N-Acetyl-D-Galactosamine

Details

• Internal ID: aa385c1a-97e4-4194-954d-83358641fb66
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Amino sugars > Acylaminosugars
• IUPAC Name: N-[(3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• InChI: InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8?/m1/s1
• InChI Key: OVRNDRQMDRJTHS-KEWYIRBNSA-N
• Popularity: 4,868 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₅NO₆
• Molecular Weight: 221.21 g/mol
• Exact Mass: 221.08993720 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.08
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• 2-Acetamido-2-Deoxy-D-Galactopyranoside
• 2-Acetamido-2-Deoxy-D-Galactose
• 2-Acetamido-2-Deoxy-Galactopyranose
• 2-Acetamido-2-Deoxy-Galactopyranoside
• 2-Acetamido-2-Deoxy-Galactose
• 2-Deoxy-2-Acetamido-D-Galactopyranose
• 2-Deoxy-2-Acetamido-D-Galactopyranoside
• 2-Deoxy-2-Acetamido-D-Galactose
• 2-Deoxy-2-Acetamido-Galactopyranose
• 2-Deoxy-2-Acetamido-Galactopyranoside
• 2-Deoxy-2-Acetamido-Galactose
• D-GalNAc
• GalNAc
• N-Acetyl-D-Galactosamine
• N-Acetyl-Galactosamine
• 14215-68-0
• N-((3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide
• N-Acetyl-D-chondrosamine
• 1136-42-1
• CHEBI:28037
• N-Acetylgalactosamine
• ACETAMIDO-2-DEOXY-D-GALACTOPYRANOSE, 2-(RG)
• N-[(3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
• ACETYLGALACTOSAMINE
• 6082-29-7
• C8H15NO6
• MFCD00065372
• 2-(Acetylamino)-2-deoxyhexopyranose #
• 2-Acetamido-2-deoxygalactopyranose
• Galactopyranose, 2-acetamido-2-deoxy-
• N acetyl d galactosamin
• Epitope ID:130648
• SCHEMBL29838
• CHEMBL469447
• N-[(2R,3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)-3-oxanyl]acetamide
• N-Acetyl-D-galactosamine, ~98%
• NGA
• AKOS016003462
• AM84632
• AS-12141
• A1245
• Acetamido-2-Deoxy-d-galactopyranose,2-(rg)
• CS-0207868
• 2-ACETAMIDO-2-DESOXY-D-GALACTOPYRANOSE
• A-1170
• C01132
• S11316
• EN300-7366607
• A807857
• A881021
• O_FULL_01000000000000_GS_25
• Q27103467
• WURCS=2.0/1,1,0/(a2112h-1x_1-5_2*NCC/3=O)/1/
• N-((3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-3-yl)acetamide
• N-[(3R,4R,5R,6R)-2,4,5-trihydroxy-6-methylol-tetrahydropyran-3-yl]acetamide
• N-[(3R,4R,5R,6R)-6-(hydroxymethyl)-2,4,5-tris(oxidanyl)oxan-3-yl]ethanamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9695	96.95%
Caco-2	-	0.9494	94.94%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6351	63.51%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	-	0.7738	77.38%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9842	98.42%
P-glycoprotein inhibitior	-	0.9513	95.13%
P-glycoprotein substrate	-	0.9446	94.46%
CYP3A4 substrate	-	0.5819	58.19%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.9856	98.56%
CYP2C9 inhibition	-	0.9516	95.16%
CYP2C19 inhibition	-	0.9403	94.03%
CYP2D6 inhibition	-	0.9655	96.55%
CYP1A2 inhibition	-	0.9657	96.57%
CYP2C8 inhibition	-	0.9818	98.18%
CYP inhibitory promiscuity	-	0.9634	96.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7470	74.70%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9958	99.58%
Skin irritation	-	0.8350	83.50%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6235	62.35%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7488	74.88%
Acute Oral Toxicity (c)	IV	0.4748	47.48%
Estrogen receptor binding	-	0.6955	69.55%
Androgen receptor binding	-	0.8587	85.87%
Thyroid receptor binding	-	0.6147	61.47%
Glucocorticoid receptor binding	-	0.7979	79.79%
Aromatase binding	-	0.8514	85.14%
PPAR gamma	-	0.8689	86.89%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.9590	95.90%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	562.3 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.81%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.43%	94.33%
CHEMBL2581	P07339	Cathepsin D	84.03%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	83.09%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	82.33%	83.82%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.46%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.95%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.26%	85.14%

Plants that contains it

• Prunus persica

Cross-Links

• PubChem: 35717
• LOTUS: LTS0028359
• wikiData: Q27103467