1,3,8-Trihydroxy-2,4-dimethoxy-xanthen-9-one

Details

• Internal ID: 958ed534-caab-4cdc-9cd3-3cef3b4c6ecc
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,8-trihydroxy-2,4-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1O)C(=O)C3=C(C=CC=C3O2)O)OC)O
• SMILES (Isomeric): COC1=C(C(=C2C(=C1O)C(=O)C3=C(C=CC=C3O2)O)OC)O
• InChI: InChI=1S/C15H12O7/c1-20-14-11(18)9-10(17)8-6(16)4-3-5-7(8)22-13(9)15(21-2)12(14)19/h3-5,16,18-19H,1-2H3
• InChI Key: ISYRSHCFJHQXRU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₂O₇
• Molecular Weight: 304.25 g/mol
• Exact Mass: 304.05830272 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• 9H-Xanthen-9-one, 1,3,8-trihydroxy-2,4-dimethoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9261	92.61%
Caco-2	+	0.6391	63.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5592	55.92%
OATP2B1 inhibitior	-	0.7014	70.14%
OATP1B1 inhibitior	+	0.8875	88.75%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8017	80.17%
P-glycoprotein inhibitior	-	0.6317	63.17%
P-glycoprotein substrate	-	0.8887	88.87%
CYP3A4 substrate	-	0.5000	50.00%
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	-	0.6410	64.10%
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	+	0.8768	87.68%
Skin irritation	-	0.6148	61.48%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8233	82.33%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6296	62.96%
Acute Oral Toxicity (c)	III	0.6228	62.28%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.5193	51.93%
Thyroid receptor binding	+	0.6560	65.60%
Glucocorticoid receptor binding	+	0.8895	88.95%
Aromatase binding	+	0.5779	57.79%
PPAR gamma	+	0.7698	76.98%
Honey bee toxicity	-	0.9573	95.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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	97.60%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.33%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.86%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.99%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.35%	93.99%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	83.86%	98.11%
CHEMBL3401	O75469	Pregnane X receptor	81.68%	94.73%
CHEMBL2535	P11166	Glucose transporter	81.59%	98.75%

Plants that contains it

• Cratoxylum arborescens

Cross-Links

• PubChem: 16077443
• LOTUS: LTS0130069
• wikiData: Q105119910