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3615-44-9

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3615-44-9 Usage

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

Different sources of media describe the Uses of 3615-44-9 differently. You can refer to the following data:
1. Mannoheptulose occurs naturally in avocado fruit. It is used for normalizing insulin levels and reducing weight.
2. Mannoheptulose occurs naturally in avocado fruit.

Check Digit Verification of cas no

The CAS Registry Mumber 3615-44-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,1 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3615-44:
(6*3)+(5*6)+(4*1)+(3*5)+(2*4)+(1*4)=79
79 % 10 = 9
So 3615-44-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H14O7/c8-1-3-4(10)5(11)6(12)7(13,2-9)14-3/h3-6,8-13H,1-2H2/t3?,4-,5-,6?,7?/m1/s1

3615-44-9 Well-known Company Product Price

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  • Sigma-Aldrich

  • (73518)  D-Mannoheptulose  analytical standard

  • 3615-44-9

  • 73518-10MG

  • 3,316.95CNY

  • Detail

3615-44-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name D-Mannoheptulose

1.2 Other means of identification

Product number -
Other names D-MANNOHEPTULOSE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3615-44-9 SDS

3615-44-9Synthetic route

2-nitro-1-ethanol
625-48-9

2-nitro-1-ethanol

D-Arabinose
10323-20-3

D-Arabinose

sodium methylate
124-41-4

sodium methylate

A

D-mannoheptulose
3615-44-9

D-mannoheptulose

B

(3R,4S,5R,6R)-1,3,4,5,6,7-Hexahydroxy-heptan-2-one
5349-37-1

(3R,4S,5R,6R)-1,3,4,5,6,7-Hexahydroxy-heptan-2-one

Conditions
ConditionsYield
Behandeln des Reaktionsprodukts mit wss.Schwefelsaeure;
2-nitro-1-ethanol
625-48-9

2-nitro-1-ethanol

D-Arabinose
10323-20-3

D-Arabinose

A

D-mannoheptulose
3615-44-9

D-mannoheptulose

B

(3R,4S,5R,6R)-1,3,4,5,6,7-Hexahydroxy-heptan-2-one
5349-37-1

(3R,4S,5R,6R)-1,3,4,5,6,7-Hexahydroxy-heptan-2-one

Conditions
ConditionsYield
With methanol; sodium methylate und Behandeln des Reaktionsprodukts mit wss.Schwefelsaeure;
C7H14O7

C7H14O7

D-mannoheptulose
3615-44-9

D-mannoheptulose

Conditions
ConditionsYield
With sulfuric acid; water at 60℃; for 12h;0.53 g
methanol
67-56-1

methanol

D-mannoheptulose
3615-44-9

D-mannoheptulose

methyl α-D-manno-heptulopyranoside
101629-28-1

methyl α-D-manno-heptulopyranoside

Conditions
ConditionsYield
With hydrogenchloride at 25℃; for 17h;95%
With hydrogenchloride
D-mannoheptulose
3615-44-9

D-mannoheptulose

acetone
67-64-1

acetone

1,2:3,4:6,7-tri-O-isopropylidene-D-manno-heptulofuranose
101561-45-9, 101561-46-0

1,2:3,4:6,7-tri-O-isopropylidene-D-manno-heptulofuranose

Conditions
ConditionsYield
With sulfuric acid; copper(II) sulfate at 25℃; for 24h;56%
pyridine
110-86-1

pyridine

D-mannoheptulose
3615-44-9

D-mannoheptulose

acetic anhydride
108-24-7

acetic anhydride

A

Hexa-O-acetyl-α-D-manno-[2]heptulopyranose
66904-33-4

Hexa-O-acetyl-α-D-manno-[2]heptulopyranose

B

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose

D-mannoheptulose
3615-44-9

D-mannoheptulose

A

volemitol
488-38-0

volemitol

B

perseitol
527-06-0

perseitol

Conditions
ConditionsYield
With sodium amalgam
D-mannoheptulose
3615-44-9

D-mannoheptulose

2,7-anhydro-manno-2-heptulopyranose
7739-21-1

2,7-anhydro-manno-2-heptulopyranose

Conditions
ConditionsYield
With sulfuric acid
D-mannoheptulose
3615-44-9

D-mannoheptulose

acetic anhydride
108-24-7

acetic anhydride

A

Hexa-O-acetyl-α-D-manno-[2]heptulopyranose
66904-33-4

Hexa-O-acetyl-α-D-manno-[2]heptulopyranose

B

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose

Conditions
ConditionsYield
With pyridine
D-mannoheptulose
3615-44-9

D-mannoheptulose

acetic anhydride
108-24-7

acetic anhydride

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose

O1,O3,O4,O5,O7-Pentaacetyl-D-manno-[2]heptulose

Conditions
ConditionsYield
With pyridine
D-mannoheptulose
3615-44-9

D-mannoheptulose

sulfuric acid
7664-93-9

sulfuric acid

2,7-anhydro-β-D-manno-<2>heptulopyranose

2,7-anhydro-β-D-manno-<2>heptulopyranose

D-mannoheptulose
3615-44-9

D-mannoheptulose

water
7732-18-5

water

periodic acid

periodic acid

A

formaldehyd
50-00-0

formaldehyd

B

formic acid
64-18-6

formic acid

C

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 20℃; zeitlicher Verlauf;
D-mannoheptulose
3615-44-9

D-mannoheptulose

sodium amalgam

sodium amalgam

A

volemitol
488-38-0

volemitol

B

d-perseitol

d-perseitol

D-mannoheptulose
3615-44-9

D-mannoheptulose

A

volemitol
488-38-0

volemitol

B

perseitol

perseitol

Conditions
ConditionsYield
With sodium amalgam
D-mannoheptulose
3615-44-9

D-mannoheptulose

methyl α-D-manno-heptuloside-7-diphenylphosphate
101561-41-5

methyl α-D-manno-heptuloside-7-diphenylphosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / HCl / 17 h / 25 °C
2: pyridine / 17 h / 25 °C / 2.2 eqv. phosphorylating reagent
View Scheme
D-mannoheptulose
3615-44-9

D-mannoheptulose

D-manno-heptulose 7-phosphate, disodium salt
101561-44-8

D-manno-heptulose 7-phosphate, disodium salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / HCl / 17 h / 25 °C
2: pyridine / 17 h / 25 °C / 2.2 eqv. phosphorylating reagent
3: 78 percent / hydrogen / PtO2 / methanol / 16 h / 25 °C
4: 62 percent / 0.33percent aq. H2SO4 / 0.5 h / 100 °C
View Scheme
D-mannoheptulose
3615-44-9

D-mannoheptulose

methyl α-D-manno-heptuloside 7-phosphate disodium salt
101561-43-7

methyl α-D-manno-heptuloside 7-phosphate disodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 95 percent / HCl / 17 h / 25 °C
2: pyridine / 17 h / 25 °C / 2.2 eqv. phosphorylating reagent
3: 78 percent / hydrogen / PtO2 / methanol / 16 h / 25 °C
View Scheme
D-mannoheptulose
3615-44-9

D-mannoheptulose

methyl α-D-manno-heptuloside 1,7-bis(diphenyl phosphate)

methyl α-D-manno-heptuloside 1,7-bis(diphenyl phosphate)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / HCl / 17 h / 25 °C
2: 57 percent / pyridine / 17 h / 25 °C / 2.2 eqv. phosphorylating reagent
View Scheme

3615-44-9Relevant articles and documents

Kampf,Dimant

, p. 380 (1974)

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