Home > Compound List > Compound details
136098-00-5 molecular structure
click picture or here to close

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

ChemBase ID: 132481
Molecular Formular: C14H18NNa3O17S2
Molecular Mass: 605.38853
Monoisotopic Mass: 604.97092296
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

Cite this record

CBID:132481 http://www.chembase.cn/molecule-132481.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
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
IUPAC Traditional name
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
Synonyms
α-ΔUA-2S-[1→4]-GlcNAc-6S
Heparin disaccharide I-A sodium salt
CAS Number
136098-00-5
MDL Number
MFCD00466925
PubChem SID
162226758
24895856
PubChem CID
11365472

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
H9517 external link Add to cart Please log in.
Data Source Data ID
PubChem 11365472 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa -2.371331  H Acceptors 15 
H Donor LogD (pH = 5.5) -11.201555 
LogD (pH = 7.4) -12.067805  Log P -7.673027 
Molar Refractivity 108.2437 cm3 Polarizability 41.936924 Å3
Polar Surface Area 290.47 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Bioassay(PubChem)
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - H9517 external link
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

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle