1,8-Dimethoxy-2-hydroxyxanthone

Details

• Internal ID: 4ec9cadf-4ac7-4a87-97df-cd9dc4441626
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-hydroxy-1,8-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O5/c1-18-9-4-3-5-10-12(9)14(17)13-11(20-10)7-6-8(16)15(13)19-2/h3-7,16H,1-2H3
• InChI Key: GBFMELJNPSCLBJ-UHFFFAOYSA-N
• Popularity: 6 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: 2.50
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 7-Hydroxy-1,8-dimethoxyxanthone
• AKOS040763185
• 2-hydroxy-1,8-dimethoxy-xanthen-9-one
• 38974-76-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.7447	74.47%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.7272	72.72%
OATP1B1 inhibitior	+	0.9544	95.44%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8079	80.79%
P-glycoprotein inhibitior	-	0.5222	52.22%
P-glycoprotein substrate	-	0.9420	94.20%
CYP3A4 substrate	-	0.5154	51.54%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
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	-	0.6870	68.70%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.8051	80.51%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4564	45.64%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.9041	90.41%
Androgen receptor binding	+	0.6461	64.61%
Thyroid receptor binding	+	0.5379	53.79%
Glucocorticoid receptor binding	+	0.8526	85.26%
Aromatase binding	+	0.8700	87.00%
PPAR gamma	+	0.7579	75.79%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.76%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.52%	94.00%
CHEMBL2535	P11166	Glucose transporter	92.09%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.84%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.06%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.86%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.00%	89.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.36%	94.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.21%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.19%	80.78%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.21%	94.45%

Plants that contains it

• Calophyllum calaba
• Calophyllum membranaceum
• Calophyllum teysmannii

Cross-Links

• PubChem: 493307
• LOTUS: LTS0120207
• wikiData: Q105005828