[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-yl] 2-methylbut-2-enoate

Details

• Internal ID: 1e89313f-3b24-458a-b54a-a5cacea4e508
• 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-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C21H28O11/c1-4-9(3)18(26)30-14-6-11-10(5-2)20(28-8-12(11)19(27)31-14)32-21-17(25)16(24)15(23)13(7-22)29-21/h4-5,8,10-11,13-17,20-25H,2,6-7H2,1,3H3
• InChI Key: WDEMMLDKNSSVEE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₁₁
• Molecular Weight: 456.40 g/mol
• Exact Mass: 456.16316171 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4904	49.04%
Caco-2	-	0.8157	81.57%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7589	75.89%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8017	80.17%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7916	79.16%
P-glycoprotein inhibitior	-	0.6338	63.38%
P-glycoprotein substrate	-	0.7627	76.27%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.7681	76.81%
CYP2C9 inhibition	-	0.8775	87.75%
CYP2C19 inhibition	-	0.8923	89.23%
CYP2D6 inhibition	-	0.9151	91.51%
CYP1A2 inhibition	-	0.9050	90.50%
CYP2C8 inhibition	-	0.6398	63.98%
CYP inhibitory promiscuity	-	0.8590	85.90%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6864	68.64%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9441	94.41%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4922	49.22%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	-	0.6517	65.17%
skin sensitisation	-	0.8559	85.59%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5685	56.85%
Acute Oral Toxicity (c)	III	0.5124	51.24%
Estrogen receptor binding	+	0.7182	71.82%
Androgen receptor binding	+	0.5259	52.59%
Thyroid receptor binding	-	0.4931	49.31%
Glucocorticoid receptor binding	-	0.5155	51.55%
Aromatase binding	-	0.5530	55.30%
PPAR gamma	+	0.5840	58.40%
Honey bee toxicity	-	0.7078	70.78%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8417	84.17%

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	94.57%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.41%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.12%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.20%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.70%	91.24%
CHEMBL2581	P07339	Cathepsin D	86.98%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.28%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.69%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.22%	97.36%

Plants that contains it

• Helia alata

Cross-Links

• PubChem: 162947962
• LOTUS: LTS0158342
• wikiData: Q105302305