Serkydayn

Details

• Internal ID: dc2b23ac-0a78-464f-a0b5-1688ff3826e3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: methyl 8-hydroxy-4-methoxy-6-oxobenzo[c]chromene-2-carboxylate
• SMILES (Canonical): COC1=CC(=CC2=C1OC(=O)C3=C2C=CC(=C3)O)C(=O)OC
• SMILES (Isomeric): COC1=CC(=CC2=C1OC(=O)C3=C2C=CC(=C3)O)C(=O)OC
• InChI: InChI=1S/C16H12O6/c1-20-13-6-8(15(18)21-2)5-11-10-4-3-9(17)7-12(10)16(19)22-14(11)13/h3-7,17H,1-2H3
• InChI Key: XNHWQNPFLGIETD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9554	95.54%
Caco-2	+	0.7488	74.88%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6947	69.47%
OATP2B1 inhibitior	-	0.7258	72.58%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9074	90.74%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6485	64.85%
P-glycoprotein inhibitior	-	0.6073	60.73%
P-glycoprotein substrate	-	0.6447	64.47%
CYP3A4 substrate	+	0.5362	53.62%
CYP2C9 substrate	-	0.8283	82.83%
CYP2D6 substrate	-	0.8243	82.43%
CYP3A4 inhibition	-	0.8225	82.25%
CYP2C9 inhibition	-	0.8138	81.38%
CYP2C19 inhibition	-	0.9143	91.43%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	+	0.6073	60.73%
CYP2C8 inhibition	+	0.7509	75.09%
CYP inhibitory promiscuity	-	0.8800	88.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9510	95.10%
Carcinogenicity (trinary)	Non-required	0.5491	54.91%
Eye corrosion	-	0.9578	95.78%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.7226	72.26%
Skin corrosion	-	0.9821	98.21%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5862	58.62%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5749	57.49%
skin sensitisation	-	0.9431	94.31%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7405	74.05%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.7955	79.55%
Androgen receptor binding	+	0.8006	80.06%
Thyroid receptor binding	-	0.5074	50.74%
Glucocorticoid receptor binding	+	0.7624	76.24%
Aromatase binding	+	0.5379	53.79%
PPAR gamma	+	0.6522	65.22%
Honey bee toxicity	-	0.9144	91.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8166	81.66%
Fish aquatic toxicity	+	0.8761	87.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL2535	P11166	Glucose transporter	93.98%	98.75%
CHEMBL4040	P28482	MAP kinase ERK2	91.93%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.60%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.54%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.28%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.00%	99.23%
CHEMBL1255126	O15151	Protein Mdm4	84.79%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.61%	85.14%
CHEMBL3194	P02766	Transthyretin	84.02%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.29%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.71%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132546250
• LOTUS: LTS0102994
• wikiData: Q104201164