(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[6-[[(E)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl]amino]purin-9-yl]oxane-3,4,5-triol

Details

• Internal ID: cb1be3f8-e209-40d7-83d7-4eb50f544793
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[6-[[(E)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enyl]amino]purin-9-yl]oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(C(O3)CO)O)O)O)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C/C(=C\CNC1=C2C(=NC=N1)N(C=N2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/CO[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C22H33N5O11/c1-9(6-36-22-18(35)16(33)14(31)11(5-29)38-22)2-3-23-19-12-20(25-7-24-19)27(8-26-12)21-17(34)15(32)13(30)10(4-28)37-21/h2,7-8,10-11,13-18,21-22,28-35H,3-6H2,1H3,(H,23,24,25)/b9-2+/t10-,11-,13-,14-,15+,16+,17-,18-,21-,22+/m1/s1
• InChI Key: DTPCZPXFOQSQNC-MMHCNIRFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₃N₅O₁₁
• Molecular Weight: 543.50 g/mol
• Exact Mass: 543.21765689 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.03
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8292	82.92%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Plasma membrane	0.4285	42.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9168	91.68%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8574	85.74%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7127	71.27%
CYP3A4 substrate	+	0.5898	58.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.9435	94.35%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.8375	83.75%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.8088	80.88%
CYP2C8 inhibition	-	0.6018	60.18%
CYP inhibitory promiscuity	-	0.6809	68.09%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9416	94.16%
Skin irritation	-	0.7551	75.51%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4337	43.37%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	-	0.7024	70.24%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6954	69.54%
Acute Oral Toxicity (c)	III	0.5522	55.22%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.6988	69.88%
Thyroid receptor binding	+	0.5886	58.86%
Glucocorticoid receptor binding	-	0.4798	47.98%
Aromatase binding	+	0.6826	68.26%
PPAR gamma	+	0.5896	58.96%
Honey bee toxicity	-	0.7456	74.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9166	91.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3589	P55263	Adenosine kinase	97.84%	98.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.71%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	94.70%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	92.25%	95.93%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	91.34%	80.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.37%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.29%	94.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.45%	93.10%
CHEMBL3038469	P24941	CDK2/Cyclin A	88.23%	91.38%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.13%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.71%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	84.48%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.76%	96.90%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.62%	97.53%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.24%	95.83%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163052638
• LOTUS: LTS0108394
• wikiData: Q104988964