1-Hydroxy-7-(hydroxymethyl)-6-methoxyxanthen-9-one

Details

• Internal ID: fff48f1c-e0f3-42b2-a2a1-5e6c5c9f9db5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-7-(hydroxymethyl)-6-methoxyxanthen-9-one
• InChI: InChI=1S/C15H12O5/c1-19-12-6-13-9(5-8(12)7-16)15(18)14-10(17)3-2-4-11(14)20-13/h2-6,16-17H,7H2,1H3
• InChI Key: LMYZUFUIQDXQGQ-UHFFFAOYSA-N
• Popularity: 3 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): 76.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 5
• 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	+	0.9671	96.71%
Caco-2	+	0.5516	55.16%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8022	80.22%
OATP2B1 inhibitior	+	0.5580	55.80%
OATP1B1 inhibitior	+	0.9013	90.13%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7747	77.47%
P-glycoprotein inhibitior	-	0.7178	71.78%
P-glycoprotein substrate	-	0.5455	54.55%
CYP3A4 substrate	+	0.5595	55.95%
CYP2C9 substrate	-	0.6235	62.35%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.6856	68.56%
CYP2C9 inhibition	+	0.6063	60.63%
CYP2C19 inhibition	+	0.7660	76.60%
CYP2D6 inhibition	-	0.8659	86.59%
CYP1A2 inhibition	+	0.8524	85.24%
CYP2C8 inhibition	-	0.5955	59.55%
CYP inhibitory promiscuity	+	0.7992	79.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9113	91.13%
Carcinogenicity (trinary)	Non-required	0.6823	68.23%
Eye corrosion	-	0.9727	97.27%
Eye irritation	+	0.6897	68.97%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7969	79.69%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8846	88.46%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7110	71.10%
Acute Oral Toxicity (c)	III	0.7408	74.08%
Estrogen receptor binding	+	0.8812	88.12%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8878	88.78%
Aromatase binding	+	0.8160	81.60%
PPAR gamma	+	0.8769	87.69%
Honey bee toxicity	-	0.9204	92.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.7662	76.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.08%	93.99%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.50%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.65%	94.00%
CHEMBL2535	P11166	Glucose transporter	91.60%	98.75%
CHEMBL1255126	O15151	Protein Mdm4	90.49%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	90.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.32%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.03%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.82%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.41%	99.23%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.65%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.26%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.17%	94.45%

Plants that contains it

• Drypetes littoralis

Cross-Links

• PubChem: 11119205
• LOTUS: LTS0004399
• wikiData: Q105154203