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trisodium (2R,3R,4S)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate
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ChemBase ID:
132481
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Molecular Formular:
C14H18NNa3O17S2
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Molecular Mass:
605.38853
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Monoisotopic Mass:
604.97092296
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SMILES and InChIs
SMILES:
CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](OC1O)COS(=O)(=O)[O-])O[C@H]1[C@@H]([C@H](C=C(O1)C(=O)[O-])O)OS(=O)(=O)[O-])O.[Na+].[Na+].[Na+]
Canonical SMILES:
CC(=O)N[C@H]1C(O)O[C@@H]([C@H]([C@@H]1O)O[C@@H]1OC(=C[C@@H]([C@H]1OS(=O)(=O)[O-])O)C(=O)[O-])COS(=O)(=O)[O-].[Na+].[Na+].[Na+]
InChI:
InChI=1S/C14H21NO17S2.3Na/c1-4(16)15-8-9(18)11(7(29-13(8)21)3-28-33(22,23)24)31-14-10(32-34(25,26)27)5(17)2-6(30-14)12(19)20;;;/h2,5,7-11,13-14,17-18,21H,3H2,1H3,(H,15,16)(H,19,20)(H,22,23,24)(H,25,26,27);;;/q;3*+1/p-3/t5-,7+,8+,9+,10+,11+,13?,14-;;;/m0.../s1
InChIKey:
WRWNGZNBPYOKPM-NYNVPWSXSA-K
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Cite this record
CBID:132481 http://www.chembase.cn/molecule-132481.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
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trisodium (2R,3R,4S)-2-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-3-(sulfonatooxy)-3,4-dihydro-2H-pyran-6-carboxylate
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IUPAC Traditional name
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trisodium (4S,5R,6R)-6-{[(2R,3S,4R,5R)-5-acetamido-4,6-dihydroxy-2-[(sulfonatooxy)methyl]oxan-3-yl]oxy}-4-hydroxy-5-(sulfonatooxy)-5,6-dihydro-4H-pyran-2-carboxylate
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Synonyms
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α-ΔUA-2S-[1→4]-GlcNAc-6S
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Heparin disaccharide I-A sodium salt
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CAS Number
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MDL Number
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PubChem SID
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PubChem CID
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DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
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-2.371331
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H Acceptors
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15
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H Donor
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4
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LogD (pH = 5.5)
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-11.201555
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LogD (pH = 7.4)
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-12.067805
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Log P
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-7.673027
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Molar Refractivity
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108.2437 cm3
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Polarizability
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41.936924 Å3
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Polar Surface Area
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290.47 Å2
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Rotatable Bonds
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9
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Lipinski's Rule of Five
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false
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DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
H9517
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Biochem/physiol Actions Products of the digestion of heparin and heparan sulfate by various heparinases Other Notes In the following listings, ΔUA = 4-deoxy-L-threo-hex-4-enopyranosyluronic acid; GlcN = D-glucosamine; Ac = Acetyl; NS, 2S, 6S, = N-sulfo, 2-sulfate and 6-sulfate respectively. Preparation Note Produced by the action of heparinase II |
PATENTS
PATENTS
PubChem Patent
Google Patent