[(E)-2-cyano-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 7b599e5b-7155-4766-baeb-04c7e78da160
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(E)-2-cyano-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC(=CCOC2C(C(C(C(O2)CO)O)O)O)C#N)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC/C(=C/CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)/C#N)O
• InChI: InChI=1S/C21H25NO10/c1-29-15-8-12(2-4-14(15)24)3-5-17(25)31-11-13(9-22)6-7-30-21-20(28)19(27)18(26)16(10-23)32-21/h2-6,8,16,18-21,23-24,26-28H,7,10-11H2,1H3/b5-3+,13-6+/t16-,18-,19+,20-,21-/m1/s1
• InChI Key: ZZGPJESHTGYKSG-QRAGBWBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₁₀
• Molecular Weight: 451.40 g/mol
• Exact Mass: 451.14784599 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.78
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5712	57.12%
Caco-2	-	0.8957	89.57%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7152	71.52%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9627	96.27%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6072	60.72%
P-glycoprotein inhibitior	-	0.6586	65.86%
P-glycoprotein substrate	-	0.7740	77.40%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	-	0.8428	84.28%
CYP2C9 inhibition	-	0.7591	75.91%
CYP2C19 inhibition	-	0.7391	73.91%
CYP2D6 inhibition	-	0.8555	85.55%
CYP1A2 inhibition	-	0.7080	70.80%
CYP2C8 inhibition	+	0.7670	76.70%
CYP inhibitory promiscuity	+	0.5287	52.87%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6781	67.81%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9397	93.97%
Skin irritation	-	0.8175	81.75%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4675	46.75%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8096	80.96%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7972	79.72%
Acute Oral Toxicity (c)	III	0.6117	61.17%
Estrogen receptor binding	+	0.7184	71.84%
Androgen receptor binding	+	0.6000	60.00%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5400	54.00%
PPAR gamma	+	0.7970	79.70%
Honey bee toxicity	-	0.7896	78.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.7590	75.90%

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	98.87%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.39%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.03%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.67%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.49%	89.00%
CHEMBL3194	P02766	Transthyretin	93.38%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.45%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.65%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.31%	89.62%
CHEMBL2535	P11166	Glucose transporter	81.82%	98.75%

Plants that contains it

• Aconitum violaceum
• Codonopsis pilosula
• Delphinium shawurense
• Fagraea gracilipes
• Garcinia xipshuanbannaensis
• Gutierrezia microcephala
• Helichrysum graveolens
• Iryanthera paraensis
• Lathyrus nissolia
• Leonurus persicus
• Magnolia sieboldii
• Peltogyne floribunda
• Ratibida mexicana
• Ribes nigrum

Cross-Links

• PubChem: 11972424
• NPASS: NPC106381
• LOTUS: LTS0097661
• wikiData: Q105386796