2,5-Dihydroxy-1,6-dimethoxyxanthen-9-one

Details

• Internal ID: d4cbd546-6304-44c2-849b-77ea6d8be949
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,5-dihydroxy-1,6-dimethoxyxanthen-9-one
• InChI: InChI=1S/C15H12O6/c1-19-10-5-3-7-12(17)11-9(21-14(7)13(10)18)6-4-8(16)15(11)20-2/h3-6,16,18H,1-2H3
• InChI Key: TVXOBILVYZMUCM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₆
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.06338810 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.6713	67.13%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.5755	57.55%
OATP1B1 inhibitior	+	0.9530	95.30%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7531	75.31%
P-glycoprotein inhibitior	-	0.5962	59.62%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	-	0.5073	50.73%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6420	64.20%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	+	0.7531	75.31%
CYP2D6 inhibition	-	0.6235	62.35%
CYP1A2 inhibition	+	0.9606	96.06%
CYP2C8 inhibition	-	0.5950	59.50%
CYP inhibitory promiscuity	+	0.6446	64.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9655	96.55%
Eye irritation	+	0.8735	87.35%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.6736	67.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6942	69.42%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7717	77.17%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8206	82.06%
Androgen receptor binding	+	0.6789	67.89%
Thyroid receptor binding	+	0.5407	54.07%
Glucocorticoid receptor binding	+	0.8668	86.68%
Aromatase binding	+	0.8530	85.30%
PPAR gamma	+	0.7861	78.61%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8585	85.85%

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	98.25%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.55%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.66%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.70%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.45%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.86%	80.78%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	88.24%	98.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.15%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	85.54%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.92%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.82%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.26%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.02%	99.15%
CHEMBL2581	P07339	Cathepsin D	83.68%	98.95%
CHEMBL3194	P02766	Transthyretin	81.57%	90.71%

Plants that contains it

• Garcinia thwaitesii

Cross-Links

• PubChem: 163037850
• LOTUS: LTS0141154
• wikiData: Q105265610