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Ganglioside GD2

CAT: 0804-HY-165740-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-165740-01Size:1 mg
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Description
Ganglioside GD2 (Disialoganglioside GD2), a member of the ganglioside family, is a tumor-associated antigen that is highly expressed in almost all neuroblastomas, as well as in most melanomas and retinoblastomas. Ganglioside GD2 contributes to tumor development by enhancing cell proliferation, motility, migration, adhesion, and invasion. Anti-Ganglioside GD2 strategies hold promise for research in the field of anti-tumor therapy[1].
CAS Number
65988-71-8
Product Name Alternative
Disialoganglioside GD2
UNSPSC
12352211
Target
Others
Type
Natural Products
Related Pathways
Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/ganglioside-gd2.html
Purity
97.04
Smiles
O=C([C@]1(OC[C@@H](O)[C@H]([C@H]2O[C@](C(O)=O)(O[C@@H]3[C@@H](O)[C@H](O[C@@H]4[C@@H](CO)O[C@@H](OC[C@H](NC(CCCCCCCCCCCCCCCCC)=O)[C@H](O)/C=C/CCCCCCCCCCCCC)[C@H](O)[C@H]4O)O[C@H](CO)[C@@H]3O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5NC(C)=O)C[C@@H](O)[C@@H]2NC(C)=O)O)O[C@H]([C@H](O)[C@H](O)CO)[C@@H](NC(C)=O)[C@H](O)C1)O
Molecular Formula
C78H138N4O34
Molecular Weight
1675.94
References & Citations
[1]Nazha B, et al. Disialoganglioside GD2 Expression in Solid Tumors and Role as a Target for Cancer Therapy. Front Oncol. 2020 Jul 7;10:1000. doi: 10.3389/fonc.2020.01000.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, sealed storage, away from moisture)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

ganglioside GD2

Ganglioside GD2 is a cell surface antigen expressed on all tumors of neuroectodermal origin, including melanoma, neuroblastomas, sarcoma, astrocytomas, and small cell lung cancer. GD2, an O-acetylated disialoganglioside, belongs to the group of glycosphingolipids that are widely expressed in many tissues and organs in vertebrates and have been suggested to be involved in the regulation of development and differentiation as recognition molecules or signal modulators. Due to its high level of expression in neuroblastoma, GD2 has the potential to be used as a component of anti-neuroblastoma vaccines, in addition to being used in polyvalent anti-melanoma vaccines.

CAS Number65988-71-8
PubChem CID6450346
IUPAC Name(2R,4R,5S,6S)-2-[3-[(2S,3S,4R,6S)-6-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4R,5R,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(E)-3-hydroxy-2-(octadecanoylamino)octadec-4-enoxy]oxan-3-yl]oxy-3-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3-amino-6-carboxy-4-hydroxyoxan-2-yl]-2,3-dihydroxypropoxy]-5-amino-4-hydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
Molecular FormulaC74H134N4O32
Molecular Weight1591.9
XLogP-1.9
Topological Polar Surface Area601
Hydrogen Bond Donor Count22
Hydrogen Bond Acceptor Count34
Rotatable Bond Count54
Heavy Atom Count110
Formal Charge0
Complexity2620
SMILES
CCCCCCCCCCCCCCCCCC(=O)NC(CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)NC(=O)C)O[C@@]4(C[C@H]([C@@H]([C@H](O4)C(C(CO[C@@]5(C[C@H]([C@@H]([C@H](O5)C(C(CO)O)O)N)O)C(=O)O)O)O)N)O)C(=O)O)O)O)O)C(/C=C/CCCCCCCCCCCCC)O
InChI
InChI=1S/C74H134N4O32/c1-4-6-8-10-12-14-16-18-19-21-23-25-27-29-31-33-52(89)78-43(44(84)32-30-28-26-24-22-20-17-15-13-11-9-7-5-2)40-101-69-61(95)60(94)63(50(38-81)104-69)106-70-62(96)67(64(51(39-82)105-70)107-68-55(77-42(3)83)59(93)58(92)49(37-80)103-68)110-74(72(99)100)35-46(86)54(76)66(109-74)57(91)48(88)41-102-73(71(97)98)34-45(85)53(75)65(108-73)56(90)47(87)36-79/h30,32,43-51,53-70,79-82,84-88,90-96H,4-29,31,33-41,75-76H2,1-3H3,(H,77,83)(H,78,89)(H,97,98)(H,99,100)/b32-30+/t43?,44?,45-,46-,47?,48?,49-,50-,51-,53+,54+,55-,56?,57?,58+,59-,60-,61-,62-,63-,64+,65+,66+,67-,68+,69-,70+,73-,74+/m1/s1
InChIKey
FFILOTSTFMXQJC-QCFYAKGBSA-N
Chemical Structure
2D Structure
2D structure of ganglioside GD2
CAS: 65988-71-8
CID: 6450346
Formula: C74H134N4O32
MW: 1591.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight1591.9
XLogP3-1.9
Hydrogen Bond Donor Count22
Hydrogen Bond Acceptor Count34
Rotatable Bond Count54
Exact Mass1590.8981181
Monoisotopic Mass1590.8981181
Topological Polar Surface Area601 Ų
Heavy Atom Count110
Formal Charge0
Complexity2620
Isotope Atom Count0
Defined Atom Stereocenter Count23
Undefined Atom Stereocenter Count6
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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