1,7-Dihydroxy-2-methoxyxanthone

Details

• Internal ID: c7c8c337-6065-46e5-bd37-82e10431b4c9
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,7-dihydroxy-2-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC3=C(C2=O)C=C(C=C3)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC3=C(C2=O)C=C(C=C3)O)O
• InChI: InChI=1S/C14H10O5/c1-18-11-5-4-10-12(14(11)17)13(16)8-6-7(15)2-3-9(8)19-10/h2-6,15,17H,1H3
• InChI Key: YLEVBVPXOPFABE-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1,7-dihydroxy-2-methoxy-xanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.6071	60.71%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.7100	71.00%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7906	79.06%
P-glycoprotein inhibitior	-	0.7097	70.97%
P-glycoprotein substrate	-	0.7270	72.70%
CYP3A4 substrate	+	0.5053	50.53%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7181	71.81%
CYP2C9 inhibition	-	0.5805	58.05%
CYP2C19 inhibition	+	0.7909	79.09%
CYP2D6 inhibition	-	0.7438	74.38%
CYP1A2 inhibition	+	0.9811	98.11%
CYP2C8 inhibition	+	0.5259	52.59%
CYP inhibitory promiscuity	+	0.6572	65.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9577	95.77%
Eye irritation	+	0.8400	84.00%
Skin irritation	-	0.5200	52.00%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7503	75.03%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9205	92.05%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7920	79.20%
Acute Oral Toxicity (c)	III	0.8197	81.97%
Estrogen receptor binding	+	0.8615	86.15%
Androgen receptor binding	+	0.8705	87.05%
Thyroid receptor binding	+	0.6495	64.95%
Glucocorticoid receptor binding	+	0.9083	90.83%
Aromatase binding	+	0.8338	83.38%
PPAR gamma	+	0.7632	76.32%
Honey bee toxicity	-	0.8609	86.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.8258	82.58%

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	95.08%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.89%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.99%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.69%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.73%	86.33%
CHEMBL2535	P11166	Glucose transporter	87.92%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.88%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	87.79%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.55%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.05%	99.17%
CHEMBL3194	P02766	Transthyretin	84.40%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.59%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.30%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	80.44%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 49769225
• LOTUS: LTS0030492
• wikiData: Q105350103