[(2R,3S,4S,5R,6S)-6-[4-[(S)-cyano(hydroxy)methyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 3f21413b-b131-46b9-9836-4dbb30135737
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[4-[(S)-cyano(hydroxy)methyl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C(C#N)O)OC2C(C(C(C(O2)COC(=O)C=CC3=CC(=C(C=C3)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H](C#N)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(=O)/C=C/C3=CC(=C(C=C3)O)O)O)O)O
• InChI: InChI=1S/C23H23NO10/c24-10-17(27)13-3-5-14(6-4-13)33-23-22(31)21(30)20(29)18(34-23)11-32-19(28)8-2-12-1-7-15(25)16(26)9-12/h1-9,17-18,20-23,25-27,29-31H,11H2/b8-2+/t17-,18-,20-,21+,22-,23-/m1/s1
• InChI Key: JFOZWBFVVDJAPB-XEDFBYGPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₃NO₁₀
• Molecular Weight: 473.40 g/mol
• Exact Mass: 473.13219593 g/mol
• Topological Polar Surface Area (TPSA): 190.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6800	68.00%
Caco-2	-	0.8904	89.04%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6196	61.96%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6585	65.85%
P-glycoprotein inhibitior	-	0.5152	51.52%
P-glycoprotein substrate	-	0.8420	84.20%
CYP3A4 substrate	+	0.6051	60.51%
CYP2C9 substrate	-	0.8066	80.66%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.6673	66.73%
CYP2C9 inhibition	-	0.7630	76.30%
CYP2C19 inhibition	-	0.8231	82.31%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.7811	78.11%
CYP2C8 inhibition	+	0.5860	58.60%
CYP inhibitory promiscuity	+	0.5293	52.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7389	73.89%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.8246	82.46%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6707	67.07%
Micronuclear	+	0.6707	67.07%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.7866	78.66%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.9274	92.74%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	+	0.6651	66.51%
Androgen receptor binding	+	0.6077	60.77%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	+	0.6074	60.74%
Aromatase binding	+	0.5472	54.72%
PPAR gamma	+	0.6985	69.85%
Honey bee toxicity	-	0.5845	58.45%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8676	86.76%

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	99.77%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.15%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.08%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.04%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.36%	94.80%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.84%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.73%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	92.23%	90.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.04%	99.15%
CHEMBL4208	P20618	Proteasome component C5	91.76%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.52%	95.93%
CHEMBL3194	P02766	Transthyretin	90.24%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.10%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	87.74%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.72%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.62%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.48%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.44%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.32%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.02%	95.89%

Plants that contains it

• Nandina domestica

Cross-Links

• PubChem: 163195380
• LOTUS: LTS0212567
• wikiData: Q105126803