1,3,5,6,7-Pentahydroxyxanthon

Details

• Internal ID: 1c385156-a8ce-4a13-8f91-83557ae5a418
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,5,6,7-pentahydroxyxanthen-9-one
• SMILES (Canonical): C1=C(C=C2C(=C1O)C(=O)C3=CC(=C(C(=C3O2)O)O)O)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C(=O)C3=CC(=C(C(=C3O2)O)O)O)O
• InChI: InChI=1S/C13H8O7/c14-4-1-6(15)9-8(2-4)20-13-5(10(9)17)3-7(16)11(18)12(13)19/h1-3,14-16,18-19H
• InChI Key: ICIIODYTNZDXRN-UHFFFAOYSA-N
• Popularity: 3 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

• 1,3,5,6,7-Pentahydroxyxanthon

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8801	88.01%
Caco-2	-	0.8237	82.37%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5038	50.38%
OATP2B1 inhibitior	-	0.6246	62.46%
OATP1B1 inhibitior	+	0.8225	82.25%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8812	88.12%
P-glycoprotein inhibitior	-	0.9357	93.57%
P-glycoprotein substrate	-	0.8767	87.67%
CYP3A4 substrate	-	0.5526	55.26%
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	+	0.4524	45.24%
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	+	0.9787	97.87%
Skin irritation	+	0.6459	64.59%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8507	85.07%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.5980	59.80%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7519	75.19%
Acute Oral Toxicity (c)	II	0.5356	53.56%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.7923	79.23%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.9065	90.65%
Aromatase binding	+	0.7205	72.05%
PPAR gamma	+	0.8729	87.29%
Honey bee toxicity	-	0.9132	91.32%
Biodegradation	-	0.7750	77.50%
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	99.09%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.03%	89.00%
CHEMBL3194	P02766	Transthyretin	92.45%	90.71%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.17%	96.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.66%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.49%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	87.32%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.94%	98.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.78%	91.38%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.46%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.69%	98.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.35%	94.42%

Plants that contains it

• Canscora alata

Cross-Links

• PubChem: 10333643
• LOTUS: LTS0004360
• wikiData: Q105110999