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D-MANNOHEPTULOSE

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D-MANNOHEPTULOSE Basic information

Product Name:
D-MANNOHEPTULOSE
Synonyms:
  • d-Manno-[UL-13C7]hept-2-ulose
  • D-Mannoketoheptose
  • Ai3-61577
  • D-Manno-heptulose (8ci)
  • Einecs 222-795-5
  • Nsc 226836
  • ALPHA-D-MANNOHEPTULOSE
  • MANNOHEPTULOSE
CAS:
3615-44-9
MF:
C7H14O7
MW:
210.18
EINECS:
222-795-5
Product Categories:
  • carbohydrate
  • Carbohydrates
  • Carbohydrates & Derivatives
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
3615-44-9.mol
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D-MANNOHEPTULOSE Chemical Properties

Melting point:
148-150°C
alpha 
D20 +29° (c = 2 in H2O)
Boiling point:
628.0±55.0 °C(Predicted)
Density 
1.645±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
Methanol (Slightly), Water (Slightly)
form 
Solid
pka
11.86±0.20(Predicted)
color 
White to Off-White
optical activity
+29
Merck 
13,4686
BRN 
1726433
EPA Substance Registry System
D-manno-2-Heptulose (3615-44-9)
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Safety Information

Safety Statements 
24/25
WGK Germany 
2
HS Code 
29400090
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D-MANNOHEPTULOSE Usage And Synthesis

Description

D-Glucose is phosphorylated by glucokinase and three tissue-specific hexokinases to produce glucose-6-phosphate in humans. D-Mannoheptulose is a heptose that inhibits glucokinases and hexokinases from diverse organisms through competition with D-glucose (Ki = 0.25 mM). It blocks glucose oxidation and glucose-mediated insulin release from pancreatic islet cells. D-Mannoheptulose prevents the conversion of glucose to glucose-6-phosphate that can mediate the activation of the carbohydrate response element binding protein. By blocking glucose phosphorylation, D-mannoheptulose causes transient hyperglycemia in dogs when given at 1 g/kg but not at 8 mg/kg, although postprandial energy expenditure is increased at the lower dose.

Chemical Properties

White Solid

Uses

Mannoheptulose occurs naturally in avocado fruit. It is used for normalizing insulin levels and reducing weight.

Definition

ChEBI: D-keto-manno-heptulose is the open chain form of D-manno-heptulose.

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