1,2,3,6,8-Pentahydroxyxanthen-9-one

Details

• Internal ID: bd4b9ccb-841d-4347-b732-f94a3ce2aa18
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,2,3,6,8-pentahydroxyxanthen-9-one
• SMILES (Canonical): C1=C(C=C2C(=C1O)C(=O)C3=C(O2)C=C(C(=C3O)O)O)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C(=O)C3=C(O2)C=C(C(=C3O)O)O)O
• InChI: InChI=1S/C13H8O7/c14-4-1-5(15)9-7(2-4)20-8-3-6(16)11(17)13(19)10(8)12(9)18/h1-3,14-17,19H
• InChI Key: CPYMCPUQYWENOG-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₇
• Molecular Weight: 276.20 g/mol
• Exact Mass: 276.02700259 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

• 1,3,6,7,8-Pentahyroxyxanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8801	88.01%
Caco-2	-	0.6770	67.70%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5038	50.38%
OATP2B1 inhibitior	-	0.6494	64.94%
OATP1B1 inhibitior	+	0.8424	84.24%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9593	95.93%
P-glycoprotein inhibitior	-	0.9410	94.10%
P-glycoprotein substrate	-	0.9356	93.56%
CYP3A4 substrate	-	0.5704	57.04%
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	+	0.5375	53.75%
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	+	0.9681	96.81%
Skin irritation	+	0.6459	64.59%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8609	86.09%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.5980	59.80%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7481	74.81%
Acute Oral Toxicity (c)	II	0.5356	53.56%
Estrogen receptor binding	+	0.6834	68.34%
Androgen receptor binding	+	0.8143	81.43%
Thyroid receptor binding	-	0.5540	55.40%
Glucocorticoid receptor binding	+	0.8843	88.43%
Aromatase binding	+	0.6313	63.13%
PPAR gamma	+	0.7964	79.64%
Honey bee toxicity	-	0.8999	89.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	97.36%	91.11%
CHEMBL3194	P02766	Transthyretin	93.27%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.85%	96.12%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.69%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.61%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.90%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.72%	94.73%
CHEMBL3038469	P24941	CDK2/Cyclin A	83.96%	91.38%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.90%	94.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.75%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.23%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.62%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.63%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.16%	86.33%

Plants that contains it

• Canscora alata

Cross-Links

• PubChem: 5479781
• LOTUS: LTS0049110
• wikiData: Q104967852