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lactitol

Structure via PubChem · Public domain (PubChem)

EntityQ415020· pop 31· linked from 172 articles

Also known as D-lactitol

Lactitol is a disaccharide sugar alcohol produced from lactose. It is used as a replacement bulk sweetener for low calorie foods with 30–40% of the sweetness of sucrose. It is also used medically as a laxative.

Key facts

Drug.pregnancy_US
N
Drug.image
lactitol.svg
Drug.image_class
skin-invert-image
Drug.JAN
Lactitol Hydrate
Drug.tradename
Importal, Pizensy, Lacty
Drug.DailyMedID
Lactitol
Drug.routes_of_administration
By mouth
Drug.ATC_prefix
A06
Drug.ATC_suffix
AD12
Drug.legal_US
Rx-only
Drug.CAS_number
585-86-4
Drug.PubChem
157355
Drug.DrugBank
DB12942
Drug.ChemSpiderID
138481
Drug.UNII
L2B0WJF7ZY
Drug.KEGG
D08266
Drug.ChEBI
75323
Drug.ChEMBL
1661

via Wikipedia infobox

Chemical data

Formula
C12H24O11
Molecular weight
344.31 g/mol
IUPAC name
(2S,3R,4R,5R)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexane-1,2,3,5,6-pentol
SMILES
C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](CO)O)O)O)O)O)O
InChIKey
VQHSOMBJVWLPSR-JVCRWLNRSA-N
XLogP
-5.2
Polar surface area
201 Ų
H-bond donors
9
H-bond acceptors
11
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
2020
Admin. routes
oral
Indications
Constipation, constipation disorder

via ChEMBL · EBI

Wikidata facts

Subclass of
disaccharide
Has part
hydrogen
Mass
344.131862
Has use
sweetener
Show 6 more facts
chemical formula
C₁₂H₂₄O₁₁
Commons category
Lactitol
canonical SMILES
C(C1C(C(C(C(O1)OC(C(CO)O)C(C(CO)O)O)O)O)O)O
isomeric SMILES
C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](CO)O)O)O)O)O)O
World Health Organisation international non-proprietary name
lactitol
subject has role
cathartic
Sources (2)

via Wikidata · CC0

~4 min read

Encyclopedic overview

7 sections
Contents
  • Production
  • Applications
  • Medical
  • Safety and health
  • History
  • References
  • External links

Lactitol is a disaccharide sugar alcohol produced from lactose. It is used as a replacement bulk sweetener for low calorie foods with 30–40% of the sweetness of sucrose. It is also used medically as a laxative.

==Production== Lactitol is produced by hydrogenation of lactose using Raney nickel catalyst. The product can be obtained as an anhydrous, monohydrate, or dihydrate. Two manufacturers, Danisco and Purac Biochem, produce about 10,000 tons/y.

Excerpted from Wikipedia’s “lactitol” article, available under the CC BY-SA 4.0 licence.