1,4-Dihydroxy-2,5,6-trimethoxyxanthone

Details

• Internal ID: 25be57d2-27ec-4ce6-9ef9-620c0bea209b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,4-dihydroxy-2,5,6-trimethoxyxanthen-9-one
• InChI: InChI=1S/C16H14O7/c1-20-9-5-4-7-12(18)11-13(19)10(21-2)6-8(17)15(11)23-14(7)16(9)22-3/h4-6,17,19H,1-3H3
• InChI Key: MSSJWSORFOSITF-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	+	0.7822	78.22%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7097	70.97%
P-glycoprotein inhibitior	-	0.5986	59.86%
P-glycoprotein substrate	-	0.8155	81.55%
CYP3A4 substrate	+	0.5082	50.82%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.5514	55.14%
CYP2D6 inhibition	-	0.7363	73.63%
CYP1A2 inhibition	+	0.9561	95.61%
CYP2C8 inhibition	+	0.4848	48.48%
CYP inhibitory promiscuity	+	0.5753	57.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.8316	83.16%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	+	0.6436	64.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6011	60.11%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6672	66.72%
Acute Oral Toxicity (c)	II	0.4834	48.34%
Estrogen receptor binding	+	0.7071	70.71%
Androgen receptor binding	+	0.6640	66.40%
Thyroid receptor binding	+	0.6209	62.09%
Glucocorticoid receptor binding	+	0.8866	88.66%
Aromatase binding	+	0.7750	77.50%
PPAR gamma	+	0.6708	67.08%
Honey bee toxicity	-	0.8860	88.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	+	0.8676	86.76%

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	98.36%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.72%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.19%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.77%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.50%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.48%	93.99%
CHEMBL1255126	O15151	Protein Mdm4	89.17%	90.20%
CHEMBL3194	P02766	Transthyretin	87.26%	90.71%
CHEMBL2581	P07339	Cathepsin D	86.08%	98.95%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.13%	98.11%
CHEMBL2535	P11166	Glucose transporter	84.29%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.02%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.93%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	83.21%	91.49%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	82.67%	98.21%
CHEMBL1937	Q92769	Histone deacetylase 2	81.88%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.75%	99.23%

Plants that contains it

• Alnus glutinosa

Cross-Links

• PubChem: 13831897
• LOTUS: LTS0101502
• wikiData: Q105171365