[6-[Cyano(phenyl)methoxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate

Details

• Internal ID: 3527d594-105a-41c7-8beb-c3dd2a856d47
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: [6-[cyano(phenyl)methoxy]-3-hydroxy-4,5-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
• SMILES (Canonical): C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O
• InChI: InChI=1S/C35H29NO18/c36-12-24(14-4-2-1-3-5-14)51-35-31(54-34(49)17-10-22(41)28(45)23(42)11-17)30(53-33(48)16-8-20(39)27(44)21(40)9-16)29(46)25(52-35)13-50-32(47)15-6-18(37)26(43)19(38)7-15/h1-11,24-25,29-31,35,37-46H,13H2
• InChI Key: FRJZZYJNOPWETO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₉NO₁₈
• Molecular Weight: 751.60 g/mol
• Exact Mass: 751.13846308 g/mol
• Topological Polar Surface Area (TPSA): 323.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.01
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6889	68.89%
Caco-2	-	0.8805	88.05%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6539	65.39%
OATP2B1 inhibitior	-	0.8495	84.95%
OATP1B1 inhibitior	+	0.6941	69.41%
OATP1B3 inhibitior	-	0.2710	27.10%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6809	68.09%
P-glycoprotein inhibitior	+	0.7197	71.97%
P-glycoprotein substrate	-	0.8327	83.27%
CYP3A4 substrate	+	0.6050	60.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.7527	75.27%
CYP2C9 inhibition	-	0.8121	81.21%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.8406	84.06%
CYP2C8 inhibition	+	0.5787	57.87%
CYP inhibitory promiscuity	-	0.7906	79.06%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7699	76.99%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.8448	84.48%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8468	84.68%
Micronuclear	+	0.7107	71.07%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9520	95.20%
Acute Oral Toxicity (c)	III	0.7476	74.76%
Estrogen receptor binding	+	0.7574	75.74%
Androgen receptor binding	+	0.7136	71.36%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	+	0.5965	59.65%
Aromatase binding	-	0.5379	53.79%
PPAR gamma	+	0.7175	71.75%
Honey bee toxicity	-	0.6676	66.76%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7831	78.31%

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	99.37%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	98.42%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.67%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.65%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.45%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	91.17%	94.73%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.12%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.52%	99.17%
CHEMBL2535	P11166	Glucose transporter	89.21%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.76%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.49%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.96%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.96%	89.00%
CHEMBL3194	P02766	Transthyretin	84.01%	90.71%
CHEMBL5028	O14672	ADAM10	82.57%	97.50%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.16%	94.42%
CHEMBL226	P30542	Adenosine A1 receptor	81.22%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	80.42%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.04%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	80.01%	92.50%

Plants that contains it

• Phyllagathis rotundifolia

Cross-Links

• PubChem: 85368731
• LOTUS: LTS0104717
• wikiData: Q105000214