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3458-28-4 molecular structure
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(3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

ChemBase ID: 130789
Molecular Formular: C6H12O6
Molecular Mass: 180.15588
Monoisotopic Mass: 180.0633881
SMILES and InChIs

SMILES:
C([C@@H]1[C@H]([C@@H]([C@@H](C(O1)O)O)O)O)O
Canonical SMILES:
OC[C@H]1OC(O)[C@H]([C@H]([C@@H]1O)O)O
InChI:
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6?/m1/s1
InChIKey:
WQZGKKKJIJFFOK-QTVWNMPRSA-N

Cite this record

CBID:130789 http://www.chembase.cn/molecule-130789.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
IUPAC Traditional name
β-glucose
Synonyms
D-(+)-Mannose
D-Mannopyranose
D-吡喃甘露糖
D-(+)-甘露糖
CAS Number
3458-28-4
EC Number
222-392-4
MDL Number
MFCD00064122
Beilstein Number
1564373
Merck Index
145747
PubChem SID
24897068
24896601
162225067
24882739
24882738
PubChem CID
18950

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 11.298101  H Acceptors
H Donor LogD (pH = 5.5) -2.93254 
LogD (pH = 7.4) -2.932594  Log P -2.9325392 
Molar Refractivity 35.9234 cm3 Polarizability 15.155883 Å3
Polar Surface Area 110.38 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble0.1 g/mL, clear, colorless expand Show data source
H2O: soluble1 M at 20 °C, clear, colorless expand Show data source
H2O: soluble1 M, clear, colorless expand Show data source
H2O: soluble50 mg/mL expand Show data source
Soluble in water expand Show data source
Apperance
powder expand Show data source
Melting Point
127-133°C expand Show data source
133-140 °C(lit.) expand Show data source
Density
1.54 expand Show data source
Optical Rotation
[α]20/D +13.8±0.5°, 24 hr, c = 10% in H2O expand Show data source
[α]20/D +14.8°, c = 4 in H2O expand Show data source
+13.8 (c=10 in water, 24h) expand Show data source
Absorption Wavelength
λ: 260 nm Amax: 0.1 expand Show data source
λ: 280 nm Amax: 0.1 expand Show data source
Storage Warning
Hygroscopic expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Purity
≥99% expand Show data source
≥99.0% (sum of enantiomers, HPLC) expand Show data source
≥99.5% (sum of enantiomers, HPLC) expand Show data source
99% expand Show data source
Grade
for microbiology expand Show data source
Suitability
suitable for cell culture expand Show data source
Ignition Residue
<0.1% expand Show data source
≤0.1% expand Show data source
≤0.1% (as SO4) expand Show data source
Impurities
<0.005% Phosphorus (P) expand Show data source
<0.1% Insoluble matter expand Show data source
≤0.005% Phosphorus (P) expand Show data source
≤0.1% Insoluble matter expand Show data source
insoluble matter, passes filter test expand Show data source
Cation Traces
Al: <0.001% expand Show data source
Al: ≤0.001% expand Show data source
Al: ≤5 mg/kg expand Show data source
As: ≤0.1 mg/kg expand Show data source
Ba: ≤5 mg/kg expand Show data source
Bi: ≤5 mg/kg expand Show data source
Ca: <0.005% expand Show data source
Ca: ≤0.005% expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: <0.0005% expand Show data source
Cu: ≤0.0005% expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: <0.0005% expand Show data source
Fe: ≤0.0005% expand Show data source
Fe: ≤5 mg/kg expand Show data source
K: <0.005% expand Show data source
K: ≤0.005% expand Show data source
K: ≤50 mg/kg expand Show data source
Li: ≤5 mg/kg expand Show data source
Mg: <0.0005% expand Show data source
Mg: ≤0.0005% expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Mo: ≤5 mg/kg expand Show data source
Na: <0.005% expand Show data source
Na: ≤0.05% expand Show data source
Na: ≤50 mg/kg expand Show data source
NH4+: <0.05% expand Show data source
NH4+: ≤0.05% expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: <0.001% expand Show data source
Pb: ≤0.001% expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤5 mg/kg expand Show data source
Zn: <0.001% expand Show data source
Zn: ≤0.001% expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
chloride (Cl-): <0.05% expand Show data source
chloride (Cl-): ≤0.05% expand Show data source
chloride (Cl-): ≤50 mg/kg expand Show data source
sulfate (SO42-): <0.05% expand Show data source
sulfate (SO42-): ≤0.05% expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
Biological Source
from wood expand Show data source
Loss on Drying
≤0.1% loss on drying, 20 °C (HV) expand Show data source
≤0.2% loss on drying, 20 °C (HV) expand Show data source
λ
1 M in H2O expand Show data source
Product Line
BioUltra expand Show data source
BioXtra expand Show data source
Empirical Formula (Hill Notation)
C6H12O6 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - M2069 external link
Other Notes
From birch or beech wood
Quality
Predominantly α-isomer
Sigma Aldrich - M6020 external link
Application
Mannose is an aldohexose carbohydrate. This product may be used to study the effects of exogenous mannose on in vitro processes such as glycosylation.
Sigma Aldrich - 63579 external link
Application
D-(+)-Mannose, a C-2 epimer of D-glucose, is used in the formation of glycan structure and glycosylation.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Chiral building block. For use in a 15-step synthesis of the macrocycle (+)-aspicilin, in which 3 of the 4 asymmetric centers come from mannose, see: Helv. Chim. Acta, 72, 1753 (1989).
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PATENTS

PATENTS

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INTERNET

INTERNET

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