(4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside

Basic Information

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CAS Number

14215-86-2

Molecular Formula

C16H22O9

Molecular Weight

358.34 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Powder

Melting Point

106～109℃

Boiling Point

630.3 °C at 760mmHg

Density

1.49

Flash Point

231.8 °C

Solubility

Methanol; Ethanol; Water; Acetontrile; DMSO

Refractive Index

1.602

Vapor Pressure

0.0±4.2 mmHg at 25°C

SMILES

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C=CC1C2CCOC(=O)C2=COC1OC3C(C(C(C(O3)CO)O)O)O

InChI

InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

InChIKey

VSJGJMKGNMDJCI-ZASXJUAOSA-N

LogP

-1.591599999999999

Topological Polar Surface Area

134.91000000000003 Å²

Hydrogen Bond Donor/Acceptor

4 / 9

Complexity

548

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Storage Conditions

2-8℃

Synonyms & References

English

14215-86-2
1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS-(4A.ALPHA.,5.BETA.,6.ALPHA.))-
AS-56077
NCGC00180755-03
UNII-I3YG76417O
1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS,5R,6S)-
ACon1_000233
W0022
CS-0009811
(-)-Sweroside
SCHEMBL307117
(3S,4R,4aS)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-8-one
Q27151406
BRD-K31299876-001-01-5
HY-N0806
Q-100156
CCG-268134
Sweroside, >=95% (LC/MS-ELSD)
AC-11215
BDBM50279544
s9072
Sweroside
NCGC00180755-01
InChI=1/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1
CHEMBL456137
C17071
DTXSID70161955
1,9-trans-9,5-cis-sweroside
MEGxp0_000813
AC-35080
CHEBI:80907

MDL Number

MFCD09954487

FAQ

What is (4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside (CAS: 14215-86-2)?

It is a complex glycoside compound with a pyran ring structure linked to a beta-D-glucopyranoside moiety. The molecule features stereochemistry at 4aS,5R,6S positions, along with functional groups such as a ketone (1-oxo) and vinyl group (5-vinyl). It is typically used in specialized chemical and pharmaceutical research due to its unique structural properties and reactivity.

What are the main uses of (4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside (CAS: 14215-86-2)?

This compound is primarily utilized as a research reagent in pharmaceutical and biochemical studies. Its structure makes it relevant for drug development, particularly in the synthesis of carbohydrate-based derivatives. It may also find applications in organic chemistry for exploring glycosidic bond formation and stereochemical stability.

Is (4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside (CAS: 14215-86-2) safe?

Safety data for this compound is limited, but as a chemical reagent, it should be handled with standard laboratory precautions. Avoid exposure to moisture, direct sunlight, and inhalation. Protective gloves and ventilation may be necessary during handling. Always follow safety guidelines for chemical substances and consult MSDS for detailed information.

How should (4aS,5R,6S)-1-Oxo-5-vinyl-4,4a,5,6-tetrahydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside (CAS: 14215-86-2) be stored?

Store in a sealed, airtight container at controlled room temperature (15-25°C) in a dry, cool place away from light. Maintain humidity levels below 40% to prevent hydrolysis. Keep in a well-ventilated area and avoid exposure to air or moisture to ensure stability and prolong shelf life.