1.0
2016-09-30 23:24:04 UTC
2020-04-22 15:18:04 UTC
BMDB0006605
BMDB06605
Sialyl Lewis<sup>a</sup> penta
Sialyl lewisa penta
(2S,4S,5R)-2-{[(2R,3R,4R,5S,6R)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-5-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylate
C43H72N2O33
1145.03
1144.401732786
(2S,4S,5R)-2-{[(2R,3R,4R,5S,6R)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-5-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
sialyl lea penta
[H][C@@](O)(CO)[C@@]([H])(O)C1([H])O[C@@](C[C@]([H])(O)[C@@]1([H])N=C(C)O)(O[C@]1([H])[C@@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]2([H])[C@]([H])(O[C@]3([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]3([H])O)[C@@]([H])(CO)O[C@@]([H])(O[C@@]3([H])[C@@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]([H])([C@]([H])(O)CO)[C@]([H])(O)[C@@]([H])(O)C=O)[C@]3([H])O)[C@]2([H])N=C(C)O)[C@]1([H])O)C(O)=O
InChI=1S/C43H72N2O33/c1-11-23(58)28(63)29(64)39(69-11)74-33-20(10-51)72-38(76-36-26(61)18(8-49)70-40(30(36)65)73-32(17(57)7-48)24(59)15(55)5-46)22(45-13(3)53)35(33)75-41-31(66)37(27(62)19(9-50)71-41)78-43(42(67)68)4-14(54)21(44-12(2)52)34(77-43)25(60)16(56)6-47/h5,11,14-41,47-51,54-66H,4,6-10H2,1-3H3,(H,44,52)(H,45,53)(H,67,68)/t11-,14-,15-,16+,17+,18+,19+,20+,21+,22+,23+,24+,25+,26-,27-,28+,29-,30+,31+,32+,33+,34?,35-,36-,37+,38-,39-,40-,41-,43-/m0/s1
DBXMZPZIFJCVQO-HSBOVWGUSA-N
belongs to the class of organic compounds known as neuraminic acids. These are carbohydrate derivatives containing a neuraminic acid moiety.
Organic compounds
Organic oxygen compounds
Organooxygen compounds
Carbohydrates and carbohydrate conjugates
Neuraminic acids
Alkyl glycosides
Alpha-hydroxyaldehydes
Beta-hydroxy aldehydes
C-glucuronides
C-glycosyl compounds
Carboximidic acids
Carboxylic acids
Hydrocarbon derivatives
Ketals
Monocarboxylic acids and derivatives
N-acyl-alpha-hexosamines
O-glycosyl compounds
Oligosaccharides
Organic oxides
Organonitrogen compounds
Organopnictogen compounds
Oxacyclic compounds
Oxanes
Polyols
Primary alcohols
Propargyl-type 1,3-dipolar organic compounds
Pyrans
Secondary alcohols
Acetal
Alcohol
Aldehyde
Aliphatic heteromonocyclic compound
Alkyl glycoside
Alpha-hydroxyaldehyde
Beta-hydroxy aldehyde
C-glucuronide
C-glycosyl compound
Carbonyl group
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Carboxylic acid derivative
Fatty acyl
Fatty acyl glycoside
Glycosyl compound
Hydrocarbon derivative
Ketal
Monocarboxylic acid or derivatives
N-acyl-alpha-hexosamine
Neuraminic acid
O-glycosyl compound
Oligosaccharide
Organic 1,3-dipolar compound
Organic nitrogen compound
Organic oxide
Organoheterocyclic compound
Organonitrogen compound
Organopnictogen compound
Oxacycle
Oxane
Polyol
Primary alcohol
Propargyl-type 1,3-dipolar organic compound
Pyran
Secondary alcohol
Aliphatic heteromonocyclic compounds
Solid
logp
-2.58
ALOGPS
logs
-0.71
ALOGPS
logp
-11
ChemAxon
pka_strongest_acidic
2.89
ChemAxon
pka_strongest_basic
1.97
ChemAxon
iupac
(2S,4S,5R)-2-{[(2R,3R,4R,5S,6R)-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-{[(2R,3R,4R,5R)-1,2,4,5-tetrahydroxy-6-oxohexan-3-yl]oxy}oxan-4-yl]oxy}-3-[(1-hydroxyethylidene)amino]-6-(hydroxymethyl)-5-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-4-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-5-[(1-hydroxyethylidene)amino]-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
ChemAxon
average_mass
1145.03
ChemAxon
mono_mass
1144.401732786
ChemAxon
smiles
[H][C@@](O)(CO)[C@@]([H])(O)C1([H])O[C@@](C[C@]([H])(O)[C@@]1([H])N=C(C)O)(O[C@]1([H])[C@@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]2([H])[C@]([H])(O[C@]3([H])O[C@@]([H])(C)[C@@]([H])(O)[C@@]([H])(O)[C@]3([H])O)[C@@]([H])(CO)O[C@@]([H])(O[C@@]3([H])[C@@]([H])(O)[C@@]([H])(CO)O[C@@]([H])(O[C@]([H])([C@]([H])(O)CO)[C@]([H])(O)[C@@]([H])(O)C=O)[C@]3([H])O)[C@]2([H])N=C(C)O)[C@]1([H])O)C(O)=O
ChemAxon
formula
C43H72N2O33
ChemAxon
inchi
InChI=1S/C43H72N2O33/c1-11-23(58)28(63)29(64)39(69-11)74-33-20(10-51)72-38(76-36-26(61)18(8-49)70-40(30(36)65)73-32(17(57)7-48)24(59)15(55)5-46)22(45-13(3)53)35(33)75-41-31(66)37(27(62)19(9-50)71-41)78-43(42(67)68)4-14(54)21(44-12(2)52)34(77-43)25(60)16(56)6-47/h5,11,14-41,47-51,54-66H,4,6-10H2,1-3H3,(H,44,52)(H,45,53)(H,67,68)/t11-,14-,15-,16+,17+,18+,19+,20+,21+,22+,23+,24+,25+,26-,27-,28+,29-,30+,31+,32+,33+,34?,35-,36-,37+,38-,39-,40-,41-,43-/m0/s1
ChemAxon
inchikey
DBXMZPZIFJCVQO-HSBOVWGUSA-N
ChemAxon
polar_surface_area
575.99
ChemAxon
refractivity
237.87
ChemAxon
polarizability
107.72
ChemAxon
rotatable_bond_count
24
ChemAxon
acceptor_count
35
ChemAxon
donor_count
21
ChemAxon
physiological_charge
-1
ChemAxon
formal_charge
0
ChemAxon
number_of_rings
5
ChemAxon
bioavailability
0
ChemAxon
rule_of_five
Yes
ChemAxon
ghose_filter
Yes
ChemAxon
veber_rule
Yes
ChemAxon
mddr_like_rule
Yes
ChemAxon
Specdb::MsMs
1283104
Specdb::MsMs
1283105
Specdb::MsMs
1283106
Specdb::MsMs
1397944
Specdb::MsMs
1397945
Specdb::MsMs
1397946