6-Hydroxy-1,2-dimethoxyxanthen-9-one

Details

• Internal ID: 6a33e5b2-265b-4c01-99b7-31640b513811
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6-hydroxy-1,2-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C2=C(C=C1)OC3=C(C2=O)C=CC(=C3)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1)OC3=C(C2=O)C=CC(=C3)O)OC
• InChI: InChI=1S/C15H12O5/c1-18-11-6-5-10-13(15(11)19-2)14(17)9-4-3-8(16)7-12(9)20-10/h3-7,16H,1-2H3
• InChI Key: RSABMIGWZWDNGC-UHFFFAOYSA-N
• Popularity: 0 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

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.7521	75.21%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.5927	59.27%
OATP1B1 inhibitior	+	0.9265	92.65%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7951	79.51%
P-glycoprotein inhibitior	-	0.5592	55.92%
P-glycoprotein substrate	-	0.6864	68.64%
CYP3A4 substrate	-	0.5092	50.92%
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	+	0.5812	58.12%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.8557	85.57%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4917	49.17%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	+	0.5947	59.47%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7591	75.91%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.8953	89.53%
Androgen receptor binding	+	0.8941	89.41%
Thyroid receptor binding	+	0.6010	60.10%
Glucocorticoid receptor binding	+	0.8491	84.91%
Aromatase binding	+	0.8952	89.52%
PPAR gamma	+	0.6650	66.50%
Honey bee toxicity	-	0.8876	88.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
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	95.08%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.40%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.06%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.64%	94.45%
CHEMBL2535	P11166	Glucose transporter	91.19%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.93%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.79%	93.99%
CHEMBL2581	P07339	Cathepsin D	88.14%	98.95%
CHEMBL1255126	O15151	Protein Mdm4	85.99%	90.20%
CHEMBL3194	P02766	Transthyretin	83.77%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.49%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.34%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.43%	99.17%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 101916324
• LOTUS: LTS0106818
• wikiData: Q105244498