6-Hydroxy-1,3,5-trimethoxyxanthen-9-one

Details

• Internal ID: 65434418-cb69-4f09-9ab3-c19617a4f9bd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6-hydroxy-1,3,5-trimethoxyxanthen-9-one
• InChI: InChI=1S/C16H14O6/c1-19-8-6-11(20-2)13-12(7-8)22-15-9(14(13)18)4-5-10(17)16(15)21-3/h4-7,17H,1-3H3
• InChI Key: DYFBPDIJZTUATO-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.7269	72.69%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.5829	58.29%
OATP1B1 inhibitior	+	0.9594	95.94%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5634	56.34%
P-glycoprotein inhibitior	-	0.4630	46.30%
P-glycoprotein substrate	-	0.8792	87.92%
CYP3A4 substrate	+	0.5079	50.79%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
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	+	0.4546	45.46%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.8396	83.96%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6685	66.85%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.8550	85.50%
Androgen receptor binding	+	0.7650	76.50%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.8297	82.97%
Aromatase binding	+	0.7670	76.70%
PPAR gamma	+	0.8121	81.21%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	98.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.09%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.90%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.62%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.04%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.28%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.20%	94.45%
CHEMBL2535	P11166	Glucose transporter	90.42%	98.75%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.50%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.33%	99.23%
CHEMBL3194	P02766	Transthyretin	86.09%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL4208	P20618	Proteasome component C5	83.33%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.04%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.31%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.80%	99.17%

Plants that contains it

• Kielmeyera coriacea

Cross-Links

• PubChem: 76320914
• LOTUS: LTS0242124
• wikiData: Q104991346