7-[6-[[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-methoxyxanthen-9-one

Details

• Internal ID: 62f9567a-4f4b-469a-885d-946cc9d98903
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 7-[6-[[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=CC=CC2=C1C(=O)C3=C(O2)C=CC(=C3)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=CC2=C1C(=O)C3=C(O2)C=CC(=C3)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O
• InChI: InChI=1S/C25H28O13/c1-33-14-3-2-4-15-17(14)18(27)12-7-11(5-6-13(12)37-15)36-23-21(30)20(29)19(28)16(38-23)8-34-24-22(31)25(32,9-26)10-35-24/h2-7,16,19-24,26,28-32H,8-10H2,1H3
• InChI Key: WKNUCCYIYBTPQS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₁₃
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.15299094 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5759	57.59%
Caco-2	-	0.9057	90.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6271	62.71%
OATP2B1 inhibitior	-	0.8472	84.72%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6949	69.49%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	+	0.5332	53.32%
CYP3A4 substrate	+	0.6802	68.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.9088	90.88%
CYP2C9 inhibition	-	0.9346	93.46%
CYP2C19 inhibition	-	0.8501	85.01%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	-	0.9123	91.23%
CYP2C8 inhibition	+	0.5434	54.34%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5343	53.43%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9383	93.83%
Skin irritation	-	0.8161	81.61%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7623	76.23%
Micronuclear	-	0.5026	50.26%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.8690	86.90%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7398	73.98%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.8419	84.19%
Androgen receptor binding	+	0.6248	62.48%
Thyroid receptor binding	+	0.5282	52.82%
Glucocorticoid receptor binding	+	0.6429	64.29%
Aromatase binding	+	0.7075	70.75%
PPAR gamma	+	0.7639	76.39%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6681	66.81%

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	99.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.25%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.09%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.42%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.71%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.00%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.90%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.74%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.66%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.58%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.73%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.51%	96.00%
CHEMBL2535	P11166	Glucose transporter	89.61%	98.75%
CHEMBL220	P22303	Acetylcholinesterase	88.73%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.60%	97.36%
CHEMBL4581	P52732	Kinesin-like protein 1	85.52%	93.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.51%	92.62%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.37%	95.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.12%	97.14%
CHEMBL1907	P15144	Aminopeptidase N	80.44%	93.31%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.32%	89.62%

Plants that contains it

• Polygala wattersii

Cross-Links

• PubChem: 73800231
• LOTUS: LTS0019424
• wikiData: Q105307504