7-(4-Hydroxy-4-methylpent-2-enoxy)-6-methylchromen-2-one

Details

• Internal ID: 37078765-6d18-487c-a7d6-982baed5903d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-(4-hydroxy-4-methylpent-2-enoxy)-6-methylchromen-2-one
• SMILES (Canonical): CC1=CC2=C(C=C1OCC=CC(C)(C)O)OC(=O)C=C2
• SMILES (Isomeric): CC1=CC2=C(C=C1OCC=CC(C)(C)O)OC(=O)C=C2
• InChI: InChI=1S/C16H18O4/c1-11-9-12-5-6-15(17)20-14(12)10-13(11)19-8-4-7-16(2,3)18/h4-7,9-10,18H,8H2,1-3H3
• InChI Key: HFTAFOQKODTIJY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.31 g/mol
• Exact Mass: 274.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.81
• 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	+	0.9577	95.77%
Caco-2	+	0.7552	75.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7871	78.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8914	89.14%
P-glycoprotein inhibitior	-	0.8184	81.84%
P-glycoprotein substrate	-	0.8666	86.66%
CYP3A4 substrate	-	0.5158	51.58%
CYP2C9 substrate	-	0.6589	65.89%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.7495	74.95%
CYP2C9 inhibition	+	0.8443	84.43%
CYP2C19 inhibition	+	0.8692	86.92%
CYP2D6 inhibition	-	0.8724	87.24%
CYP1A2 inhibition	+	0.8818	88.18%
CYP2C8 inhibition	-	0.6276	62.76%
CYP inhibitory promiscuity	+	0.7095	70.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.6140	61.40%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7386	73.86%
Skin irritation	-	0.8065	80.65%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7917	79.17%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.7997	79.97%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6854	68.54%
Acute Oral Toxicity (c)	III	0.3920	39.20%
Estrogen receptor binding	+	0.9095	90.95%
Androgen receptor binding	-	0.4847	48.47%
Thyroid receptor binding	+	0.6042	60.42%
Glucocorticoid receptor binding	+	0.6247	62.47%
Aromatase binding	+	0.8456	84.56%
PPAR gamma	+	0.8038	80.38%
Honey bee toxicity	-	0.9317	93.17%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	95.94%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.80%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.72%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.39%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.58%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.53%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.26%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.23%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.16%	96.95%
CHEMBL4208	P20618	Proteasome component C5	84.52%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.86%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.09%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%

Plants that contains it

• Pleiospermium alatum

Cross-Links

• PubChem: 162873121
• LOTUS: LTS0102436
• wikiData: Q105027528