6-Hydroxy-1,3,5,7-tetramethoxyxanthen-9-one

Details

• Internal ID: 7778b715-efb8-4101-aa75-73a0805ad9db
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6-hydroxy-1,3,5,7-tetramethoxyxanthen-9-one
• SMILES (Canonical): COC1=CC2=C(C(=C1)OC)C(=O)C3=CC(=C(C(=C3O2)OC)O)OC
• SMILES (Isomeric): COC1=CC2=C(C(=C1)OC)C(=O)C3=CC(=C(C(=C3O2)OC)O)OC
• InChI: InChI=1S/C17H16O7/c1-20-8-5-10(21-2)13-11(6-8)24-16-9(14(13)18)7-12(22-3)15(19)17(16)23-4/h5-7,19H,1-4H3
• InChI Key: CYPTUXAPGYYRNQ-UHFFFAOYSA-N
• Popularity: 1 reference 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): 83.50 Ų
• XlogP: 2.50
• 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	+	0.5758	57.58%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.5812	58.12%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5827	58.27%
P-glycoprotein inhibitior	+	0.6168	61.68%
P-glycoprotein substrate	-	0.8630	86.30%
CYP3A4 substrate	+	0.5262	52.62%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
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	-	0.5933	59.33%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.8881	88.81%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7489	74.89%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8937	89.37%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.8875	88.75%
Androgen receptor binding	+	0.6314	63.14%
Thyroid receptor binding	+	0.7449	74.49%
Glucocorticoid receptor binding	+	0.8473	84.73%
Aromatase binding	+	0.7811	78.11%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.8776	87.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	99.01%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.48%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.50%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.45%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.21%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.13%	92.62%
CHEMBL2535	P11166	Glucose transporter	86.07%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	85.76%	93.31%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.76%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.46%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.02%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.70%	99.17%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 102460794
• LOTUS: LTS0187057
• wikiData: Q104972472