2,3,6,7-Tetrahydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one

Details

• Internal ID: 5add76b0-1465-4c54-a5d7-59d44fbd54af
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,3,6,7-tetrahydroxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
• SMILES (Canonical): C1=C2C(=CC(=C1O)O)OC3=C(C(=C(C=C3C2=O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=C2C(=CC(=C1O)O)OC3=C(C(=C(C=C3C2=O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• InChI: InChI=1S/C19H18O12/c20-4-11-14(26)15(27)16(28)19(30-11)31-18-13(25)9(23)2-6-12(24)5-1-7(21)8(22)3-10(5)29-17(6)18/h1-3,11,14-16,19-23,25-28H,4H2
• InChI Key: ALKWDTQJMCZSSY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₂
• Molecular Weight: 438.30 g/mol
• Exact Mass: 438.07982601 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5923	59.23%
Caco-2	-	0.9179	91.79%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5362	53.62%
OATP2B1 inhibitior	+	0.5929	59.29%
OATP1B1 inhibitior	+	0.8883	88.83%
OATP1B3 inhibitior	+	0.9389	93.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7458	74.58%
P-glycoprotein inhibitior	-	0.7650	76.50%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	+	0.5508	55.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8440	84.40%
CYP3A4 inhibition	-	0.9207	92.07%
CYP2C9 inhibition	-	0.9414	94.14%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.6478	64.78%
CYP inhibitory promiscuity	-	0.8472	84.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.7548	75.48%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9715	97.15%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4632	46.32%
Micronuclear	+	0.6033	60.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8796	87.96%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8872	88.72%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.7202	72.02%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	+	0.5472	54.72%
Glucocorticoid receptor binding	+	0.7689	76.89%
Aromatase binding	+	0.5821	58.21%
PPAR gamma	+	0.6066	60.66%
Honey bee toxicity	-	0.7076	70.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.7790	77.90%

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	99.86%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.57%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.82%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.30%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.28%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.82%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.50%	99.15%
CHEMBL3194	P02766	Transthyretin	83.33%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.26%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.47%	96.21%

Plants that contains it

• Hedysarum inundatum

Cross-Links

• PubChem: 162993946
• LOTUS: LTS0264918
• wikiData: Q105370336