1-Hydroxy-2,3,4,5,7-pentamethoxyxanthone

Details

• Internal ID: b375a323-27e1-4ddf-8f92-611e51e11ccd
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-2,3,4,5,7-pentamethoxyxanthen-9-one
• InChI: InChI=1S/C18H18O8/c1-21-8-6-9-12(19)11-13(20)16(23-3)18(25-5)17(24-4)15(11)26-14(9)10(7-8)22-2/h6-7,20H,1-5H3
• InChI Key: FTXXGSXQJODVOX-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₈
• Molecular Weight: 362.30 g/mol
• Exact Mass: 362.10016753 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• 170473-68-4
• DTXSID40775987
• 1-HYDROXY-2,3,4,5,7-PENTAMETHOXY-9H-XANTHEN-9-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.7807	78.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5596	55.96%
P-glycoprotein inhibitior	+	0.6538	65.38%
P-glycoprotein substrate	-	0.8486	84.86%
CYP3A4 substrate	-	0.5116	51.16%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.9806	98.06%
CYP2C19 inhibition	-	0.6277	62.77%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	-	0.6277	62.77%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.7915	79.15%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6198	61.98%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5031	50.31%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7182	71.82%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.8299	82.99%
Androgen receptor binding	+	0.5713	57.13%
Thyroid receptor binding	+	0.7585	75.85%
Glucocorticoid receptor binding	+	0.8496	84.96%
Aromatase binding	+	0.7335	73.35%
PPAR gamma	+	0.7407	74.07%
Honey bee toxicity	-	0.8769	87.69%
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	97.96%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.74%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.43%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.35%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.33%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.97%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.97%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.72%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	84.01%	98.95%
CHEMBL2535	P11166	Glucose transporter	83.63%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.48%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.06%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.62%	92.94%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.38%	94.42%

Plants that contains it

• Halenia corniculata

Cross-Links

• PubChem: 71350174
• LOTUS: LTS0248139
• wikiData: Q82737654