(8-Acetyloxy-1,7-dimethoxy-9-oxoxanthen-3-yl) acetate

Details

• Internal ID: 518d0368-d2df-454e-96ed-6526e7944dab
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (8-acetyloxy-1,7-dimethoxy-9-oxoxanthen-3-yl) acetate
• SMILES (Canonical): CC(=O)OC1=CC2=C(C(=C1)OC)C(=O)C3=C(O2)C=CC(=C3OC(=O)C)OC
• SMILES (Isomeric): CC(=O)OC1=CC2=C(C(=C1)OC)C(=O)C3=C(O2)C=CC(=C3OC(=O)C)OC
• InChI: InChI=1S/C19H16O8/c1-9(20)25-11-7-14(24-4)16-15(8-11)27-12-5-6-13(23-3)19(26-10(2)21)17(12)18(16)22/h5-8H,1-4H3
• InChI Key: RWUNTTDRQYZGMF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₆O₈
• Molecular Weight: 372.30 g/mol
• Exact Mass: 372.08451746 g/mol
• Topological Polar Surface Area (TPSA): 97.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 8
• 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	+	0.7597	75.97%
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	+	0.9499	94.99%
OATP1B3 inhibitior	+	0.9870	98.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5066	50.66%
P-glycoprotein inhibitior	+	0.7636	76.36%
P-glycoprotein substrate	-	0.8664	86.64%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	0.8104	81.04%
CYP2D6 substrate	-	0.8618	86.18%
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	-	0.6255	62.55%
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	-	0.6867	68.67%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9806	98.06%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6535	65.35%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9384	93.84%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6074	60.74%
Acute Oral Toxicity (c)	II	0.7075	70.75%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	+	0.8145	81.45%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	+	0.8350	83.50%
Aromatase binding	+	0.6151	61.51%
PPAR gamma	+	0.6685	66.85%
Honey bee toxicity	-	0.7892	78.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.76%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.29%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.59%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.55%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL4208	P20618	Proteasome component C5	84.64%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.06%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.96%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.45%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.72%	94.80%

Plants that contains it

• Gentiana acaulis

Cross-Links

• PubChem: 163064602
• LOTUS: LTS0269996
• wikiData: Q105246762