1,2,5,7-Tetrahydroxyxanthen-9-one

Details

• Internal ID: f6d18801-04c5-4051-8882-d3d735d67f26
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,2,5,7-tetrahydroxyxanthen-9-one
• SMILES (Canonical): C1=CC2=C(C(=C1O)O)C(=O)C3=C(O2)C(=CC(=C3)O)O
• SMILES (Isomeric): C1=CC2=C(C(=C1O)O)C(=O)C3=C(O2)C(=CC(=C3)O)O
• InChI: InChI=1S/C13H8O6/c14-5-3-6-11(17)10-9(2-1-7(15)12(10)18)19-13(6)8(16)4-5/h1-4,14-16,18H
• InChI Key: TXZJFHOZUHJSHB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₆
• Molecular Weight: 260.20 g/mol
• Exact Mass: 260.03208797 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.77
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8801	88.01%
Caco-2	-	0.9039	90.39%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5038	50.38%
OATP2B1 inhibitior	-	0.6450	64.50%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8542	85.42%
P-glycoprotein inhibitior	-	0.9155	91.55%
P-glycoprotein substrate	-	0.9472	94.72%
CYP3A4 substrate	-	0.5995	59.95%
CYP2C9 substrate	-	0.6803	68.03%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	+	0.5935	59.35%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.9336	93.36%
CYP2D6 inhibition	-	0.8969	89.69%
CYP1A2 inhibition	+	0.9535	95.35%
CYP2C8 inhibition	-	0.6293	62.93%
CYP inhibitory promiscuity	-	0.5700	57.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6628	66.28%
Eye corrosion	-	0.9865	98.65%
Eye irritation	+	0.9586	95.86%
Skin irritation	+	0.6459	64.59%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.8584	85.84%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.5980	59.80%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7651	76.51%
Acute Oral Toxicity (c)	II	0.5356	53.56%
Estrogen receptor binding	+	0.6374	63.74%
Androgen receptor binding	+	0.8501	85.01%
Thyroid receptor binding	+	0.5865	58.65%
Glucocorticoid receptor binding	+	0.8645	86.45%
Aromatase binding	+	0.6866	68.66%
PPAR gamma	+	0.8743	87.43%
Honey bee toxicity	-	0.8664	86.64%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8868	88.68%

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	99.12%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.93%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.07%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.69%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL3194	P02766	Transthyretin	91.59%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.04%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.25%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.68%	99.15%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.27%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.23%	94.42%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.00%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	81.60%	96.12%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.68%	93.99%

Plants that contains it

• Maclura cochinchinensis

Cross-Links

• PubChem: 162909448
• LOTUS: LTS0237440
• wikiData: Q105267183