5-ethenyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-carbonitrile

Details

• Internal ID: 74a83cbd-d03c-4edf-acba-416a4f8ad9c9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5-ethenyl-1-oxo-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-carbonitrile
• InChI: InChI=1S/C17H21NO9/c1-2-8-9-3-7(4-18)25-15(23)10(9)6-24-16(8)27-17-14(22)13(21)12(20)11(5-19)26-17/h2,6-9,11-14,16-17,19-22H,1,3,5H2
• InChI Key: UMFYIDPNLLSHEM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₁NO₉
• Molecular Weight: 383.30 g/mol
• Exact Mass: 383.12163125 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 10
• 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	-	0.5370	53.70%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6191	61.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8883	88.83%
P-glycoprotein inhibitior	-	0.8061	80.61%
P-glycoprotein substrate	-	0.8769	87.69%
CYP3A4 substrate	+	0.6146	61.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.8190	81.90%
CYP2C9 inhibition	-	0.8353	83.53%
CYP2C19 inhibition	-	0.8142	81.42%
CYP2D6 inhibition	-	0.8828	88.28%
CYP1A2 inhibition	-	0.7944	79.44%
CYP2C8 inhibition	-	0.6139	61.39%
CYP inhibitory promiscuity	-	0.7618	76.18%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7405	74.05%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.7783	77.83%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5083	50.83%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6966	69.66%
skin sensitisation	-	0.8389	83.89%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5156	51.56%
Acute Oral Toxicity (c)	III	0.4242	42.42%
Estrogen receptor binding	+	0.6742	67.42%
Androgen receptor binding	-	0.4825	48.25%
Thyroid receptor binding	+	0.5766	57.66%
Glucocorticoid receptor binding	-	0.4692	46.92%
Aromatase binding	+	0.5761	57.61%
PPAR gamma	+	0.6896	68.96%
Honey bee toxicity	-	0.6205	62.05%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4704	47.04%

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	95.35%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	94.97%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.33%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.09%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.56%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	85.22%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.41%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.28%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	80.75%	94.73%

Plants that contains it

• Hydrangea macrophylla

Cross-Links

• PubChem: 163087097
• LOTUS: LTS0212255
• wikiData: Q105275535