8-(4-Hydroxy-3-methylbutoxy)-7-methoxychromen-2-one

Details

• Internal ID: fdc314bc-e24c-4f29-aad4-449ea00398f6
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(4-hydroxy-3-methylbutoxy)-7-methoxychromen-2-one
• SMILES (Canonical): CC(CCOC1=C(C=CC2=C1OC(=O)C=C2)OC)CO
• SMILES (Isomeric): CC(CCOC1=C(C=CC2=C1OC(=O)C=C2)OC)CO
• InChI: InChI=1S/C15H18O5/c1-10(9-16)7-8-19-15-12(18-2)5-3-11-4-6-13(17)20-14(11)15/h3-6,10,16H,7-9H2,1-2H3
• InChI Key: JIDBOVMHSLMAAN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 5
• 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	+	0.9149	91.49%
Caco-2	+	0.8030	80.30%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7615	76.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9505	95.05%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5571	55.71%
P-glycoprotein inhibitior	-	0.8356	83.56%
P-glycoprotein substrate	-	0.7940	79.40%
CYP3A4 substrate	-	0.5384	53.84%
CYP2C9 substrate	-	0.6285	62.85%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.7900	79.00%
CYP2C9 inhibition	-	0.7636	76.36%
CYP2C19 inhibition	-	0.5737	57.37%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	+	0.5695	56.95%
CYP2C8 inhibition	-	0.8813	88.13%
CYP inhibitory promiscuity	-	0.7422	74.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6903	69.03%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.6696	66.96%
Skin irritation	-	0.8122	81.22%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7523	75.23%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5321	53.21%
skin sensitisation	-	0.9120	91.20%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5782	57.82%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.6354	63.54%
Androgen receptor binding	+	0.7580	75.80%
Thyroid receptor binding	-	0.6307	63.07%
Glucocorticoid receptor binding	+	0.5618	56.18%
Aromatase binding	+	0.5713	57.13%
PPAR gamma	+	0.6014	60.14%
Honey bee toxicity	-	0.9558	95.58%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7849	78.49%
Fish aquatic toxicity	+	0.9345	93.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	95.15%	83.82%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.14%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.62%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	89.47%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.15%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.61%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.60%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.09%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.47%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.71%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.66%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.52%	99.23%

Plants that contains it

• Artemisia armeniaca
• Artemisia tanacetifolia
• Skimmia laureola

Cross-Links

• PubChem: 13845712
• LOTUS: LTS0245197
• wikiData: Q105128935