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Substance Name: Lactulose [USAN:USP:INN:BAN:JAN]
RN: 4618-18-2
UNII: 9U7D5QH5AE
InChIKey: JCQLYHFGKNRPGE-FCVZTGTOSA-N

Note

  • A synthetic disaccharide used in the treatment of constipation and hepatic encephalopathy. It has also been used in the diagnosis of gastrointestinal disorders. (From Martindale, The Extra Pharmacopoeia, 30th ed, p887)

Molecular Formula

  • C12-H22-O11

Molecular Weight

  • 342.295
 

Classification Codes

  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Human Data
  • Laxative

Names and Synonyms

Name of Substance

  • Lactulose
  • Lactulose [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Lactulose

Synonyms

  • 4-O-beta-D-Galactopyranosyl-D-fructofuranose
  • 4-O-beta-D-Galactopyranosyl-D-fructose
  • 4-O-beta-D-Galattopiranosil-D-fruttofuranosio
  • 4-O-beta-D-Galattopiranosil-D-fruttofuranosio [Italian]
  • 5-17-07-00214 (Beilstein Handbook Reference)
  • Acilac
  • Actilax
  • Bifiteral
  • BRN 0093773
  • Cephulac
  • Cholac
  • Chronulac
  • Constilac
  • Constulose
  • D-Lactulose
  • Duphalac
  • EINECS 225-027-7
  • Enulose
  • Evalose
  • Generlac
  • Heptalac
  • Isolactose
  • Kristalose
  • Lactulosa
  • Lactulosa [INN-Spanish]
  • Lactulosa [Spanish]
  • Lactulose
  • Lactulosum
  • Lactulosum [INN-Latin]
  • Lactulosum [Latin]
  • Laevolac
  • Lattulosio
  • Lattulosio [Italian]
  • Laxilose
  • Portalac
  • UNII-9U7D5QH5AE

Systematic Names

  • D-Fructose, 4-O-beta-D-galactopyranosyl-
  • Fructofuranose, 4-O-beta-D-galactopyranosyl-, D-
  • Lactulose

Registry Numbers

CAS Registry Number

  • 4618-18-2

FDA UNII

  • 9U7D5QH5AE

Other Registry Numbers

  • 29319-45-7
  • 33980-82-4
  • 40773-84-0
  • 576-08-9

System Generated Number

  • 0004618182

Structure Descriptors

InChI

1S/C12H22O11/c13-1-4-6(16)7(17)8(18)11(21-4)22-9-5(2-14)23-12(20,3-15)10(9)19/h4-11,13-20H,1-3H2/t4-,5-,6+,7+,8-,9-,10+,11+,12-/m1/s1

InChIKey

JCQLYHFGKNRPGE-FCVZTGTOSA-N

Smiles

O([C@@H]1[C@H](O[C@@]([C@H]1O)(CO)O)CO)[C@@H]1O[C@@H]([C@H](O)[C@@H]([C@H]1O)O)CO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 12gm/kg (12000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
mouse LD50 intraperitoneal 15800mg/kg (15800mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
mouse LD50 intravenous 9960mg/kg (9960mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
mouse LD50 oral 31gm/kg (31000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
mouse LD50 oral 31gm/kg (31000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
mouse LD50 subcutaneous 29600mg/kg (29600mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
rabbit LDLo oral 24gm/kg (24000mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: MUSCLE WEAKNESS
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
rat LD50 intraperitoneal 16gm/kg (16000mg/kg)   Bollettino Chimico Farmaceutico. Vol. 115, Pg. 596, 1976.
rat LD50 intravenous 13500mg/kg (13500mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
rat LD50 intravenous 13500mg/kg (13500mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
rat LD50 oral 18160mg/kg (18160mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 96, Pg. 301, 1990.
rat LD50 subcutaneous 33500mg/kg (33500mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3517, 1973.
women TDLo unreported 40mg/kg/3D (40mg/kg)   Drug Intelligence and Clinical Pharmacy. Vol. 18, Pg. 70, 1984.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 169 deg C   EXP
log P (octanol-water) -4.670 (none)   EST
Water Solubility 7.64E+05 mg/L 30 EXP
Atmospheric OH Rate Constant 1.42E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.