CAS 2776-93-4|(2S)-2-amino-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}propanoic acid|acetylglucosaminylasparagine|Aspartylglucosamine|beta-N-acetylglucosamin...

General Information

Structure

Molecular Formula

C₁₂H₂₁N₃O₈

Molecular Mass

335.31044

Exact Mass

335.13286465

Charge

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

InChIKey

YTTRPBWEMMPYSW-HRRFRDKFSA-N

Canonic Smiles

OC[C@H]1O[C@@H](NC(=O)C[C@@H](C(=O)O)N)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C

Isomeric Smiles

CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1NC(=O)C[C@@H](C(=O)O)N)CO)O)O

Calculated Properties

JChem

LogD (pH = 7.4)

-6.80

LogD (pH = 5.5)

-6.77

Log P

-6.77

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

1.57

Polar Surface Area

191.44

Polarizability

31.76

Molar Refractivity

72.02

LOG S

-0.69

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

(2S)-2-amino-3-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]carbamoyl}propanoic acid

IUPAC Traditional name

acetylglucosaminylasparagine

Synonyms

Aspartylglucosaminebeta-N-acetylglucosaminyl-L-asparagineN(4)-(beta-N-acetyl-D-glucosaminyl)-L-asparagineAADG2-acetamido-N-L-beta-aspartyl-2-deoxy-beta-D-glucopyranosylamineN-Acetylglucosaminylasparagine2-Acetamido-1-(beta-L-aspartamido)-1,2-dideoxy-beta-D-glucose2-Acetamido-1-N-(4'-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine2-acetamido-N(1)-L-beta-aspartyl-2-deoxy-beta-D-glucopyranosylamine1-beta-Aspartyl-N-acetyl-D-glucosaminylamineN4-(Acetyl-beta-D-glucosaminyl)asparagineN4-(beta-N-Acetyl-D-glucosaminyl)-L-asparagine

Names and Identifiers

Registration numbers

PubChem CID

123826

PubChem SID

1622203038144216

Chemspider ID

110370

MeSH Name

N-acetylglucosaminylasparagine

CHEBI ID