Basic information
- CAS
3615-44-9- Standard SMILES
O=C(CO)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO- InChIKey
HSNZZMHEPUFJNZ-QMTIVRBISA-N- Molecular formula
- C7H14O7
- Average molar mass
- 210.18 g/mol
- Monoisotopic mass
- 210.07395279
Overview
D-keto-manno-heptulose is the open chain form of D-manno-heptulose.
Names & identifiers
- Preferred name
- Mannoheptulose
- IUPAC
- (3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-one
- English name
- D-Mannoheptulose
- Molecular formula
- C7H14O7
- Molecular weight
- 210.18
Names & synonyms
MANNOHEPTULOSEMannoketoheptosemanno-2-Heptulosemanno-heptuloseRefChem:925286CHEBI:78362654-29-5D-Mannoheptulose(3S,4S,5R,6R)-1,3,4,5,6,7-hexahydroxyheptan-2-oneD-manno-Heptulose(+)-MannoheptuloseMannoheptulose, D-
Show more names
d-Manno-[UL-13C7]hept-2-uloseAi3-61577Nsc 226836Einecs 222-795-5Mannoheptulose,D-D-MannoketoheptoseD-manno-2-heptuloseALPHA-D-MANNOHEPTULOSE
W19YH62373D-manno-ketoheptoseNSC-226836d-manno-hept-2-uloseD-keto-manno-heptuloseSCHEMBL119659MANNOHEPTULOSE, (+)-D-MANNO-HEPTULOSE [MI]
Database identifiers
- CAS
3615-44-9、654-29-5- PubChem CID
- 12600
- DTXSID
DTXSID60879012- ChEBI
CHEBI:78363- UNII
- W19YH62373
Properties
Computed structural properties
- XLogP
- -3.9
- Topological polar surface area
- 138 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 6
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 183
Experimental & physicochemical properties
SpringerMaterials PropertiesCrystal structure
Physicochemical properties
- Melting point
- 148 · 148-150°C
- alpha
- 20 · D20 +29° (c = 2 in H2O)
- Boiling point
- 628 · 628.0±55.0 °C(Predicted)
- Density
- 1.645 · 1.645±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- solubility
- Methanol (Slightly), Water (Slightly)
- pka
- 11.86 · 11.86±0.20(Predicted)
- form
- Solid
- color
- White to Off-White
- optical activity
- 29 · +29
- Merck
- 13 · 13,4686
- BRN
- 1726433 · 1726433
- InChI
- 1S/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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29400090
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionD-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.
UsesMannoheptulose occurs naturally in avocado fruit. It is used for normalizing insulin levels and reducing weight.
Suppliers43 total
北京华美互利生物化工010-56205725 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
南京奥生化学技术有限公司+86 (25) 82263158
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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