1.0
2010-04-08 22:04:51 UTC
2018-05-28 22:37:45 UTC
FDB001165
N-Glycolylneuraminic acid
Isolated from beef serum
N-Glycolylneuraminic acid (Neu5Gc) is a widely expressed sialic acid in mammalian cells. Although humans are genetically deficient in producing Neu5Gc, small amounts are present in human cells in vivo. A dietary origin was suggested by human volunteer studies and by observing that free Neu5Gc is metabolically incorporated into cultured human carcinoma cells by unknown mechanisms.
3,5-Dideoxy-5-[(hydroxyacetyl)amino]-D-glycero-D-galacto-2-nonulosonic acid, 9CI
Gcneu
N-glycoloyl-neuraminate
N-glycoloylneuraminate
N-glycoloylneuraminic acid
N-glycolylneuraminate
Neugc
Neungc
Neungl
NGNA
Porcine sialic acid
C11H19NO10
325.2693
325.100895833
5-[(1,2-dihydroxyethylidene)amino]-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
5-[(1,2-dihydroxyethylidene)amino]-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
1113-83-3
OCC(O)C(O)C1OC(O)(CC(O)C1NC(=O)CO)C(O)=O
InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)
FDJKUWYYUZCUJX-UHFFFAOYSA-N
belongs to the class of organic compounds known as n-acylneuraminic acids. These are neuraminic acids carrying an N-acyl substituent.
N-acylneuraminic acids
Organic compounds
Organic oxygen compounds
Organooxygen compounds
Carbohydrates and carbohydrate conjugates
Aliphatic heteromonocyclic compounds
Alpha hydroxy acids and derivatives
C-glucuronides
C-glycosyl compounds
Carbonyl compounds
Carboxylic acids
Hemiacetals
Hydrocarbon derivatives
Monocarboxylic acids and derivatives
Neuraminic acids
Organic oxides
Organonitrogen compounds
Organopnictogen compounds
Oxacyclic compounds
Oxanes
Polyols
Primary alcohols
Pyrans
Secondary alcohols
Secondary carboxylic acid amides
Alcohol
Aliphatic heteromonocyclic compound
Alpha-hydroxy acid
C-glucuronide
C-glycosyl compound
Carbonyl group
Carboxamide group
Carboxylic acid
Carboxylic acid derivative
Glycosyl compound
Hemiacetal
Hydrocarbon derivative
Hydroxy acid
Monocarboxylic acid or derivatives
N-acylneuraminic acid
Neuraminic acid
Organic nitrogen compound
Organic oxide
Organoheterocyclic compound
Organonitrogen compound
Organopnictogen compound
Oxacycle
Oxane
Polyol
Primary alcohol
Pyran
Secondary alcohol
Secondary carboxylic acid amide
logp
-2.81
logs
-0.46
solubility
1.13e+02 g/l
melting_point
Mp 185-187°
logp
-3.7
pka_strongest_acidic
2.85
pka_strongest_basic
1.19
iupac
5-[(1,2-dihydroxyethylidene)amino]-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
average_mass
325.2693
mono_mass
325.100895833
smiles
OCC(O)C(O)C1OC(O)(CC(O)C1NC(=O)CO)C(O)=O
formula
C11H19NO10
inchi
InChI=1S/C11H19NO10/c13-2-5(16)8(18)9-7(12-6(17)3-14)4(15)1-11(21,22-9)10(19)20/h4-5,7-9,13-16,18,21H,1-3H2,(H,12,17)(H,19,20)
inchikey
FDJKUWYYUZCUJX-UHFFFAOYSA-N
polar_surface_area
200.5
refractivity
66.01
polarizability
28.72
rotatable_bond_count
6
acceptor_count
11
donor_count
8
physiological_charge
-1
formal_charge
0
Specdb::NmrOneD
180981
Specdb::NmrOneD
180982
Specdb::NmrOneD
180983
Specdb::NmrOneD
180984
Specdb::NmrOneD
180985
Specdb::NmrOneD
180986
Specdb::NmrOneD
180987
Specdb::NmrOneD
180988
Specdb::NmrOneD
180989
Specdb::NmrOneD
180990
Specdb::NmrOneD
180991
Specdb::NmrOneD
180992
Specdb::NmrOneD
180993
Specdb::NmrOneD
180994
Specdb::NmrOneD
180995
Specdb::NmrOneD
180996
Specdb::NmrOneD
180997
Specdb::NmrOneD
180998
Specdb::NmrOneD
180999
Specdb::NmrOneD
181000
Specdb::CMs
103946
Specdb::CMs
115884
Specdb::CMs
125448
Specdb::CMs
127055
Specdb::CMs
127565
Specdb::CMs
801303
Specdb::CMs
801304
Specdb::CMs
801305
Specdb::CMs
801306
Specdb::CMs
801307
Specdb::CMs
801308
Specdb::CMs
801309
Specdb::CMs
801310
Specdb::CMs
801311
Specdb::CMs
801312
Specdb::CMs
801313
Specdb::CMs
801314
Specdb::CMs
801315
Specdb::CMs
801316
Specdb::CMs
801317
Specdb::CMs
801318
Specdb::CMs
801319
Specdb::CMs
801320
Specdb::CMs
801321
Specdb::CMs
801322
Specdb::MsMs
44652
Specdb::MsMs
44653
Specdb::MsMs
44654
Specdb::MsMs
117504
Specdb::MsMs
117505
Specdb::MsMs
117506
Specdb::MsMs
3390754
Specdb::MsMs
3390755
Specdb::MsMs
3390756
Specdb::MsMs
3390757
Specdb::MsMs
3390758
Specdb::MsMs
3390759
HMDB00833
29025
Anatidae
Type 1
specific
Anatidae
8830
Beefalo
Type 1
specific
Bos taurus X Bison bison
297284
Bison
Type 1
specific
Bison bison
9901
Buffalo
Type 1
specific
Bubalus bubalis
89462
Cattle (Beef, Veal)
Type 1
specific
Bos taurus
9913
Chicken
Type 1
specific
Gallus gallus
9031
Columbidae (Dove, Pigeon)
Type 1
specific
Columbidae
8930
Deer
Type 1
specific
Cervidae
9850
Domestic goat
Type 1
specific
Capra aegagrus hircus
9925
Domestic pig
Type 1
specific
Sus scrofa domestica
9825
Elk
Type 1
specific
Cervus canadensis
1574408
Emu
Type 1
specific
Dromaius novaehollandiae
8790
European rabbit
Type 1
specific
Oryctolagus
9984
Greylag goose
Type 1
specific
Anser anser
8843
Guinea hen
Type 1
specific
Numida meleagris
8996
Horse
Type 1
specific
Equus caballus
9796
Mallard duck
Type 1
specific
Anas platyrhynchos
8839
Mountain hare
Type 1
specific
Lepus timidus
62621
Mule deer
Type 1
specific
Odocoileus
9871
Ostrich
Type 1
specific
Struthio camelus
8801
Pheasant
Type 1
specific
Phasianus colchicus
9054
Quail
Type 1
specific
Phasianidae
9005
Rabbit
Type 1
specific
Leporidae
9979
Rock ptarmigan
Type 1
specific
Lagopus muta
64668
Sheep (Mutton, Lamb)
Type 1
specific
Ovis aries
9940
Squab
Type 1
specific
Columba
8931
Turkey
Type 1
specific
Meleagris gallopavo
9103
Velvet duck
Type 1
specific
Melanitta fusca
371864
Wild boar
Type 1
specific
Sus scrofa
9823