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Dextrans

Dextrans

Synopsis, Chemistry

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Also known as: L3l3xyp7mp, Lmwd, Schembl206877, Chembl1697742, O-alpha-d-glucopyranosyl-(1.6)-o-alpha-d-glucopyranosyl-(1.6)-d-glucose, Hy-n0913a

Molecular Formula

C₁₈H₃₂O₁₆

Molecular Weight

504.4 g/mol

InChI Key

FZWBNHMXJMCXLU-BLAUPYHCSA-N

FDA UNII

L3L3XYP7MP

A group of glucose polymers made by certain bacteria. Dextrans are used therapeutically as plasma volume expanders and anticoagulants. They are also commonly used in biological experimentation and in industry for a wide variety of purposes.

1 2D Structure

Dextrans

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3S,4R,5R)-2,3,4,5-tetrahydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexanal

2.1.2 InChI

InChI=1S/C18H32O16/c19-1-5(21)9(23)10(24)6(22)3-31-17-16(30)14(28)12(26)8(34-17)4-32-18-15(29)13(27)11(25)7(2-20)33-18/h1,5-18,20-30H,2-4H2/t5-,6+,7+,8+,9+,10+,11+,12+,13-,14-,15+,16+,17-,18-/m0/s1

2.1.3 InChI Key

FZWBNHMXJMCXLU-BLAUPYHCSA-N

2.1.4 Canonical SMILES

C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC(C(C(C(C=O)O)O)O)O)O)O)O)O)O)O)O

2.1.5 Isomeric SMILES

C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)OC[C@H]([C@H]([C@@H]([C@H](C=O)O)O)O)O)O)O)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

L3L3XYP7MP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dextran

2. Dextran 40000

3. Dextran 70

4. Dextran 75

5. Dextran 80

6. Dextran B 1355

7. Dextran B 1355 S

8. Dextran B-1355

9. Dextran B-1355-s

10. Dextran B1355

11. Dextran B512

12. Dextran Derivatives

13. Dextran M 70

14. Dextran T 40

15. Dextran T 500

16. Dextran T 70

17. Dextran T-40

18. Dextran T-500

19. Dextrans

20. Hemodex

21. Hyskon

22. Infukoll

23. Macrodex

24. Polyglucin

25. Promit

26. Rheodextran

27. Rheoisodex

28. Rheomacrodex

29. Rheopolyglucin

30. Rondex

31. Saviosol

2.3.2 Depositor-Supplied Synonyms

1. L3l3xyp7mp

2. Lmwd

3. Schembl206877

4. Chembl1697742

5. O-alpha-d-glucopyranosyl-(1.6)-o-alpha-d-glucopyranosyl-(1.6)-d-glucose

6. Hy-n0913a

7. Dtxsid701317190

8. 6-.alpha.-isomaltosylglucose

9. Zinc64622163

10. Cs-0109495

11. D-glucose, O-.alpha.-d-glucopyranosyl-(1->6)-o-.alpha.-d-glucopyranosyl-(1->6)-

12. O-alpha-d-glucopyranosyl-(1-->6)-o-alpha-d-glucopyranosyl-(1-->6)-d-glucose

13. Wurcs=2.0/2,3,2/[o2122h][a2122h-1a_1-5]/1-2-2/a6-b1_b6-c1

14. (2r,3s,4r,5r)-2,3,4,5-tetrahydroxy-6-(((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-((((2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)methyl)oxan-2-yl)oxy)hexanal

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₃₂O₁₆
Molecular Weight	504.4 g/mol
XLogP3	-7.2
Hydrogen Bond Donor Count	11
Hydrogen Bond Acceptor Count	16
Rotatable Bond Count	11
Exact Mass	504.16903493 g/mol
Monoisotopic Mass	504.16903493 g/mol
Topological Polar Surface Area	277 Å²
Heavy Atom Count	34
Formal Charge	0
Complexity	625
Isotope Atom Count	0
Defined Atom Stereocenter Count	14
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anticoagulants

Agents that prevent BLOOD CLOTTING. (See all compounds classified as Anticoagulants.)

Plasma Substitutes

Any liquid used to replace blood plasma, usually a saline solution, often with serum albumins, dextrans or other preparations. These substances do not enhance the oxygen- carrying capacity of blood, but merely replace the volume. They are also used to treat dehydration. (See all compounds classified as Plasma Substitutes.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Osmotic Activity [MoA]; Plasma Volume Expander [EPC]; Increased Intravascular Volume [PE]