2-[(4-Ethenyl-3,4,4a,5,6,8-hexahydropyrano[3,4-c]pyran-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 8af35ffc-e664-4300-a755-689bacb7239d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2-[(4-ethenyl-3,4,4a,5,6,8-hexahydropyrano[3,4-c]pyran-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C16H24O8/c1-2-9-10-3-4-21-6-8(10)7-22-15(9)24-16-14(20)13(19)12(18)11(5-17)23-16/h2,7,9-20H,1,3-6H2
• InChI Key: XPMOQRHVZJDUKK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₈
• Molecular Weight: 344.36 g/mol
• Exact Mass: 344.14711772 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.12
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6383	63.83%
Caco-2	-	0.8352	83.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7269	72.69%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9135	91.35%
P-glycoprotein inhibitior	-	0.8743	87.43%
P-glycoprotein substrate	-	0.8813	88.13%
CYP3A4 substrate	+	0.5614	56.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8181	81.81%
CYP3A4 inhibition	-	0.9289	92.89%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.8717	87.17%
CYP1A2 inhibition	-	0.8082	80.82%
CYP2C8 inhibition	+	0.4721	47.21%
CYP inhibitory promiscuity	-	0.9361	93.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6774	67.74%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.9641	96.41%
Skin irritation	-	0.7866	78.66%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4133	41.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8322	83.22%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4588	45.88%
Acute Oral Toxicity (c)	III	0.4795	47.95%
Estrogen receptor binding	-	0.5498	54.98%
Androgen receptor binding	+	0.5491	54.91%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	-	0.6046	60.46%
Aromatase binding	+	0.5772	57.72%
PPAR gamma	+	0.6380	63.80%
Honey bee toxicity	-	0.7828	78.28%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7618	76.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.92%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.52%	86.92%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.95%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	85.58%	95.93%
CHEMBL3589	P55263	Adenosine kinase	84.76%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.39%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.38%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.90%	83.57%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.55%	92.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.03%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.25%	95.56%

Plants that contains it

• Lonicera japonica

Cross-Links

• PubChem: 163035924
• LOTUS: LTS0008879
• wikiData: Q105338849