UCSF

ZINC03793840

Draw Identity 99% 90% 80% 70%

Substance Information

In ZINC since Heavy atoms Benign functionality
September 26th, 2005 21 Yes

Popular Name: N-Acetylneuraminic Acid N-Acetylneuraminic Acid

Find On: PubMed — Wikipedia — Google

CAS Number: 131-48-6

Other Names:

(2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxypropyl)tetrahydro-2H-pyran-2-carboxylic acid

131-48-6; 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid; C00270; N-Acetylneuraminate; N-Acetylneuraminic acid; Neu5Ac

5-(Acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-Nonulopyranosonate;5-(Acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-Nonulopyranosonic acid;5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-Nonulosonate;5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galact

5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-Nonulosonate; 5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-Nonulosonic acid; 5-(Acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-Nonulopyranosonate; 5-(Acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2

5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-Nonulosonate;5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-Nonulosonic acid;5-(Acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-Nonulopyranosonate;5-(Acetylamino)-3,5-dideoxy-D-glycero-b-D-galacto-2-No

5-(Acetylamino)-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid monosodium salt; D-glycero-beta-D-galacto-2-Nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-, monosodium; KI-111; KI-III; LS-96964; Sodium 5-(acetylamino)-3,5-dideoxy-D-glycero-D-galac

5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid; N-Acetylneuraminate; N-Acetylneuraminic acid; Neu5Ac; bmse000057

5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid

5-N-ACETYL-BETA-D-NEURAMINIC ACID; beta-Neu5Ac

aceneuramic acid; acide aceneuramique; acidium aceneuramicum; acido aceneuramico

Aceneuramic acid; NeuAc; O-sialic acid

C19910; N-Acetyl-beta-neuraminate; beta-Neu5Ac

CHEBI:7214; CHEBI:21620; CHEBI:29087

CPD0-1123; N-acetyl-beta-neuraminate; beta-N-acetylneuraminate; beta-Neu5Ac

β-neu5ac

MFCD00006620

N-(-)-Acetylneuraminic acid

N-(-)-Acetylneuraminic acid, 97%

N-acetyl-beta-neuraminate

N-acetyl-beta-neuraminic acid

N-Acetyl-D-neuraminic acid

N-Acetylneuramic acid

N-ACETYLNEURAMINIC ACID ; [131-48-6]

N-Acetylneuraminic Acid Hydrate

N-Acetylneuraminic acid, 99%

N-Acetylneuraminicacid

NANA

Neu-5Ac

NPC-09

OT-0886

Sialic acid

Sialic Acid [131-48-6]; (N-Acetyl-neuraminic acid)

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) -2.04 -10.12 -59.16 6 10 -1 179 308.263 5 ↓

Vendor Notes

Note Type Comments Provided By
Mp [°C] 184 - 186 Acros Organics
MP 184-186 °C (dec.)(lit.) Indofine
MP 187o C Indofine
SOLUBILITY 50 g/L (20°C) Indofine
UniProt Database Links 8511_TRYCR; 8512_TRYCR; 8513_TRYCR; AGRIN_CHICK; AGRIN_HUMAN; AGRIN_MOUSE; AGRIN_RAT; ALL1_HORSE; APOC3_BOVIN; APOC3_HUMAN; APOC4_RABIT; APOE_HUMAN; CCL11_HUMAN; CCR5_ALOSE; CCR5_ATEGE; CCR5_BOVIN; CCR5_CALHU; CCR5_CALMO; CCR5_CANFA; CCR5_CERAS; CCR5_CERA ChEBI
Purity 97% Fluorochem
Melting_Point ca 185? dec. Alfa-Aesar
Melting_Point ca 185° dec. Alfa-Aesar
Patent Database Links EP1639994; EP1712557; EP1714660; EP1721611; EP1723951; EP1891968; US2007243629; US2007244037; US2007249524; US2007269833; US2008279765 ChEBI
UniProt Database Links NANM1_ECOL6; NANM2_ECOL6; NANM_BRUA2; NANM_BRUAB; NANM_BRUME; NANM_BRUO2; NANM_BRUSI; NANM_ECO24; NANM_ECO57; NANM_ECOHS; NANM_ECOK1; NANM_ECOL5; NANM_ECOLI; NANM_ECOUT; NANM_HAEI8; NANM_HAEIE; NANM_HAEIG; NANM_HAEIN; NANM_PASMU; NANM_SALAR; NANM_SALCH; N ChEBI
Reactome Database Links REACT_115699; REACT_115906; REACT_116118; REACT_19297; REACT_24990; REACT_25115; REACT_25121 ChEBI
S phrase S24/25: Avoid contact with skin and eyes. Acros Organics

Activity (Go SEA)

Direct Reactome Annotations (via ChEBI)

Description Species
Glycosphingolipid metabolism
N-Glycan antennae elongation
Organic anion transporters
Sialic acid metabolism

Analogs ( Draw Identity 99% 90% 80% 70% )