1-Hydroxy-2,3,4,6-tetramethoxyxanthone

Details

• Internal ID: ca9db126-1f31-4e35-978b-f624a612e196
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-2,3,4,6-tetramethoxyxanthen-9-one
• InChI: InChI=1S/C17H16O7/c1-20-8-5-6-9-10(7-8)24-14-11(12(9)18)13(19)15(21-2)17(23-4)16(14)22-3/h5-7,19H,1-4H3
• InChI Key: IBYBLYYHWGTQGI-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.8416	84.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.7222	72.22%
OATP1B1 inhibitior	+	0.9332	93.32%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4760	47.60%
P-glycoprotein inhibitior	+	0.6132	61.32%
P-glycoprotein substrate	-	0.8475	84.75%
CYP3A4 substrate	+	0.5130	51.30%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.9806	98.06%
CYP2C19 inhibition	-	0.6277	62.77%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	-	0.6224	62.24%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.8686	86.86%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7251	72.51%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5935	59.35%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8328	83.28%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.7380	73.80%
Glucocorticoid receptor binding	+	0.8382	83.82%
Aromatase binding	+	0.7635	76.35%
PPAR gamma	+	0.6952	69.52%
Honey bee toxicity	-	0.9164	91.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	99.34%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.42%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.20%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.77%	89.00%
CHEMBL2581	P07339	Cathepsin D	89.06%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.49%	99.15%
CHEMBL1907	P15144	Aminopeptidase N	86.41%	93.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.28%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.53%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.27%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.75%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.57%	93.65%
CHEMBL4208	P20618	Proteasome component C5	82.33%	90.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.17%	85.30%

Plants that contains it

• Garcinia dulcis

Cross-Links

• PubChem: 11522801
• NPASS: NPC131344
• LOTUS: LTS0007120
• wikiData: Q105110832