3-hydroxy-1,2-dimethoxy-9H-xanthen-9-one

Details

• Internal ID: 8817d705-0c58-40d1-beb9-1294d4281fc8
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3-hydroxy-1,2-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC3=CC=CC=C3C2=O)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC3=CC=CC=C3C2=O)OC
• InChI: InChI=1S/C15H12O5/c1-18-14-9(16)7-11-12(15(14)19-2)13(17)8-5-3-4-6-10(8)20-11/h3-7,16H,1-2H3
• InChI Key: CKYGOGYVHOYYGY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 3-hydroxy-1,2-dimethoxyxanthone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.6496	64.96%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.7260	72.60%
OATP1B1 inhibitior	+	0.9308	93.08%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8251	82.51%
P-glycoprotein inhibitior	-	0.5159	51.59%
P-glycoprotein substrate	-	0.9038	90.38%
CYP3A4 substrate	+	0.5292	52.92%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	+	0.5215	52.15%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	+	0.6902	69.02%
CYP2D6 inhibition	-	0.7703	77.03%
CYP1A2 inhibition	+	0.9595	95.95%
CYP2C8 inhibition	-	0.6943	69.43%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.8839	88.39%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6084	60.84%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.5521	55.21%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7877	78.77%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.8698	86.98%
Androgen receptor binding	+	0.7284	72.84%
Thyroid receptor binding	+	0.7019	70.19%
Glucocorticoid receptor binding	+	0.8493	84.93%
Aromatase binding	+	0.8354	83.54%
PPAR gamma	+	0.7089	70.89%
Honey bee toxicity	-	0.9147	91.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.8492	84.92%

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	99.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.24%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.16%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.04%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.68%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.90%	85.14%
CHEMBL2535	P11166	Glucose transporter	87.78%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.94%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.67%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	80.51%	94.73%

Plants that contains it

• Kielmeyera rupestris
• Kielmeyera speciosa

Cross-Links

• PubChem: 12214331
• LOTUS: LTS0234478
• wikiData: Q104963030