N-Acetylneuraminic acid

Basic Information

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CAS Number

131-48-6

Molecular Formula

C11H19NO9

Molecular Weight

309.27 g/mol

EINECS

205-023-1

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

White to Off-White

Melting Point

184-186 °C

Boiling Point

449.56°C (rough estimate)

Density

1.3580 (rough estimate)

Water Solubility

50 g/L (20 ºC)

Flash Point

193ºC

Solubility

50 g/L (20°C)

Refractive Index

-32 ° (C=1, H2O)

Specific Rotation

-32 º (c=2,water)

SMILES

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

InChI

InChI=1S/C11H19NO9/c1-4(14)12-8(5(15)2-6(16)11(20)21)10(19)9(18)7(17)3-13/h5,7-10,13,15,17-19H,2-3H2,1H3,(H,12,14)(H,20,21)/t5-,7+,8+,9+,10+/m0/s1

InChIKey

KBGAYAKRZNYFFG-BOHATCBPSA-N

LogP

-4.029199999999997

pKa

2.41±0.54(Predicted)

Topological Polar Surface Area

184.61999999999998 Å²

Hydrogen Bond Donor/Acceptor

7 / 10

Complexity

403

Safety Information

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GHS Hazard Pictograms

H319

Hazard Statement

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Stability

Stable. Incompatible with strong oxidizing agents.

Sensitiveness

Air Sensitive

Synonyms & References

English

5-(acetylamino)-3,5-dideoxy-d-glycero-d-galacto-2-nonulosonicaci
LACTAMINIC ACID
5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONU
5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID
5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-NONULOPYRANOSONIC ACID HYDRATE
5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTONONULOSONIC ACID
5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTONULOSONIC ACID
5-ACETYLAMINO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID
N-Acetylneuraminic acid
5-Acetamido-3,5-dideoxy-D-glycero-D-galactonulosonic acid
o-Sialic acid
Galactononulosonic acid
Lactaminic acid
NANA
N-Acetylneuraminic Acid Hydrate
(-)-N-ACETYLNEURAMIC ACID
ACETYLNEURAMINIC ACID, N-(RG)
N-Acetylneuraminic Acid
N-ACETYL-D-[2-13C]NEURAMINIC ACID
5-AcetaMido-3,5-Dideoxy-D-Glycero-D-Galacto-Nonulopyranosonic Acid
5-AcetaMido-3,5-dideoxy-D-glycero-D-galactononulosonic acid
5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid,Lactaminic acid,NAN
Aceneuramic acid
N-acetyl-D-neuraminic acid
NAN
NANA H2O
NANA TYPE IV-S
NANA TYPE VI
NEU5AC
SIALIC ACID
sialic acid powder

MDL Number

MFCD23134617

EC Number

205-023-1

Customs Code

29329970

FAQ

What is N-Acetylneuraminic acid (CAS: 131-48-6)?

N-Acetylneuraminic acid (CAS: 131-48-6) is a type of sialic acid, a nine-carbon sugar acid found in the cell surfaces of mammals. It is a key component in glycoproteins and glycolipids, playing a vital role in cell recognition and signaling. Its chemical formula is C11H20NO12, and it is known for its stability in aqueous solutions and its ability to participate in various biochemical processes.

What are the main uses of N-Acetylneuraminic acid (CAS: 131-48-6)?

N-Acetylneuraminic acid (CAS: 131-48-6) is widely used in pharmaceuticals for its role in neurological and immune functions. It is also employed in the food industry as a natural component in certain products and in research for studying carbohydrate metabolism and cell interactions. Additionally, it finds applications in biotechnology and biochemistry as a building block for synthetic molecules.

Is N-Acetylneuraminic acid (CAS: 131-48-6) safe?

N-Acetylneuraminic acid (CAS: 131-48-6) is generally considered safe when handled properly. It has low toxicity and is well-tolerated in biological systems. However, as with any chemical, it should be handled with care, using appropriate protective equipment such as gloves and goggles. Safety standards ensure its proper use in research and industrial applications.

How should N-Acetylneuraminic acid (CAS: 131-48-6) be stored?

N-Acetylneuraminic acid (CAS: 131-48-6) should be stored in a cool, dry place away from direct light. It is best kept in a sealed container to prevent moisture absorption and degradation. Storage at temperatures below 25°C and in low humidity conditions ensures stability and prolongs shelf life. Avoid exposure to strong oxidizing agents to maintain its chemical integrity.