Huperxanthone A

Details

• Internal ID: 660dda69-0ff6-4358-a123-bd874ef2fd13
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: dimethyl 2,8-dihydroxy-9-oxoxanthene-1,6-dicarboxylate
• SMILES (Canonical): COC(=O)C1=CC(=C2C(=C1)OC3=C(C2=O)C(=C(C=C3)O)C(=O)OC)O
• SMILES (Isomeric): COC(=O)C1=CC(=C2C(=C1)OC3=C(C2=O)C(=C(C=C3)O)C(=O)OC)O
• InChI: InChI=1S/C17H12O8/c1-23-16(21)7-5-9(19)12-11(6-7)25-10-4-3-8(18)13(17(22)24-2)14(10)15(12)20/h3-6,18-19H,1-2H3
• InChI Key: IIFBDSDNCYSXSW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₂O₈
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.05321734 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• dimethyl 2,8-dihydroxy-9-oxoxanthene-1,6-dicarboxylate
• RefChem:146912
• CHEBI:224332

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9386	93.86%
Caco-2	-	0.5936	59.36%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7850	78.50%
OATP2B1 inhibitior	-	0.7049	70.49%
OATP1B1 inhibitior	+	0.7834	78.34%
OATP1B3 inhibitior	+	0.9681	96.81%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7957	79.57%
P-glycoprotein inhibitior	-	0.4799	47.99%
P-glycoprotein substrate	-	0.8528	85.28%
CYP3A4 substrate	+	0.5070	50.70%
CYP2C9 substrate	-	0.5655	56.55%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.9023	90.23%
CYP2C9 inhibition	-	0.5608	56.08%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.8731	87.31%
CYP1A2 inhibition	+	0.6393	63.93%
CYP2C8 inhibition	+	0.5541	55.41%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6484	64.84%
Eye corrosion	-	0.9792	97.92%
Eye irritation	+	0.5911	59.11%
Skin irritation	-	0.7269	72.69%
Skin corrosion	-	0.9702	97.02%
Ames mutagenesis	+	0.7436	74.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7375	73.75%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9660	96.60%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5760	57.60%
Acute Oral Toxicity (c)	II	0.5724	57.24%
Estrogen receptor binding	+	0.8557	85.57%
Androgen receptor binding	+	0.7461	74.61%
Thyroid receptor binding	-	0.5751	57.51%
Glucocorticoid receptor binding	+	0.8687	86.87%
Aromatase binding	+	0.5741	57.41%
PPAR gamma	+	0.6867	68.67%
Honey bee toxicity	-	0.9427	94.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9569	95.69%

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	98.08%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.44%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.29%	98.95%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	87.83%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	87.44%	94.73%
CHEMBL3194	P02766	Transthyretin	87.25%	90.71%
CHEMBL2535	P11166	Glucose transporter	86.57%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.78%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.66%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.77%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.45%	94.00%
CHEMBL4208	P20618	Proteasome component C5	80.76%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587777
• LOTUS: LTS0026810
• wikiData: Q77573803