1-Hydroxy-6,7-dimethoxyxanthone

Details

• Internal ID: ab890989-0de1-4d97-bba3-f4adb52fc01d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-6,7-dimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=O)C3=C(C=CC=C3O2)O)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=O)C3=C(C=CC=C3O2)O)OC
• InChI: InChI=1S/C15H12O5/c1-18-12-6-8-11(7-13(12)19-2)20-10-5-3-4-9(16)14(10)15(8)17/h3-7,16H,1-2H3
• InChI Key: YRCPSEQLYMRLGA-UHFFFAOYSA-N
• Popularity: 8 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: 3.10
• 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	+	0.9280	92.80%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.7228	72.28%
OATP1B1 inhibitior	+	0.9418	94.18%
OATP1B3 inhibitior	+	0.9932	99.32%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8009	80.09%
P-glycoprotein inhibitior	+	0.5835	58.35%
P-glycoprotein substrate	-	0.7445	74.45%
CYP3A4 substrate	-	0.5105	51.05%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
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	-	0.6687	66.87%
CYP inhibitory promiscuity	+	0.5264	52.64%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6210	62.10%
Eye corrosion	-	0.9551	95.51%
Eye irritation	+	0.8485	84.85%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.9822	98.22%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5890	58.90%
Micronuclear	+	0.8959	89.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9125	91.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6774	67.74%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.8647	86.47%
Androgen receptor binding	+	0.7478	74.78%
Thyroid receptor binding	+	0.7337	73.37%
Glucocorticoid receptor binding	+	0.8591	85.91%
Aromatase binding	+	0.8542	85.42%
PPAR gamma	+	0.8003	80.03%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
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	96.35%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.44%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.07%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.73%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.13%	89.00%
CHEMBL2535	P11166	Glucose transporter	91.06%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.53%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.40%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.29%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.08%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	84.45%	90.20%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.14%	92.94%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.65%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	82.48%	94.75%

Plants that contains it

• Psorospermum laurentii

Cross-Links

• PubChem: 14189054
• NPASS: NPC223311
• LOTUS: LTS0000563
• wikiData: Q105352720