(3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one

Basic Information

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CAS Number

87-79-6

Molecular Formula

C6H12O6

Molecular Weight

180.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Physical Properties

Melting Point

155.0 to 165.0 deg-C

Boiling Point

401.1°C at 760 mmHg

Density

1.65 g/cm

Flash Point

301.5 °C

Solubility

H2O: 0.1 g/mL, clear, colorless to very faintly yellow

Refractive Index

-43 ° (C=1, H2O)

Specific Rotation

-43 º (c=5% in H2O)

SMILES

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C(C(C(C(C(=O)CO)O)O)O)O

InChI

InChI=1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3,5-9,11-12H,1-2H2/t3-,5+,6+/m0/s1

InChIKey

BJHIKXHVCXFQLS-OTWZMJIISA-N

LogP

-3.3771999999999998

pKa

pKa (17.5° ): 11.55

Topological Polar Surface Area

118.22000000000001 Å²

Hydrogen Bond Donor/Acceptor

5 / 6

Complexity

147

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

sensitive to humidity

Synonyms & References

English

AI3-19425
NSC-97195
7270-77-1
L-(-)-Sorbose
SCHEMBL32845
(3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one
L-xylo-2-Hexulose
L(-)-Sorbopyranose
CCG-266425
CHEBI:13172
Tox21_113100
DTXCID8028630
DTXSID1048704
CHEMBL1615232
CS-W020980
UNII-NV2001607Y
Sol
L-1,2,3,4,5,6-Pentahydroxyhexan-2-one
LS-145690
s5338
L(-)-Sorbose
HSDB 780
L-Sorbinose
SORBOSE [HSDB]
EINECS 201-771-8
AS-35336
NCGC00344523-01
NSC 97195
AKOS016843833
EN300-658719
Z1255399223

MDL Number

MFCD00151097

Customs Code

2914400090

FAQ

What is (3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one (CAS: 87-79-6)?

It is a hexanoic acid derivative with five hydroxyl groups and a ketone functional group, characterized by its (3S,4R,5S) stereochemistry. Its chemical formula is C6H14O5, and it is a white crystalline solid with high water solubility. The compound is known for its bioactive properties and potential applications in organic synthesis and biochemical research.

What are the main uses of (3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one (CAS: 87-79-6)?

It serves as a key intermediate in pharmaceutical research for developing drugs targeting metabolic disorders. It is also used in industrial chemical synthesis, particularly in the production of complex carbohydrates and bio-based materials. Additionally, it may be explored in food science for its potential as a natural sweetener or flavor modifier, though specific applications require further study.

Is (3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one (CAS: 87-79-6) safe?

It is generally considered safe when handled properly, but standard chemical safety precautions are recommended. The compound may cause mild irritation to skin or eyes, so protective gloves, goggles, and ventilation are advised. Always consult safety data sheets (SDS) for detailed handling guidelines and regulatory compliance information.

How should (3S,4R,5S)-1,3,4,5,6-pentahydroxyhexan-2-one (CAS: 87-79-6) be stored?

Store in a cool, dry place (ideally 2-8°C), protected from light and moisture. Use airtight, sealed containers to maintain stability. Avoid exposure to heat and humidity to prevent degradation. Keep away from incompatible substances to ensure long-term preservation of its chemical properties.