	0.6926	69.26%
CYP1A2 inhibition	+	0.8973	89.73%
CYP2C8 inhibition	-	0.6965	69.65%
CYP inhibitory promiscuity	-	0.5207	52.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.7854	78.54%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9661	96.61%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3930	39.30%
Micronuclear	-	0.6126	61.26%
Hepatotoxicity	+	0.7681	76.81%
skin sensitisation	-	0.6635	66.35%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.5785	57.85%
Acute Oral Toxicity (c)	III	0.5859	58.59%
Estrogen receptor binding	+	0.6008	60.08%
Androgen receptor binding	+	0.5973	59.73%
Thyroid receptor binding	+	0.6302	63.02%
Glucocorticoid receptor binding	+	0.6757	67.57%
Aromatase binding	+	0.6415	64.15%
PPAR gamma	+	0.7659	76.59%
Honey bee toxicity	-	0.8424	84.24%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.45%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.83%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.09%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.54%	91.49%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.26%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.11%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.26%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.21%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.79%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.70%	91.11%
CHEMBL4208	P20618	Proteasome component C5	80.70%	90.00%

Plants that contains it

• Philotheca spicata

Cross-Links

• PubChem: 163103733
• LOTUS: LTS0026069
• wikiData: Q105103197