Skip to Content
Merck

860074W

Avanti

C18:0 GM3 (synthetic)

Avanti Research™ - A Croda Brand

Synonym(s):

C18:0 GM3 Ganglioside (synthetic, ammonium salt)

Sign Into View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C59H111N3O21
CAS Number:
1246353-19-4
Molecular Weight:
1198.52
UNSPSC Code:
12352211
NACRES:
NA.25

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

C18:0 GM3 (synthetic), Avanti Research™ - A Croda Brand 860074W, methanol solution

Assay

>99% (TLC)

form

methanol solution

packaging

pkg of 1 × 1 mL (860074W-100ug)

manufacturer/tradename

Avanti Research™ - A Croda Brand 860074W

concentration

0.1 mg/mL (860074W-100ug)

lipid type

sphingolipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H][C@](/C=C/CCCCCCCCCCCCC)(O)[C@@]([H])(NC(CCCCCCCCCCCCCCCCC)=O)CO[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H]([C@H](O[C@@]3(C([O-])=O)O[C@@H]([C@H](O)[C@H](O)CO)[C@@](NC(C)=O)([H])[C@@H](O)C3)[C@H]2O)O)[C@@H](CO)O1.[NH4+]

InChI

1S/C59H108N2O21.H3N/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-46(69)61-40(41(66)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)38-77-56-51(73)50(72)53(45(37-64)79-56)80-57-52(74)55(49(71)44(36-63)78-57)82-59(58(75)76)34-42(67)47(60-39(3)65)54(81-59)48(70)

InChI key

WFQOHDPRXSLGNK-BLVJLEROSA-N

General description

Ganglioside monosialodihexosylganglioside (GM3) are membrane-bound glycosphingolipids (GSLs). It comprises a sialic acid residue and an oligosaccharide head structure. GM3 is present in milk and kidney cells. GM3 is the most widely present ganglioside in tissues.

Biochem/physiol Actions

Ganglioside monosialodihexosylganglioside (GM3) modulates apoptosis, cell proliferation and differentiation. It is also essential for cellular signaling pathways, cell adhesion and mobility. GM3 prevents the action of fibroblast growth factor receptor. Low levels of ganglioside GM3 is associated with the pathogenesis of rheumatoid arthritis. GM3 maintains immunological functions by inhibiting cytokine production.

Packaging

2 mL Amber Glass Sealed Ampule (860074W-100ug)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Igor Vukovic et al.
Kidney & blood pressure research, 40(3), 306-314 (2015-06-06)
Despite scientific advances, diabetic nephropathy remains both a therapeutical challenge, and one of the major diabetic complications. Chemical structure of gangliosides, the most complex of glycosphingolipids, is characterised by one or more sialic acids and carbohydrate groups linked to a

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service