[(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6R)-6-[(R)-cyano(phenyl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl pyridine-3-carboxylate

Details

• Internal ID: f8cb1087-56c1-415f-8502-f0592c265bca
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Cyanogenic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6R)-6-[(R)-cyano(phenyl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl pyridine-3-carboxylate
• SMILES (Canonical): C1=CC=C(C=C1)C(C#N)OC2C(C(C(C(O2)COC3C(C(C(C(O3)COC(=O)C4=CN=CC=C4)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)[C@H](C#N)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CN=CC=C4)O)O)O)O)O)O
• InChI: InChI=1S/C26H30N2O12/c27-9-15(13-5-2-1-3-6-13)38-26-23(34)21(32)19(30)17(40-26)12-37-25-22(33)20(31)18(29)16(39-25)11-36-24(35)14-7-4-8-28-10-14/h1-8,10,15-23,25-26,29-34H,11-12H2/t15-,16+,17+,18+,19+,20-,21-,22+,23+,25+,26+/m0/s1
• InChI Key: LGPUIKWJKFIAIH-LJKDYDQHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀N₂O₁₂
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.17987440 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9199	91.99%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7092	70.92%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9130	91.30%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5680	56.80%
P-glycoprotein inhibitior	-	0.5177	51.77%
P-glycoprotein substrate	-	0.8510	85.10%
CYP3A4 substrate	+	0.5533	55.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.8593	85.93%
CYP2C9 inhibition	-	0.8120	81.20%
CYP2C19 inhibition	-	0.8609	86.09%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.7658	76.58%
CYP2C8 inhibition	+	0.6628	66.28%
CYP inhibitory promiscuity	-	0.7127	71.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6619	66.19%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9421	94.21%
Skin irritation	-	0.8391	83.91%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7573	75.73%
Micronuclear	+	0.5674	56.74%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9065	90.65%
Acute Oral Toxicity (c)	III	0.4394	43.94%
Estrogen receptor binding	+	0.7231	72.31%
Androgen receptor binding	-	0.5939	59.39%
Thyroid receptor binding	-	0.5201	52.01%
Glucocorticoid receptor binding	-	0.5686	56.86%
Aromatase binding	-	0.4910	49.10%
PPAR gamma	+	0.6807	68.07%
Honey bee toxicity	-	0.6286	62.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	-	0.7580	75.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.33%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.07%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.77%	83.00%
CHEMBL2535	P11166	Glucose transporter	92.60%	98.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.64%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.59%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.46%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.08%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.90%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.81%	94.80%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.88%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	84.73%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.72%	99.17%
CHEMBL5028	O14672	ADAM10	82.83%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.54%	97.36%

Plants that contains it

• Prunus davidiana

Cross-Links

• PubChem: 73346131
• NPASS: NPC309498
• LOTUS: LTS0050160
• wikiData: Q105151518