N-(2-(Acetylamino)-2-deoxy-beta-D-glucopyranosyl)-L-asparagine

Details

• Internal ID: 7775afa2-84f0-427a-8e91-a886e8060ecb
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
• IUPAC Name: (2S)-4-[[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-2-amino-4-oxobutanoic acid
• InChI: InChI=1S/C12H21N3O8/c1-4(17)14-8-10(20)9(19)6(3-16)23-11(8)15-7(18)2-5(13)12(21)22/h5-6,8-11,16,19-20H,2-3,13H2,1H3,(H,14,17)(H,15,18)(H,21,22)/t5-,6+,8+,9+,10+,11+/m0/s1
• InChI Key: YTTRPBWEMMPYSW-HRRFRDKFSA-N
• Popularity: 124 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₁N₃O₈
• Molecular Weight: 335.31 g/mol
• Exact Mass: 335.13286464 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: -5.70
• Atomic LogP (AlogP): -4.15
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• H-Asn(GlcNAc-beta-D)-OH
• Aspartylglucosamine
• Aspartylglycosamine
• AADG
• N-acetylglucosaminylasparagine
• Aspartylglucosylamine
• Asparaginylglucosamine
• Acetylglucosaminylasparagine
• N(4)-(beta-N-acetyl-D-glucosaminyl)-L-asparagine
• Q9ODP9B8O5
• 4-N-2-Acetamido-2-deoxy-beta-D-glucopyranosyl-L-asparagine
• 2-Acetamido-1-N-(4'-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine
• 2-Acetamido-2-deoxy-b-D-glucopyranosyl L-asparagine
• (2S)-4-[[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]-2-amino-4-oxobutanoic acid
• N4-(acetyl-beta-D-glucosaminyl)asparagine
• 2-Acetamido-1-(beta-L-aspartamido)-1,2-dideoxy-beta-D-glucose
• N-(2-Acetylamino)-2-deoxy-beta-D-glucopyranosyl-L-asparagine
• 1-beta-aspartyl-N-acetyl-D-glucosaminylamine
• N4-(beta-N-acetyl-D-glucosaminyl)-L-asparagine
• N(4)-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-asparagine
• 2-acetamido-N-[(3S)-3-azaniumyl-3-carboxylatopropanoyl]-2-deoxy-beta-D-glucopyranosylamine
• H-Asn(GlcNAc-b-D)-OH
• H-Asn(GlcNAc--D)-OH
• UNII-Q9ODP9B8O5
• b-D-GlcNAc-1->N-Asn
• H-Asn(|A-D-glcnac)-OH
• beta-D-GlcNAc-1->N-Asn
• SCHEMBL243608
• beta-delta-GlcNAc-1->N-Asn
• L-ASPARAGINE, N-(2-(ACETYLAMINO)-2-DEOXY-.BETA.-D-GLUCOPYRANOSYL)-
• CHEBI:17261
• DTXSID401027514
• HY-N9446
• H-ASN(GLCNAC-.BETA.-D)-OH
• MFCD02259695
• beta-N-acetylglucosaminyl-L-asparagine
• FD21203
• CS-0173272
• N(4)-(acetyl-beta-D-glucosaminyl)asparagine
• C04540
• N(4)-(2-acetamido-2-deoxyglucopyranosyl)asparagine
• Q4807723
• W-202164
• 2-Acetamido-1-b-(L-aspartamido)-1,2-dideoxy-D-glucose
• 2-Acetamido-1-beta-(L-aspartamido)-1,2-dideoxy-D-glucose
• ASPARAGINE-N-ACETYL-.BETA.-D-GLUCOSAMINE CONJUGATE
• (N-g-(2-Acetamido-2-deoxy-b-D-gluco-pyranosyl)-L-asparagine
• 2-Acetamido-1-beta-(L-aspartamido)-1,2-dideoxy-delta-glucose
• 4-N-2-Acetamido-2-deoxy-beta-delta-glucopyranosyl-L-asparagine
• N-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)L-Asparagine
• (N-gamma-(2-Acetamido-2-deoxy-beta-D-gluco-pyranosyl)-L-asparagine
• 2-acetamido-N(1)-L-beta-aspartyl-2-deoxy-beta-D-glucopyranosylamine
• 2-acetamido-N-L-beta-aspartyl-2-deoxy-beta-D-glucopyranosylamine
• L-Asparagine, N-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)-
• N-(2-(acetylamino)-2-deoxy-beta-delta-glucopyranosyl)L-Asparagine
• N-(2-Acetylamino)-2-deoxy-beta-delta-glucopyranosyl-L-asparagine
• (N-gamma-(2-Acetamido-2-deoxy-beta-delta-gluco-pyranosyl)-L-asparagine
• 2-Acetamido-1-N-(4'-L-aspartyl)-2-deoxy-beta-delta-glucopyranosylamine
• ASPARAGINE, N-(2-ACETAMIDO-2-DEOXY-.BETA.-D-GLUCOPYRANOSYL)-
• N-(2-(ACETYLAMINO)-2-DEOXY-.BETA.-D-GLUCOPYRANOSYL)-L-ASPARAGINE
• AADG;Aspartylglucosamine;N--(2-Acetamido-2-deoxy--D-gluco-pyranosyl)-L-asparagine
• (2S)-2-amino-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9541	95.41%
Caco-2	-	0.9402	94.02%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Nucleus	0.4067	40.67%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.6898	68.98%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9806	98.06%
P-glycoprotein inhibitior	-	0.9020	90.20%
P-glycoprotein substrate	-	0.8381	83.81%
CYP3A4 substrate	-	0.5273	52.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8407	84.07%
CYP3A4 inhibition	-	0.9788	97.88%
CYP2C9 inhibition	-	0.9647	96.47%
CYP2C19 inhibition	-	0.9594	95.94%
CYP2D6 inhibition	-	0.9732	97.32%
CYP1A2 inhibition	-	0.9744	97.44%
CYP2C8 inhibition	-	0.9205	92.05%
CYP inhibitory promiscuity	-	0.9875	98.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7126	71.26%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9878	98.78%
Skin irritation	-	0.8178	81.78%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6717	67.17%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5726	57.26%
skin sensitisation	-	0.8956	89.56%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6996	69.96%
Acute Oral Toxicity (c)	III	0.4972	49.72%
Estrogen receptor binding	-	0.5773	57.73%
Androgen receptor binding	-	0.6566	65.66%
Thyroid receptor binding	-	0.6123	61.23%
Glucocorticoid receptor binding	-	0.5342	53.42%
Aromatase binding	-	0.6576	65.76%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.9691	96.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.40%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.26%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.22%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.11%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	84.73%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	84.60%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.57%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	83.68%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.73%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.25%	89.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.11%	96.61%
CHEMBL2514	O95665	Neurotensin receptor 2	81.40%	100.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.56%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.35%	89.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 123826
• LOTUS: LTS0260707
• wikiData: Q4807723