Methyl (1S,4aS,7aS)-1-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate

Basic Information

View in Editor

CAS Number

29307-60-6

Molecular Formula

C23H34O15

Molecular Weight

550.51 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

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

White powder

Boiling Point

835.3°Cat760mmHg

Flash Point

281°C

Refractive Index

1.647

SMILES

View in Editor

COC(=O)C1=COC(C2C1CC=C2CO)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O

InChI

InChI=1S/C23H34O15/c1-33-20(32)10-6-34-21(13-8(4-24)2-3-9(10)13)38-23-19(31)17(29)15(27)12(37-23)7-35-22-18(30)16(28)14(26)11(5-25)36-22/h2,6,9,11-19,21-31H,3-5,7H2,1H3/t9-,11-,12-,13-,14-,15-,16+,17+,18-,19-,21+,22-,23+/m1/s1

InChIKey

FYZYXYLPBWLLGI-AUOPOVQUSA-N

LogP

-4.404899999999989

Topological Polar Surface Area

234.28999999999996 Å²

Hydrogen Bond Donor/Acceptor

8 / 15

Complexity

894

Safety Information

View Safety Information

Storage Conditions

-20℃

Synonyms & References

English

0NI5399RDZ
GENIPIN 1-O-GENTIOBIOSIDE
HY-N2094
CHEBI:80829
GENIPIN 1-O-.BETA.-D-GENTIOBIOSIDE
Genipin 1-b-gentiobioside
Genipin 1--D-gentiobioside
F17696
Genipin-gentiobioside
Genipin-1-O-gentiobioside
Genipin 1-o-beta-D-gentiobioside
Methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Cyclopenta(c)pyran-4-carboxylic acid, 1-((6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, methyl ester, (1R-(1alpha,4aalpha,7aalpha))-
GBGB
NCGC00347524-02
Genipin 1-gentiobioside; Genipin 1--gentiobioside; Genipin gentiobioside
A924149
Genipin 1-gentiobioside
Genipin 1-b-D-gentiobioside
Genipin 1-beta-D-gentiobioside
methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
s3270
MFCD12031626
genipin-1-b-D-gentiobioside
29307-60-6
AC-34358
CHEMBL504969
Q27149871
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-((6-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-1,4A,5,7A-TETRAHYDRO-7-(HYDROXYMETHYL)-, METHYL ESTER, (1S,4AS,7AS)-
GENIPIN 1-.BETA.-D-GENTIOBIOSIDE
AKOS032946013

MDL Number

MFCD12031626

FAQ

What are the physical and chemical properties of Methyl (1S,4aS,7aS)-1-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (CAS: 29307-60-6)?

Methyl (1S,4aS,7aS)-1-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate has a crystalline form and a molecular weight of approximately 542.57 g/mol. It is slightly soluble in water and other polar solvents. Chemically, it is reactive, particularly with bases and reducing agents.

How is Methyl (1S,4aS,7aS)-1-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (CAS: 29307-60-6) typically synthesized?

This compound can be synthesized through the condensation of a glucopyranoside derivative with an appropriate aldehyde or ketone in the presence of a catalyst, such as an acid or base. The synthetic process involves careful control of reaction conditions to achieve high selectivity and yield.

What industries use Methyl (1S,4aS,7aS)-1-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (CAS: 29307-60-6)?

This compound is primarily used in the pharmaceutical industry for the synthesis of complex carbohydrates and glycoconjugates. It may also find applications in the production of polymers and advanced materials due to its unique structural features.

What precautions should be taken when handling Methyl (1S,4aS,7aS)-1-{[6-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]oxy}-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate (CAS: 29307-60-6)?

When handling this compound, it is important to use personal protective equipment (PPE) such as gloves and safety goggles. Work should be conducted in a fume hood to minimize inhalation risk. In case of a spill, clean up should be done carefully, and the Safety Data Sheet (SDS) should be consulted for specific instructions.