Xanthepinone

Details

• Internal ID: 02a14219-2a42-42f2-a7be-127fb7d3fb3d
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: methyl 5,7-dihydroxy-3-methyl-4,6-dioxooxepino[2,3-b]chromene-5-carboxylate
• InChI: InChI=1S/C16H12O8/c1-7-6-23-14-11(16(21,13(7)19)15(20)22-2)12(18)10-8(17)4-3-5-9(10)24-14/h3-6,17,21H,1-2H3
• InChI Key: FGWWWUNZNJEQQX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₈
• Molecular Weight: 332.26 g/mol
• Exact Mass: 332.05321734 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• RefChem:934279
• methyl 5,7-dihydroxy-3-methyl-4,6-dioxooxepino(2,3-b)chromene-5-carboxylate
• CHEMBL1079286
• FGWWWUNZNJEQQX-UHFFFAOYSA-
• InChI=1/C16H12O8/c1-7-6-23-14-11(16(21,13(7)19)15(20)22-2)12(18)10-8(17)4-3-5-9(10)24-14/h3-6,17,21H,1-2H3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9581	95.81%
Caco-2	+	0.5314	53.14%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6542	65.42%
OATP2B1 inhibitior	-	0.7089	70.89%
OATP1B1 inhibitior	+	0.8784	87.84%
OATP1B3 inhibitior	+	0.9109	91.09%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6664	66.64%
P-glycoprotein inhibitior	-	0.5121	51.21%
P-glycoprotein substrate	-	0.7692	76.92%
CYP3A4 substrate	+	0.5884	58.84%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.8810	88.10%
CYP3A4 inhibition	-	0.6416	64.16%
CYP2C9 inhibition	-	0.7737	77.37%
CYP2C19 inhibition	+	0.5601	56.01%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	-	0.8950	89.50%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.5975	59.75%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4673	46.73%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.5197	51.97%
Skin irritation	-	0.6976	69.76%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8293	82.93%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.7660	76.60%
skin sensitisation	-	0.7898	78.98%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6822	68.22%
Acute Oral Toxicity (c)	III	0.4735	47.35%
Estrogen receptor binding	+	0.7197	71.97%
Androgen receptor binding	+	0.6926	69.26%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.6376	63.76%
PPAR gamma	+	0.7681	76.81%
Honey bee toxicity	-	0.9129	91.29%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	97.47%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.32%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.95%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	90.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.81%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.06%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.37%	93.65%
CHEMBL2535	P11166	Glucose transporter	86.15%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.59%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.37%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44557222
• LOTUS: LTS0265824
• wikiData: Q77423582