8-[3-(Hydroxymethyl)buta-1,3-dienyl]-7-methoxychromen-2-one

Details

• Internal ID: a7470803-035a-4b3b-8433-b90322148d33
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-[3-(hydroxymethyl)buta-1,3-dienyl]-7-methoxychromen-2-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)C=CC(=O)O2)C=CC(=C)CO
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C=CC(=O)O2)C=CC(=C)CO
• InChI: InChI=1S/C15H14O4/c1-10(9-16)3-6-12-13(18-2)7-4-11-5-8-14(17)19-15(11)12/h3-8,16H,1,9H2,2H3
• InChI Key: QOGRINDVHXAXJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.36
• 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	+	0.9831	98.31%
Caco-2	+	0.5991	59.91%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7170	71.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8131	81.31%
P-glycoprotein substrate	-	0.8466	84.66%
CYP3A4 substrate	-	0.5539	55.39%
CYP2C9 substrate	-	0.6625	66.25%
CYP2D6 substrate	-	0.8157	81.57%
CYP3A4 inhibition	+	0.5746	57.46%
CYP2C9 inhibition	+	0.5124	51.24%
CYP2C19 inhibition	+	0.8093	80.93%
CYP2D6 inhibition	-	0.8788	87.88%
CYP1A2 inhibition	+	0.6880	68.80%
CYP2C8 inhibition	-	0.6090	60.90%
CYP inhibitory promiscuity	+	0.8252	82.52%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.7178	71.78%
Eye corrosion	-	0.9700	97.00%
Eye irritation	-	0.5664	56.64%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5608	56.08%
Micronuclear	+	0.7233	72.33%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7514	75.14%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5436	54.36%
Acute Oral Toxicity (c)	III	0.5175	51.75%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.7712	77.12%
Thyroid receptor binding	+	0.5223	52.23%
Glucocorticoid receptor binding	+	0.7658	76.58%
Aromatase binding	+	0.8494	84.94%
PPAR gamma	+	0.7411	74.11%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9775	97.75%

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	93.92%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.76%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	87.93%	90.20%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.62%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.32%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.88%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	81.40%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.26%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.10%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.01%	94.45%

Plants that contains it

• Micromelum minutum

Cross-Links

• PubChem: 85222660
• LOTUS: LTS0234558
• wikiData: Q105224892