8-Hydroxy-1,2,3,6-tetramethoxyxanthen-9-one

Details

• Internal ID: 90870c9b-2eb3-4750-aca7-ea0ec7ccdd85
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 8-hydroxy-1,2,3,6-tetramethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC3=CC(=C(C(=C3C2=O)OC)OC)OC)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC3=CC(=C(C(=C3C2=O)OC)OC)OC)O
• InChI: InChI=1S/C17H16O7/c1-20-8-5-9(18)13-10(6-8)24-11-7-12(21-2)16(22-3)17(23-4)14(11)15(13)19/h5-7,18H,1-4H3
• InChI Key: BMVHDGLPVCVVQR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 83.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.8845	88.45%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7536	75.36%
P-glycoprotein inhibitior	+	0.5939	59.39%
P-glycoprotein substrate	-	0.8491	84.91%
CYP3A4 substrate	+	0.5000	50.00%
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	+	0.5390	53.90%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.7322	73.22%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5908	59.08%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6932	69.32%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.8086	80.86%
Androgen receptor binding	+	0.6143	61.43%
Thyroid receptor binding	+	0.7026	70.26%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	+	0.6983	69.83%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
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	96.09%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.34%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.39%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.00%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.34%	99.15%
CHEMBL4208	P20618	Proteasome component C5	86.48%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.65%	98.75%
CHEMBL3194	P02766	Transthyretin	85.12%	90.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.75%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.54%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.50%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.20%	96.09%

Plants that contains it

• Canscora alata

Cross-Links

• PubChem: 101304461
• LOTUS: LTS0274086
• wikiData: Q104938587