Xanthone, 1-hydroxy-2,3,7-trimethoxy-

Details

• Internal ID: 02833443-08c5-4b35-93fa-c771c496280b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-2,3,7-trimethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C=C1)OC3=CC(=C(C(=C3C2=O)O)OC)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)OC3=CC(=C(C(=C3C2=O)O)OC)OC
• InChI: InChI=1S/C16H14O6/c1-19-8-4-5-10-9(6-8)14(17)13-11(22-10)7-12(20-2)16(21-3)15(13)18/h4-7,18H,1-3H3
• InChI Key: QZDLNSHJLNXZEJ-UHFFFAOYSA-N
• Popularity: 2 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: 3.10
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Xanthone, 1-hydroxy-2,3,7-trimethoxy-
• QZDLNSHJLNXZEJ-UHFFFAOYSA-N
• 9H-Xanthen-9-one, 1-hydroxy-2,3,7-trimethoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.9074	90.74%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.9124	91.24%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7538	75.38%
P-glycoprotein inhibitior	+	0.6086	60.86%
P-glycoprotein substrate	-	0.7534	75.34%
CYP3A4 substrate	+	0.5401	54.01%
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	+	0.5349	53.49%
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	+	0.8339	83.39%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.6101	61.01%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6560	65.60%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9124	91.24%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.7944	79.44%
Androgen receptor binding	+	0.7470	74.70%
Thyroid receptor binding	+	0.7183	71.83%
Glucocorticoid receptor binding	+	0.9007	90.07%
Aromatase binding	+	0.8631	86.31%
PPAR gamma	+	0.7198	71.98%
Honey bee toxicity	-	0.8838	88.38%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5151	51.51%
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	98.36%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.76%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.70%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.51%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.15%	93.99%
CHEMBL2535	P11166	Glucose transporter	88.08%	98.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.25%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.87%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.60%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.18%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	80.10%	94.73%

Plants that contains it

• Halenia corniculata
• Halenia elliptica
• Leonurus japonicus

Cross-Links

• PubChem: 6426908
• NPASS: NPC74492
• LOTUS: LTS0046259
• wikiData: Q105231867