CAS 98603-84-0|Sialyl-Lewis X|(2S,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R)-5-acetamido-1,2-dihydroxy-6-oxo-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexan-3-yl]...

General Information

Structure

Molecular Formula

C₃₁H₅₂N₂O₂₃

Molecular Mass

820.74418

Exact Mass

820.29608593

Charge

InChI

InChI=1S/C31H52N2O23/c1-9-18(43)21(46)22(47)28(51-9)53-24(12(5-34)32-10(2)38)25(15(42)7-36)54-29-23(48)27(20(45)16(8-37)52-29)56-31(30(49)50)4-13(40)17(33-11(3)39)26(55-31)19(44)14(41)6-35/h5,9,12-29,35-37,40-48H,4,6-8H2,1-3H3,(H,32,38)(H,33,39)(H,49,50)/t9-,12-,13-,14+,15+,16+,17+,18+,19+,20-,21+,22-,23+,24+,25+,26+,27-,28-,29-,31-/m0/s1

InChIKey

LAQPKDLYOBZWBT-NYLDSJSYSA-N

Canonic Smiles

OC[C@H]([C@H]([C@@H]([C@@H](NC(=O)C)C=O)O[C@@H]1O[C@@H](C)[C@H]([C@H]([C@@H]1O)O)O)O[C@@H]1O[C@H](CO)[C@@H]([C@@H]([C@H]1O)O[C@@]1(C[C@H](O)[C@H]([C@@H](O1)[C@@H]([C@@H](CO)O)O)NC(=O)C)C(=O)O)O)O

Isomeric Smiles

O=C(N[C@@H]1[C@@H](O)C[C@](O[C@H]1[C@H](O)[C@H](O)CO)(O[C@@H]1[C@@H](O)[C@@H](O[C@H](CO)[C@@H]1O)O[C@@H]([C@H](O[C@@H]1O[C@H]([C@@H](O)[C@@H](O)[C@@H]1O)C)[C@H](C=O)NC(=O)C)[C@H](O)CO)C(=O)O)C

Calculated Properties

JChem

Acid pKa

2.8378649

H Acceptors

H Donor

LogD (pH = 5.5)

-11.361197

LogD (pH = 7.4)

-12.244403

Log P

-8.753391

Molar Refractivity

172.0011

Polarizability

71.32387

Polar Surface Area

410.71

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

Sialyl-Lewis X

IUPAC name

(2S,4S,5R,6R)-5-acetamido-2-{[(2S,3R,4S,5S,6R)-2-{[(2R,3R,4R,5R)-5-acetamido-1,2-dihydroxy-6-oxo-4-{[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

IUPAC Traditional name

sialyl-lewis X

Names and Identifiers

Registration numbers

CAS Number

PubChem CID

Wikipedia Title

CHEMBL