1,3,6-Trihydroxy-4-methoxy-8-methylxanthen-9-one

Details

• Internal ID: 60f9d0fb-7f38-4cff-b4ea-042185ca6a93
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6-trihydroxy-4-methoxy-8-methylxanthen-9-one
• InChI: InChI=1S/C15H12O6/c1-6-3-7(16)4-10-11(6)13(19)12-8(17)5-9(18)14(20-2)15(12)21-10/h3-5,16-18H,1-2H3
• InChI Key: RXOAJJSKXAWTAP-UHFFFAOYSA-N
• Popularity: 2 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): 96.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.6223	62.23%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.5649	56.49%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7591	75.91%
P-glycoprotein inhibitior	-	0.7676	76.76%
P-glycoprotein substrate	-	0.8703	87.03%
CYP3A4 substrate	-	0.5063	50.63%
CYP2C9 substrate	-	0.6360	63.60%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	+	0.6908	69.08%
CYP2C9 inhibition	-	0.7416	74.16%
CYP2C19 inhibition	+	0.6596	65.96%
CYP2D6 inhibition	-	0.5311	53.11%
CYP1A2 inhibition	+	0.9466	94.66%
CYP2C8 inhibition	-	0.6049	60.49%
CYP inhibitory promiscuity	+	0.7479	74.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6775	67.75%
Eye corrosion	-	0.9667	96.67%
Eye irritation	+	0.9575	95.75%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6429	64.29%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6566	65.66%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.8940	89.40%
Androgen receptor binding	+	0.5767	57.67%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	+	0.9228	92.28%
Aromatase binding	+	0.5558	55.58%
PPAR gamma	+	0.7216	72.16%
Honey bee toxicity	-	0.8472	84.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8268	82.68%

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	97.81%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.85%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.55%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.01%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	88.43%	93.65%
CHEMBL3194	P02766	Transthyretin	88.28%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.80%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.48%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.63%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.33%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.79%	99.17%
CHEMBL2535	P11166	Glucose transporter	81.71%	98.75%
CHEMBL4208	P20618	Proteasome component C5	81.29%	90.00%

Plants that contains it

• Drimiopsis maculata

Cross-Links

• PubChem: 11437683
• LOTUS: LTS0215687
• wikiData: Q105247190