Lactitol monohydrateProduct ingredient for Lactitol

Name
Lactitol monohydrate
Drug Entry
Lactitol

Lactitol, also known as 4-β-D-galactopyranosyl-D-glucitol, is a sugar alcohol synthesized from lactose.3 It is used in food manufacturing as a nutritive sweetener and is approximately 35% as sweet as table sugar (i.e. sucrose).1 Clinically, lactitol has been investigated for use as an osmotic laxative and, along with other non-absorbable disaccharides such as lactulose, in the treatment of hepatic encephalopathy in patients with cirrhosis.2,3

Pizensy, an oral lactitol powder for solution, was approved by the FDA for use in chronic idiopathic constipation in February 2020.4

Accession Number
DBSALT002935
Structure
Synonyms
4-O-beta-D-Galactopyranosyl-D-glucitol monohydrate / Lactitol hydrate / Lactitol monohydrate
UNII
UH2K6W1Y64
CAS Number
81025-04-9
Weight
Average: 362.328
Monoisotopic: 362.142426277
Chemical Formula
C12H26O12
InChI Key
LXMBXZRLTPSWCR-XBLONOLSSA-N
InChI
InChI=1S/C12H24O11.H2O/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12;/h4-21H,1-3H2;1H2/t4-,5+,6+,7+,8-,9-,10+,11+,12-;/m0./s1
IUPAC Name
(2S,3R,4R,5R)-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexane-1,2,3,5,6-pentol hydrate
SMILES
O.OC[C@H](O)[C@@H](O)[C@H](O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)[C@H](O)CO
ChemSpider
2327416
ChEMBL
CHEMBL1200429
Wikipedia
Lactitol
Predicted Properties
PropertyValueSource
Water Solubility377.0 mg/mLALOGPS
logP-3.2ALOGPS
logP-5.5Chemaxon
logS0.04ALOGPS
pKa (Strongest Acidic)12.1Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count11Chemaxon
Hydrogen Donor Count9Chemaxon
Polar Surface Area200.53 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity70.82 m3·mol-1Chemaxon
Polarizability31.73 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon