[5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-8-hydroxy-2,6-dimethyloct-6-enoate

Details

• Internal ID: a6527a90-7da0-4b84-8e61-68f959799525
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [5-ethenyl-1-oxo-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl] (E)-8-hydroxy-2,6-dimethyloct-6-enoate
• SMILES (Canonical): CC(CCCC(=CCO)C)C(=O)OC1CC2C(C(OC=C2C(=O)O1)OC3C(C(C(C(O3)CO)O)O)O)C=C
• SMILES (Isomeric): CC(CCC/C(=C/CO)/C)C(=O)OC1CC2C(C(OC=C2C(=O)O1)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C=C
• InChI: InChI=1S/C26H38O12/c1-4-15-16-10-19(36-23(32)14(3)7-5-6-13(2)8-9-27)37-24(33)17(16)12-34-25(15)38-26-22(31)21(30)20(29)18(11-28)35-26/h4,8,12,14-16,18-22,25-31H,1,5-7,9-11H2,2-3H3/b13-8+/t14?,15?,16?,18-,19?,20-,21+,22-,25?,26+/m1/s1
• InChI Key: MLZWMRAJMJNMHR-IRRADOKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₁₂
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.23632664 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5587	55.87%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8482	84.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8187	81.87%
OATP1B3 inhibitior	+	0.8359	83.59%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4693	46.93%
P-glycoprotein inhibitior	-	0.5228	52.28%
P-glycoprotein substrate	-	0.5584	55.84%
CYP3A4 substrate	+	0.6907	69.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	-	0.9082	90.82%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9206	92.06%
CYP1A2 inhibition	-	0.7826	78.26%
CYP2C8 inhibition	+	0.4904	49.04%
CYP inhibitory promiscuity	-	0.9495	94.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7081	70.81%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9305	93.05%
Skin irritation	-	0.6629	66.29%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6718	67.18%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9019	90.19%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7525	75.25%
Acute Oral Toxicity (c)	III	0.6324	63.24%
Estrogen receptor binding	+	0.7629	76.29%
Androgen receptor binding	+	0.6313	63.13%
Thyroid receptor binding	-	0.5864	58.64%
Glucocorticoid receptor binding	-	0.4857	48.57%
Aromatase binding	+	0.5822	58.22%
PPAR gamma	+	0.6266	62.66%
Honey bee toxicity	-	0.7518	75.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	95.91%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.31%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.73%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.34%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.74%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.72%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.63%	91.24%
CHEMBL340	P08684	Cytochrome P450 3A4	87.32%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	86.85%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.04%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.54%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.48%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.24%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.09%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.68%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.27%	95.83%
CHEMBL2514	O95665	Neurotensin receptor 2	80.22%	100.00%

Plants that contains it

• Menyanthes trifoliata

Cross-Links

• PubChem: 101297685
• LOTUS: LTS0274402
• wikiData: Q104252872