4,6,7-Trimethoxy-3,5-dimethylcoumarin

Details

• Internal ID: bbaa6157-b3a1-4333-a30e-baa696b0c411
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4,6,7-trimethoxy-3,5-dimethylchromen-2-one
• SMILES (Canonical): CC1=C2C(=CC(=C1OC)OC)OC(=O)C(=C2OC)C
• SMILES (Isomeric): CC1=C2C(=CC(=C1OC)OC)OC(=O)C(=C2OC)C
• InChI: InChI=1S/C14H16O5/c1-7-11-9(6-10(16-3)12(7)17-4)19-14(15)8(2)13(11)18-5/h6H,1-5H3
• InChI Key: WPMHGXPATPESHQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₅
• Molecular Weight: 264.27 g/mol
• Exact Mass: 264.09977361 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	+	0.8259	82.59%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5544	55.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9871	98.71%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8334	83.34%
P-glycoprotein inhibitior	-	0.7322	73.22%
P-glycoprotein substrate	-	0.8906	89.06%
CYP3A4 substrate	-	0.5553	55.53%
CYP2C9 substrate	-	0.7010	70.10%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.7454	74.54%
CYP2C9 inhibition	-	0.9737	97.37%
CYP2C19 inhibition	-	0.7451	74.51%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	+	0.9739	97.39%
CYP2C8 inhibition	-	0.7940	79.40%
CYP inhibitory promiscuity	+	0.5630	56.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9453	94.53%
Eye irritation	+	0.9192	91.92%
Skin irritation	-	0.7493	74.93%
Skin corrosion	-	0.9882	98.82%
Ames mutagenesis	-	0.6464	64.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4463	44.63%
Micronuclear	+	0.7859	78.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7773	77.73%
Acute Oral Toxicity (c)	II	0.7769	77.69%
Estrogen receptor binding	+	0.6715	67.15%
Androgen receptor binding	-	0.5051	50.51%
Thyroid receptor binding	-	0.6639	66.39%
Glucocorticoid receptor binding	+	0.6247	62.47%
Aromatase binding	+	0.7126	71.26%
PPAR gamma	+	0.6028	60.28%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9412	94.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.84%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	87.36%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.99%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.10%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.06%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.66%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.84%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.60%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.30%	93.65%

Plants that contains it

• Clutia abyssinica

Cross-Links

• PubChem: 14804145
• LOTUS: LTS0107469
• wikiData: Q105310042