1,7-Dihydroxy-3,5,6-trimethoxyxanthen-9-one

Details

• Internal ID: 48bbd11d-abb0-4db1-86b4-6f3f15801b02
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,7-dihydroxy-3,5,6-trimethoxyxanthen-9-one
• InChI: InChI=1S/C16H14O7/c1-20-7-4-9(17)12-11(5-7)23-14-8(13(12)19)6-10(18)15(21-2)16(14)22-3/h4-6,17-18H,1-3H3
• InChI Key: JACQDZKEJDMRDC-UHFFFAOYSA-N
• Popularity: 2 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

• 55386-56-6
• 1,7-Dihydroxy-3,5,6-trimethoxyxanthen-9-one
• 1,7-Dihydroxy-3,5,6-trimethoxyxanthone
• DTXSID50203943

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	+	0.6620	66.20%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	0.7075	70.75%
OATP1B1 inhibitior	+	0.9115	91.15%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6026	60.26%
P-glycoprotein inhibitior	-	0.4889	48.89%
P-glycoprotein substrate	-	0.9097	90.97%
CYP3A4 substrate	-	0.5081	50.81%
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	-	0.6642	66.42%
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	+	0.8884	88.84%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5672	56.72%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7300	73.00%
Acute Oral Toxicity (c)	II	0.4834	48.34%
Estrogen receptor binding	+	0.7922	79.22%
Androgen receptor binding	+	0.6424	64.24%
Thyroid receptor binding	+	0.6457	64.57%
Glucocorticoid receptor binding	+	0.8238	82.38%
Aromatase binding	+	0.7981	79.81%
PPAR gamma	+	0.7718	77.18%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.42%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.54%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.12%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.06%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.95%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.38%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.09%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.77%	93.99%
CHEMBL2581	P07339	Cathepsin D	87.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.70%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.64%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.22%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.22%	86.33%
CHEMBL3194	P02766	Transthyretin	80.91%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.20%	90.00%

Plants that contains it

• Canscora alata
• Polygala nyikensis

Cross-Links

• PubChem: 5491588
• LOTUS: LTS0255688
• wikiData: Q83077389