8-Hydroxy-1,2-dimethoxyxanthen-9-one

Details

• Internal ID: e3243a71-a02f-4849-bb10-83a2757bd859
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 8-hydroxy-1,2-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC3=CC=CC(=C3C2=O)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC3=CC=CC(=C3C2=O)O)OC
• InChI: InChI=1S/C15H12O5/c1-18-11-7-6-10-13(15(11)19-2)14(17)12-8(16)4-3-5-9(12)20-10/h3-7,16H,1-2H3
• InChI Key: GDGXTTKANLCGOL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 5
• 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	+	0.9791	97.91%
Caco-2	+	0.8793	87.93%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.7245	72.45%
OATP1B1 inhibitior	+	0.9447	94.47%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7066	70.66%
P-glycoprotein inhibitior	+	0.6085	60.85%
P-glycoprotein substrate	-	0.9074	90.74%
CYP3A4 substrate	-	0.5247	52.47%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.5215	52.15%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	+	0.6902	69.02%
CYP2D6 inhibition	-	0.7703	77.03%
CYP1A2 inhibition	+	0.9595	95.95%
CYP2C8 inhibition	-	0.6009	60.09%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.7857	78.57%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4184	41.84%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.9032	90.32%
Androgen receptor binding	+	0.6821	68.21%
Thyroid receptor binding	+	0.6931	69.31%
Glucocorticoid receptor binding	+	0.8173	81.73%
Aromatase binding	+	0.8471	84.71%
PPAR gamma	+	0.7563	75.63%
Honey bee toxicity	-	0.9433	94.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.8492	84.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.98%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.61%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.04%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	91.43%	90.20%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.50%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.28%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.67%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.22%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.60%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.39%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	80.18%	94.75%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.15%	94.03%

Plants that contains it

• Calophyllum teysmannii
• Haploclathra paniculata

Cross-Links

• PubChem: 85948687
• LOTUS: LTS0010566
• wikiData: Q105006709