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Dodecyl Maltoside

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3 USDMF
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Also known as: 69227-93-6, N-dodecyl-beta-d-maltoside, Lauryl maltoside, Dodecyl maltoside, N-dodecyl b-d-maltoside, N-dodecyl beta-d-maltoside

Molecular Formula

C₂₄H₄₆O₁₁

Molecular Weight

510.6 g/mol

InChI Key

NLEBIOOXCVAHBD-QKMCSOCLSA-N

FDA UNII

DI107E57B4

Dodecyl Maltoside is an alkyl disaccharide compound and polar surfactant, with potential adenoviral transduction-enhancing activity. Upon administration as a bladder wash, dodecyl maltoside (DDM) acts as a surfactant and enhances adenoviral transduction and infection of the bladder urothelium. This may allow for an efficient delivery of oncolytic viruses in the treatment of bladder cancer.

1 2D Structure

Dodecyl Maltoside

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-dodecoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

2.1.2 InChI

InChI=1S/C24H46O11/c1-2-3-4-5-6-7-8-9-10-11-12-32-23-21(31)19(29)22(16(14-26)34-23)35-24-20(30)18(28)17(27)15(13-25)33-24/h15-31H,2-14H2,1H3/t15-,16-,17-,18+,19-,20-,21-,22-,23-,24-/m1/s1

2.1.3 InChI Key

NLEBIOOXCVAHBD-QKMCSOCLSA-N

2.1.4 Canonical SMILES

CCCCCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O

2.1.5 Isomeric SMILES

CCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

DI107E57B4

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dodecyl Maltoside

2. Dodecyl(-beta-d-)maltoside

3. Lauryl Maltoside

4. N-dodecyl-beta-d-maltoside

2.3.2 Depositor-Supplied Synonyms

1. 69227-93-6

2. N-dodecyl-beta-d-maltoside

3. Lauryl Maltoside

4. Dodecyl Maltoside

5. N-dodecyl B-d-maltoside

6. N-dodecyl Beta-d-maltoside

7. N-dodecyl-

8. A-d-maltoside

9. Dodecyl Beta-maltoside

10. Dodecyl Beta-d-maltoside

11. Chebi:43769

12. Dodecyl B-d-maltopyranoside

13. Di107e57b4

14. Mfcd00043012

15. (2r,3r,4s,5s,6r)-2-(((2r,3s,4r,5r,6r)-6-(dodecyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2h-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

16. Dodecyl 4-o-alpha-d-glucopyranosyl-beta-d-glucopyranoside

17. N-dodecyl-b-d-maltoside

18. Unii-di107e57b4

19. Lauryl Beta-maltoside

20. Dodecyl -d-maltoside

21. Lauryl Beta-d-maltoside

22. N-dodecyl-i(2)-d-maltoside

23. Schembl411624

24. Chembl1234047

25. Dtxsid30988948

26. Lauryl-.beta.-d-maltoside

27. Zinc16051829

28. N-dodecyl .beta.-d-maltoside

29. Akos016011222

30. Dodecyl 4-o-hexopyranosylhexopyranoside

31. Ds-6568

32. (2r,3r,4s,5s,6r)-2-((2r,3s,4r,5r,6r)-6-(dodecyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2h-pyran-3-yloxy)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

33. (2r,3r,4s,5s,6r)-2-[(2r,3s,4r,5r,6r)-6-dodecoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

34. Hy-128974

35. N-dodecyl Beta-d-maltoside, >=98% (gc)

36. Cs-0102968

37. 1-o-n-dodecyl-.beta.-dmaltopyranoside

38. F14800

39. 227d936

40. A866883

41. N-dodecyl Beta-d-maltoside, Bioxtra, >=98% (gc)

42. B-d-glucopyranoside, Dodecyl 4-o-a-d-glucopyranosyl-

43. Q27120527

44. Beta-d-glucopyranoside, Dodecyl 4-o-alpha-d-glucopyranosyl-

45. Dodecyl Alpha-d-glucopyranosyl-9(1->4)-beta-d-glucopyranoside

46. Wurcs=2.0/2,2,1/[a2122h-1b_1-5_1*occcccccccccc][a2122h-1a_1-5]/1-2/a4-b1

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₄H₄₆O₁₁
Molecular Weight	510.6 g/mol
XLogP3	1.4
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	11
Rotatable Bond Count	16
Exact Mass	510.30401228 g/mol
Monoisotopic Mass	510.30401228 g/mol
Topological Polar Surface Area	179 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	554
Isotope Atom Count	0
Defined Atom Stereocenter Count	10
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

Detergents

Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties. (See all compounds classified as Detergents.)

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