2-hydroxy-1-(hydroxymethyl)-8-methoxy-3-methyl-9H-xanthen-9-one

Details

• Internal ID: 713a6d5d-4375-4c04-af3f-c1a9738d464a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-hydroxy-1-(hydroxymethyl)-8-methoxy-3-methylxanthen-9-one
• InChI: InChI=1S/C16H14O5/c1-8-6-12-13(9(7-17)15(8)18)16(19)14-10(20-2)4-3-5-11(14)21-12/h3-6,17-18H,7H2,1-2H3
• InChI Key: YRDJXNRZNOUOGI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.46
• 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	+	0.9231	92.31%
Caco-2	+	0.7905	79.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6928	69.28%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6129	61.29%
P-glycoprotein inhibitior	-	0.7221	72.21%
P-glycoprotein substrate	-	0.7876	78.76%
CYP3A4 substrate	+	0.5517	55.17%
CYP2C9 substrate	-	0.8226	82.26%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.5745	57.45%
CYP2C9 inhibition	-	0.6276	62.76%
CYP2C19 inhibition	+	0.5781	57.81%
CYP2D6 inhibition	-	0.8378	83.78%
CYP1A2 inhibition	+	0.7760	77.60%
CYP2C8 inhibition	+	0.5063	50.63%
CYP inhibitory promiscuity	+	0.7232	72.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7721	77.21%
Eye corrosion	-	0.9800	98.00%
Eye irritation	+	0.5351	53.51%
Skin irritation	-	0.8042	80.42%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	+	0.5646	56.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5650	56.50%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8692	86.92%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8079	80.79%
Acute Oral Toxicity (c)	III	0.7202	72.02%
Estrogen receptor binding	+	0.9088	90.88%
Androgen receptor binding	+	0.8050	80.50%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8802	88.02%
Aromatase binding	+	0.8271	82.71%
PPAR gamma	+	0.8451	84.51%
Honey bee toxicity	-	0.9387	93.87%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7869	78.69%

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	97.24%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.72%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.05%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.67%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.01%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL2535	P11166	Glucose transporter	86.19%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.69%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	84.20%	94.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.02%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	81.83%	90.20%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.13%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.56%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683391
• LOTUS: LTS0235338
• wikiData: Q105352730