(2S,3R,4S,5S)-2-[(1R,2S,3R,4S,6R)-4-amino-3-[(2S,3R,6R)-3-amino-6-[(1S)-1-aminoethyl]oxan-2-yl]oxy-2,6-dihydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol

Details

• Internal ID: 9e12504a-0316-43e8-8307-476c1e3e9be2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides > Aminocyclitol glycosides
• IUPAC Name: (2S,3R,4S,5S)-2-[(1R,2S,3R,4S,6R)-4-amino-3-[(2S,3R,6R)-3-amino-6-[(1S)-1-aminoethyl]oxan-2-yl]oxy-2,6-dihydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol
• InChI: InChI=1S/C20H40N4O8/c1-8(21)12-5-4-9(22)18(30-12)31-15-10(23)6-11(25)16(13(15)26)32-19-14(27)17(24-3)20(2,28)7-29-19/h8-19,24-28H,4-7,21-23H2,1-3H3/t8-,9+,10-,11+,12+,13-,14+,15+,16+,17-,18-,19-,20+/m0/s1
• InChI Key: DFRLTZLTFDGGST-PIDSZKQBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₄₀N₄O₈
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.28461425 g/mol
• Topological Polar Surface Area (TPSA): 208.00 Ų
• XlogP: -4.40
• Atomic LogP (AlogP): -3.55
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9604	96.04%
Caco-2	-	0.8466	84.66%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Lysosomes	0.6167	61.67%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.9324	93.24%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9263	92.63%
P-glycoprotein inhibitior	-	0.8087	80.87%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	+	0.6788	67.88%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.6940	69.40%
CYP3A4 inhibition	-	0.9632	96.32%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.9127	91.27%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.9116	91.16%
CYP2C8 inhibition	-	0.6183	61.83%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9704	97.04%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.6165	61.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3976	39.76%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5520	55.20%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6646	66.46%
Acute Oral Toxicity (c)	III	0.5862	58.62%
Estrogen receptor binding	-	0.5896	58.96%
Androgen receptor binding	+	0.5544	55.44%
Thyroid receptor binding	-	0.6137	61.37%
Glucocorticoid receptor binding	+	0.7270	72.70%
Aromatase binding	+	0.6839	68.39%
PPAR gamma	+	0.6453	64.53%
Honey bee toxicity	-	0.8052	80.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.8897	88.97%

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	97.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.80%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.73%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.24%	95.93%
CHEMBL284	P27487	Dipeptidyl peptidase IV	96.02%	95.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.90%	91.03%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.19%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.65%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.41%	95.89%
CHEMBL204	P00734	Thrombin	90.63%	96.01%
CHEMBL2179	P04062	Beta-glucocerebrosidase	88.25%	85.31%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.81%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.81%	82.69%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.90%	94.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.08%	97.47%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	86.01%	91.83%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.97%	89.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.70%	97.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.68%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.11%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.64%	92.88%
CHEMBL4581	P52732	Kinesin-like protein 1	84.46%	93.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.25%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.13%	98.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	84.09%	97.31%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.62%	97.03%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.20%	95.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.50%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.45%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.43%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.20%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.20%	92.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163088706
• LOTUS: LTS0120922
• wikiData: Q104978242