1.0
2011-04-08 19:42:39 UTC
2019-11-26 03:20:53 UTC
FDB021795
3'-Sialyllactose
Sialyllactose is an oligossaccharide found in both human breast milk and cow's milk. It is the predominant sialylated component in milk. Sialyllactose has recently been shown to inhibit the infection of HIV-1 virus. Sialyllactose is also responsible for the inhibitory activity of milk on cholera toxin. [HMDB]
(2>3')-a-sialyllactose
(2>3')-alpha-sialyllactose
3'-(N-Acetyl-a-neuraminosyl)lactose
3'-(N-Acetyl-alpha-neuraminosyl)lactose
3'-a-Sialyllactose
3'-alpha-Sialyllactose
3'-Monosialyllactose
3'-N-Acetylneuraminyl-D-lactose
3'-N-Acetylneuraminyl-delta-lactose
3'-Sialyl-D-lactose
3'-Sialyl-delta-lactose
32-N-Acetyl-a-neuraminyllactose
32-N-Acetyl-alpha-neuraminyllactose
a-Neu5ac-(2>3)-b-D-gal-(1>4)-D-glc
a2,3-Sialyllactose
alpha-Neu5ac-(2>3)-beta-D-gal-(1>4)-D-glc
alpha-Neu5ac-(2>3)-beta-delta-gal-(1>4)-delta-glc
N-Acetylneuraminoyllactose
C23H39NO19
633.5511
633.211628071
2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
35890-38-1
CC(=O)NC1C(O)CC(OC2C(O)C(CO)OC(OC3C(CO)OC(O)C(O)C3O)C2O)(OC1C(O)C(O)CO)C(O)=O
InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)
CILYIEBUXJIHCO-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
Acetamides
C-glucuronides
C-glycosyl compounds
Carbonyl compounds
Carboxylic acids
Hemiacetals
Hydrocarbon derivatives
Ketals
Monocarboxylic acids and derivatives
Neuraminic acids
O-glycosyl compounds
Oligosaccharides
Organic oxides
Organonitrogen compounds
Organopnictogen compounds
Oxacyclic compounds
Oxanes
Polyols
Primary alcohols
Pyrans
Secondary alcohols
Secondary carboxylic acid amides
Acetal
Acetamide
Alcohol
Aliphatic heteromonocyclic compound
C-glucuronide
C-glycosyl compound
Carbonyl group
Carboxamide group
Carboxylic acid
Carboxylic acid derivative
Glycosyl compound
Hemiacetal
Hydrocarbon derivative
Ketal
Monocarboxylic acid or derivatives
N-acylneuraminic acid
Neuraminic acid
O-glycosyl compound
Oligosaccharide
Organic nitrogen compound
Organic oxide
Organoheterocyclic compound
Organonitrogen compound
Organopnictogen compound
Oxacycle
Oxane
Polyol
Primary alcohol
Pyran
Secondary alcohol
Secondary carboxylic acid amide
Solid
logp
-2.73
logs
-0.57
solubility
1.70e+02 g/l
logp
-6.7
pka_strongest_acidic
2.88
pka_strongest_basic
1.97
iupac
2-{[3,5-dihydroxy-2-(hydroxymethyl)-6-{[4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
average_mass
633.5511
mono_mass
633.211628071
smiles
CC(=O)NC1C(O)CC(OC2C(O)C(CO)OC(OC3C(CO)OC(O)C(O)C3O)C2O)(OC1C(O)C(O)CO)C(O)=O
formula
C23H39NO19
inchi
InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)
inchikey
CILYIEBUXJIHCO-UHFFFAOYSA-N
polar_surface_area
338.57
refractivity
129.13
polarizability
59.08
rotatable_bond_count
11
acceptor_count
20
donor_count
13
physiological_charge
-1
formal_charge
0
HMDB00825
#<Reference:0x0000555674cbd318>
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#<Reference:0x0000555674cbcb98>
#<Reference:0x0000555674cbc990>
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#<Reference:0x0000555674cbc5d0>
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#<Reference:0x0000555674cbc1c0>
#<Reference:0x0000555674cbc008>
#<Reference:0x0000555674ccbe40>
#<Reference:0x0000555674ccbc60>
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
Milk (Cow)
Type 2
specific
599.399
1131.716
67.082
uM
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