5-Formyl-4,7,8-trimethoxy-3-methylcoumarin

Details

• Internal ID: 19bf7161-25db-440d-acb1-8ab466ff02f6
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4,7,8-trimethoxy-3-methyl-2-oxochromene-5-carbaldehyde
• SMILES (Canonical): CC1=C(C2=C(C(=C(C=C2C=O)OC)OC)OC1=O)OC
• SMILES (Isomeric): CC1=C(C2=C(C(=C(C=C2C=O)OC)OC)OC1=O)OC
• InChI: InChI=1S/C14H14O6/c1-7-11(18-3)10-8(6-15)5-9(17-2)12(19-4)13(10)20-14(7)16/h5-6H,1-4H3
• InChI Key: KPIACXHLXFINES-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26 g/mol
• Exact Mass: 278.07903816 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9671	96.71%
Caco-2	+	0.7070	70.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5651	56.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7950	79.50%
OATP1B3 inhibitior	+	0.9870	98.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6840	68.40%
P-glycoprotein inhibitior	-	0.7663	76.63%
P-glycoprotein substrate	-	0.8914	89.14%
CYP3A4 substrate	-	0.5200	52.00%
CYP2C9 substrate	-	0.6794	67.94%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.8341	83.41%
CYP2C9 inhibition	-	0.9700	97.00%
CYP2C19 inhibition	-	0.9279	92.79%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	+	0.9661	96.61%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.6318	63.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9609	96.09%
Eye irritation	+	0.8635	86.35%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9806	98.06%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4811	48.11%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9384	93.84%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7064	70.64%
Acute Oral Toxicity (c)	II	0.7075	70.75%
Estrogen receptor binding	+	0.6651	66.51%
Androgen receptor binding	-	0.5226	52.26%
Thyroid receptor binding	-	0.6636	66.36%
Glucocorticoid receptor binding	-	0.4658	46.58%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.6122	61.22%
Honey bee toxicity	-	0.8571	85.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9588	95.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	97.57%	98.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.67%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.24%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.49%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.25%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.64%	94.80%
CHEMBL3194	P02766	Transthyretin	84.21%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.89%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.69%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.35%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.68%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%

Plants that contains it

• Leucas inflata

Cross-Links

• PubChem: 15479579
• LOTUS: LTS0139635
• wikiData: Q105144215