ChemFOnt: Showing chemical card for Ganglioside GD2 (d18:1/22:1(13Z)) (CFc000007418)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:53:43 UTC

Chemfont ID

CFc000007418

Molecule Identification

Common Name

Ganglioside GD2 (d18:1/22:1(13Z))

Definition

3474

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₈₃H₁₄₅N₃O₃₄

Average Molecular Weight

1729.0391

Monoisotopic Molecular Weight

1727.970948803

IUPAC Name

(2S,4S,5R)-2-{[(1S,2R)-1-[(3R,4S,6S)-6-carboxy-6-{[(2R,3S,4R,5R,6S)-3-{[(2S,3R,4R,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-(2-oxopropyl)oxan-2-yl]oxy}-6-{[(2R,3S,4R,5R,6R)-6-{[(2S,3R)-2-(docos-13-enamido)-3-hydroxyoctadec-4-en-1-yl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy}-3-acetamido-4-hydroxyoxan-2-yl]-1,3-dihydroxypropan-2-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

None

SMILES

[H][C@@](O)(CO)[C@@]([H])(O)C1O[C@@](C[C@]([H])(O)[C@@]1([H])NC(C)=O)(O[C@]([H])(CO)[C@@]([H])(O)C1O[C@@](C[C@]([H])(O)[C@@]1([H])NC(C)=O)(O[C@]1([H])[C@@]([H])(O)[C@]([H])(O[C@]2([H])[C@@]([H])(CO)O[C@@]([H])(OC[C@]([H])(NC(=O)CCCCCCCCCCCC=CCCCCCCCC)[C@]([H])(O)C=CCCCCCCCCCCCCC)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(CO)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]1([H])CC(C)=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C83H145N3O34/c1-6-8-10-12-14-16-18-20-21-22-23-24-25-27-29-31-33-35-37-39-62(99)86-53(54(95)38-36-34-32-30-28-26-19-17-15-13-11-9-7-2)48-111-78-70(105)69(104)72(60(46-90)113-78)115-79-71(106)76(73(61(47-91)114-79)116-77-52(40-49(3)92)65(100)67(102)58(44-88)112-77)120-83(81(109)110)42-56(97)64(85-51(5)94)75(119-83)68(103)59(45-89)117-82(80(107)108)41-55(96)63(84-50(4)93)74(118-82)66(101)57(98)43-87/h20-21,36,38,52-61,63-79,87-91,95-98,100-106H,6-19,22-35,37,39-48H2,1-5H3,(H,84,93)(H,85,94)(H,86,99)(H,107,108)(H,109,110)/t52-,53+,54-,55+,56+,57-,58-,59-,60-,61-,63-,64-,65-,66-,67+,68-,69-,70-,71-,72-,73+,74?,75?,76-,77+,78-,79+,82-,83+/m1/s1

InChI Key

YRIKHHLTFIRSIW-KRTQJTBRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gangliosides. These are lipid molecules composed of a glycosphingolipid (ceramide and saccharide) with one or more sialic acids linked on the sugar chain. They are usually oligoglycosylceramides derived from lactosylceramide and containing a sialic acid residue such as N-acetylneuraminic acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Glycosphingolipids

Direct Parent

Gangliosides

Alternative Parents

Substituents

Neuaca2-3galb1-4glcb-cer_backbone
Glycosyl-n-acylsphingosine
Oligosaccharide
N-acylneuraminic acid or derivatives
N-acylneuraminic acid
Neuraminic acid
Fatty acyl glycoside
C-glucuronide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
C-glycosyl compound
Ketal
Fatty acyl
Pyran
Oxane
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Ketone
Carboxamide group
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0011854)
Extracellular (HMDB: HMDB0011854)

Source

Exogenous

Exogenous (HMDB: HMDB0011854)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011854)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.081 g/L	ALOGPS
logP	2.25	ALOGPS
logP	3.78	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	2.46	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	34	ChemAxon
Hydrogen Donor Count	21	ChemAxon
Polar Surface Area	594.95 Å²	ChemAxon
Rotatable Bond Count	60	ChemAxon
Refractivity	425.21 m³·mol⁻¹	ChemAxon
Polarizability	189.23 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028523

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ganglioside GD2 (d18:1/22:1(13Z)) (CFc000007418)

MOL for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

3D MOL for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

3D SDF for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

3D-SDF for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

PDB for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

3D PDB for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

SMILES for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

INCHI for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

Structure for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))

3D Structure for CFc000007418 (Ganglioside GD2 (d18:1/22:1(13Z)))