1,3,6,8-Tetrahydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one

Details

• Internal ID: 21a172c7-fa60-49bd-88c2-8641d88e585f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,3,6,8-tetrahydroxy-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
• InChI: InChI=1S/C19H18O11/c20-4-10-14(24)17(27)18(28)19(30-10)12-7(23)3-9-13(16(12)26)15(25)11-6(22)1-5(21)2-8(11)29-9/h1-3,10,14,17-24,26-28H,4H2
• InChI Key: UVWMTMHEUCVERV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₁₁
• Molecular Weight: 422.30 g/mol
• Exact Mass: 422.08491139 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6665	66.65%
Caco-2	-	0.9164	91.64%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5728	57.28%
OATP2B1 inhibitior	+	0.5909	59.09%
OATP1B1 inhibitior	+	0.7744	77.44%
OATP1B3 inhibitior	+	0.9709	97.09%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8218	82.18%
P-glycoprotein inhibitior	-	0.7783	77.83%
P-glycoprotein substrate	-	0.8289	82.89%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9240	92.40%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8355	83.55%
CYP2C8 inhibition	+	0.5384	53.84%
CYP inhibitory promiscuity	-	0.7806	78.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7252	72.52%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.7834	78.34%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.6175	61.75%
Human Ether-a-go-go-Related Gene inhibition	-	0.4880	48.80%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7899	78.99%
Acute Oral Toxicity (c)	IV	0.3746	37.46%
Estrogen receptor binding	+	0.6817	68.17%
Androgen receptor binding	+	0.6444	64.44%
Thyroid receptor binding	-	0.5068	50.68%
Glucocorticoid receptor binding	+	0.6770	67.70%
Aromatase binding	+	0.5401	54.01%
PPAR gamma	+	0.6022	60.22%
Honey bee toxicity	-	0.8040	80.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6921	69.21%

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	98.90%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.39%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.18%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.23%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.77%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.98%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.08%	99.17%
CHEMBL3194	P02766	Transthyretin	83.57%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%

Plants that contains it

• Tripterospermum trinervium

Cross-Links

• PubChem: 163080212
• LOTUS: LTS0168277
• wikiData: Q105280149