1,3-Dihydroxy-4,8-dimethoxyxanthen-9-one

Details

• Internal ID: f836ce33-0008-4682-8066-97b1a760fe79
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3-dihydroxy-4,8-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC=CC2=C1C(=O)C3=C(O2)C(=C(C=C3O)O)OC
• SMILES (Isomeric): COC1=CC=CC2=C1C(=O)C3=C(O2)C(=C(C=C3O)O)OC
• InChI: InChI=1S/C15H12O6/c1-19-9-4-3-5-10-12(9)13(18)11-7(16)6-8(17)14(20-2)15(11)21-10/h3-6,16-17H,1-2H3
• InChI Key: DFDHXNQBZDTVFE-UHFFFAOYSA-N
• Popularity: 0 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): 85.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

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	+	0.8040	80.40%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.9452	94.52%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6378	63.78%
P-glycoprotein inhibitior	-	0.6042	60.42%
P-glycoprotein substrate	-	0.8555	85.55%
CYP3A4 substrate	+	0.5062	50.62%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	-	0.6417	64.17%
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	+	0.8084	80.84%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5080	50.80%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5875	58.75%
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	-	0.5803	58.03%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.9195	91.95%
Androgen receptor binding	+	0.6586	65.86%
Thyroid receptor binding	+	0.5841	58.41%
Glucocorticoid receptor binding	+	0.8929	89.29%
Aromatase binding	+	0.8045	80.45%
PPAR gamma	+	0.8055	80.55%
Honey bee toxicity	-	0.9147	91.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
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	97.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.16%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.90%	94.00%
CHEMBL2535	P11166	Glucose transporter	93.53%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.79%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.40%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.20%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	87.20%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.24%	93.99%
CHEMBL3194	P02766	Transthyretin	84.33%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.01%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.55%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	81.97%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.67%	99.15%

Plants that contains it

• Swertia chirayita

Cross-Links

• PubChem: 162849000
• LOTUS: LTS0175712
• wikiData: Q104977762