1,7-Dihydroxy-2,8-dimethoxy-xanthen-9-one

Details

• Internal ID: 6508b1de-be3a-4f7f-aa99-3c740fafe87b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,7-dihydroxy-2,8-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC3=C(C2=O)C(=C(C=C3)O)OC)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC3=C(C2=O)C(=C(C=C3)O)OC)O
• InChI: InChI=1S/C15H12O6/c1-19-10-6-5-8-11(13(10)17)14(18)12-9(21-8)4-3-7(16)15(12)20-2/h3-6,16-17H,1-2H3
• InChI Key: NHRRDMXXNBOCLN-UHFFFAOYSA-N
• Popularity: 2 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

• 1,7-dihydroxy-2,8-dimethoxy-xanthen-9-one
• 9H-Xanthen-9-one, 1,7-dihydroxy-2,8-dimethoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9642	96.42%
Caco-2	+	0.7370	73.70%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7364	73.64%
OATP2B1 inhibitior	-	0.5788	57.88%
OATP1B1 inhibitior	+	0.9536	95.36%
OATP1B3 inhibitior	+	0.9851	98.51%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8137	81.37%
P-glycoprotein inhibitior	-	0.4858	48.58%
P-glycoprotein substrate	-	0.9455	94.55%
CYP3A4 substrate	-	0.5450	54.50%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.6420	64.20%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	+	0.7531	75.31%
CYP2D6 inhibition	-	0.6235	62.35%
CYP1A2 inhibition	+	0.9606	96.06%
CYP2C8 inhibition	-	0.6395	63.95%
CYP inhibitory promiscuity	+	0.6446	64.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6331	63.31%
Eye corrosion	-	0.9655	96.55%
Eye irritation	+	0.7459	74.59%
Skin irritation	-	0.6099	60.99%
Skin corrosion	-	0.9698	96.98%
Ames mutagenesis	+	0.6536	65.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.5947	59.47%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9149	91.49%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7362	73.62%
Acute Oral Toxicity (c)	III	0.5708	57.08%
Estrogen receptor binding	+	0.8575	85.75%
Androgen receptor binding	+	0.6964	69.64%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7867	78.67%
Aromatase binding	+	0.7958	79.58%
PPAR gamma	+	0.7976	79.76%
Honey bee toxicity	-	0.9100	91.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	95.67%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.94%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.92%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.48%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.39%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.76%	80.78%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.35%	93.99%
CHEMBL3194	P02766	Transthyretin	82.88%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.77%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.57%	98.11%
CHEMBL2581	P07339	Cathepsin D	82.47%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	81.78%	90.20%
CHEMBL2535	P11166	Glucose transporter	80.20%	98.75%

Plants that contains it

• Cratoxylum arborescens

Cross-Links

• PubChem: 16077444
• LOTUS: LTS0252138
• wikiData: Q105179560