[(2S,3S,4R,6R)-6-[(2R,3S,4S,5S,6R)-6-[[(1S,3S,7S,8R,9R,10S,12R,14E,16S)-7-acetyloxy-8-methoxy-3,12-dimethyl-5,13-dioxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1.0]heptadec-14-en-9-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] propanoate

Details

• Internal ID: a6fccb74-9818-47cc-9f91-93845ec20ac6
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: [(2S,3S,4R,6R)-6-[(2R,3S,4S,5S,6R)-6-[[(1S,3S,7S,8R,9R,10S,12R,14E,16S)-7-acetyloxy-8-methoxy-3,12-dimethyl-5,13-dioxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1.0]heptadec-14-en-9-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] propanoate
• SMILES (Canonical): CCC(=O)OC1C(OC(CC1(C)O)OC2C(OC(C(C2N(C)C)O)OC3C(CC(C(=O)C=CC4C(O4)CC(OC(=O)CC(C3OC)OC(=O)C)C)C)CC=O)C)C
• SMILES (Isomeric): CCC(=O)O[C@H]1[C@@H](O[C@@H](C[C@@]1(C)O)O[C@@H]2[C@H](O[C@@H]([C@H]([C@@H]2N(C)C)O)O[C@@H]3[C@@H](C[C@H](C(=O)/C=C/[C@H]4[C@@H](O4)C[C@@H](OC(=O)C[C@@H]([C@H]3OC)OC(=O)C)C)C)CC=O)C)C
• InChI: InChI=1S/C40H63NO16/c1-11-30(45)55-38-23(5)51-32(19-40(38,7)48)56-35-22(4)52-39(34(47)33(35)41(8)9)57-36-25(14-15-42)16-20(2)26(44)12-13-27-28(54-27)17-21(3)50-31(46)18-29(37(36)49-10)53-24(6)43/h12-13,15,20-23,25,27-29,32-39,47-48H,11,14,16-19H2,1-10H3/b13-12+/t20-,21+,22-,23+,25-,27+,28+,29+,32-,33+,34+,35-,36-,37-,38+,39-,40-/m1/s1
• InChI Key: FXALCAYPJGPQOF-CZCCRFTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₃NO₁₆
• Molecular Weight: 813.90 g/mol
• Exact Mass: 813.41468492 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 17
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• CHEBI:223640
• [(2S,3S,4R,6R)-6-[(2R,3S,4S,5S,6R)-6-[[(1S,3S,7S,8R,9R,10S,12R,14E,16S)-7-acetyloxy-8-methoxy-3,12-dimethyl-5,13-dioxo-10-(2-oxoethyl)-4,17-dioxabicyclo[14.1.0]heptadec-14-en-9-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6807	68.07%
Caco-2	-	0.8585	85.85%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Lysosomes	0.4534	45.34%
OATP2B1 inhibitior	-	0.7279	72.79%
OATP1B1 inhibitior	+	0.8350	83.50%
OATP1B3 inhibitior	+	0.9231	92.31%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9543	95.43%
P-glycoprotein inhibitior	+	0.7783	77.83%
P-glycoprotein substrate	+	0.8243	82.43%
CYP3A4 substrate	+	0.6757	67.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8803	88.03%
CYP3A4 inhibition	-	0.7432	74.32%
CYP2C9 inhibition	-	0.8796	87.96%
CYP2C19 inhibition	-	0.8563	85.63%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	-	0.8376	83.76%
CYP2C8 inhibition	+	0.7099	70.99%
CYP inhibitory promiscuity	-	0.9449	94.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4697	46.97%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9122	91.22%
Skin irritation	-	0.7759	77.59%
Skin corrosion	-	0.9173	91.73%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6782	67.82%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6983	69.83%
skin sensitisation	-	0.8457	84.57%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6378	63.78%
Acute Oral Toxicity (c)	III	0.4623	46.23%
Estrogen receptor binding	+	0.6574	65.74%
Androgen receptor binding	+	0.6609	66.09%
Thyroid receptor binding	-	0.5214	52.14%
Glucocorticoid receptor binding	+	0.8627	86.27%
Aromatase binding	+	0.5201	52.01%
PPAR gamma	+	0.7807	78.07%
Honey bee toxicity	-	0.5738	57.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7149	71.49%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.14%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.47%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.31%	97.36%
CHEMBL2996	Q05655	Protein kinase C delta	89.23%	97.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.06%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.72%	95.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.55%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.33%	96.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.89%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.71%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.49%	85.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.17%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.51%	91.24%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.18%	95.52%
CHEMBL1902	P62942	FK506-binding protein 1A	82.50%	97.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.27%	96.90%
CHEMBL4208	P20618	Proteasome component C5	81.90%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.68%	91.19%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.85%	82.38%
CHEMBL221	P23219	Cyclooxygenase-1	80.31%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.18%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589120
• LOTUS: LTS0180219
• wikiData: Q105003802