9H-Xanthen-9-one, 2,3,4-trimethoxy-

Details

• Internal ID: 03b167ab-20ac-4fd8-9862-066d9d4e2ed1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,4-trimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3O2)OC)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)C(=O)C3=CC=CC=C3O2)OC)OC
• InChI: InChI=1S/C16H14O5/c1-18-12-8-10-13(17)9-6-4-5-7-11(9)21-14(10)16(20-3)15(12)19-2/h4-8H,1-3H3
• InChI Key: OHMRDPMUVLOBRY-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 9H-Xanthen-9-one, 2,3,4-trimethoxy-
• 6563-46-8
• SCHEMBL22426441
• DTXSID20215876

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.8172	81.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5971	59.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	+	0.9954	99.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5651	56.51%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	-	0.8948	89.48%
CYP3A4 substrate	+	0.5167	51.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	-	0.5098	50.98%
CYP2C9 inhibition	-	0.9576	95.76%
CYP2C19 inhibition	+	0.6044	60.44%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	+	0.9917	99.17%
CYP2C8 inhibition	-	0.5888	58.88%
CYP inhibitory promiscuity	+	0.6998	69.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9470	94.70%
Eye irritation	+	0.8083	80.83%
Skin irritation	-	0.7298	72.98%
Skin corrosion	-	0.9871	98.71%
Ames mutagenesis	+	0.5330	53.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.3703	37.03%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5870	58.70%
Acute Oral Toxicity (c)	II	0.7220	72.20%
Estrogen receptor binding	+	0.7644	76.44%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.6702	67.02%
Glucocorticoid receptor binding	+	0.7621	76.21%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	+	0.6041	60.41%
Honey bee toxicity	-	0.8556	85.56%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.8951	89.51%

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	98.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.94%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.60%	94.00%
CHEMBL2535	P11166	Glucose transporter	90.75%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.96%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.91%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.61%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.58%	96.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.46%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	83.99%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.69%	92.62%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.27%	94.03%
CHEMBL4302	P08183	P-glycoprotein 1	80.33%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.00%	97.14%

Plants that contains it

• Mammea odorata

Cross-Links

• PubChem: 3083968
• LOTUS: LTS0017973
• wikiData: Q83091991