(1S,4aS,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

Basic Information

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CAS Number

5945-50-6

Molecular Formula

C16H22O11

Molecular Weight

390.34 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Boiling Point

717.6 ℃ at 760 mmHg

Solubility

Methanol; Water; DMSO

SMILES

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C1=CC(C2C1C(=COC2OC3C(C(C(C(O3)CO)O)O)O)C(=O)O)(CO)O

InChI

InChI=1S/C16H22O11/c17-3-8-10(19)11(20)12(21)15(26-8)27-14-9-6(1-2-16(9,24)5-18)7(4-25-14)13(22)23/h1-2,4,6,8-12,14-15,17-21,24H,3,5H2,(H,22,23)/t6-,8-,9-,10-,11+,12-,14+,15+,16+/m1/s1

InChIKey

HPWWQPXTUDMRBI-NJPMDSMTSA-N

LogP

-3.3466999999999967

Topological Polar Surface Area

186.36999999999998 Å²

Hydrogen Bond Donor/Acceptor

7 / 11

Complexity

634

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

(1S,2S,6S,9R)-9-HYDROXY-9-(HYDROXYMETHYL)-2-[(2S,3R,4S,5R,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL]OXY-3-OXABICYCLO[4.3.0]NONA-4,7-DIENE-5-CARBOXYLIC ACID
NSC 88926
MONOTROPEIN [MI]
(1S,4aS,7R,7aS)-1-(beta-D-glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
Q-100689
(1S,4aS,7R,7aS)-1-(beta-D-glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta(c)pyran-4-carboxylic acid
NSC 291303
Monotropeine
0Y61M84O2T
AKOS015897158
CS-0009674
NSC-291303
5945-50-6
UNII-0Y61M84O2T
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,7,7A-TETRAHYDRO-7-HYDROXY-7-(HYDROXYMETHYL)-, (1S-(1.ALPHA.,4A.ALPHA.,7.BETA.,7A.ALPHA.))-
NSC-88926
Monotropein
LMPR0102070012
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(beta-D-GLUCOPYRANOSYLOXY)-1,4A,7,7A-TETRAHYDRO-7-HYDROXY-7-(HYDROXYMETHYL)-, (1S,4AS,7R,7AS)-
CHEBI:6988
HY-N0648
Q27107380
C09788
CYCLOPENTA(C)PYRAN-4-CARBOXYLIC ACID, 1-(.BETA.-D-GLUCOPYRANOSYLOXY)-1,4A,7,7A-TETRAHYDRO-7-HYDROXY-7-(HYDROXYMETHYL)-, (1S,4AS,7R,7AS)-
Monotropein, >=98% (HPLC)
AC-34713
Cyclopenta(c)pyran-4-carboxylic acid, 1-(beta-D-glucopyranosyloxy)-1,4a,7,7a-tetrahydro-7-hydroxy-7-(hydroxymethyl)-, (1S-(1alpha,4aalpha,7beta,7aalpha))-
BS-49948
s5471
SCHEMBL422339
(1S,4aS,7R,7aS)-7-Hydroxy-7-(hydroxymethyl)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid

MDL Number

MFCD00238650

FAQ

What is (1S,4aS,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid (CAS: 5945-50-6)?

This compound is a glycosylated cyclopentane derivative with a complex stereochemistry (1S,4aS,7R,7aS). Its molecular formula is C14H24O10, and it exhibits hydrophilic properties due to multiple hydroxyl groups. It is a white solid with moderate solubility in polar solvents and is commonly used in pharmaceutical and biochemical research for its structural versatility and potential biological activity.

What are the main uses of (1S,4aS,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid (CAS: 5945-50-6)?

This compound is primarily utilized in pharmaceutical research as a precursor for developing anti-inflammatory and antibiotic drugs. Its unique structure also makes it valuable in organic synthesis and biochemical studies, particularly for investigating glycosylation mechanisms. It is not widely used in food or industrial applications due to its specialized nature.

Is (1S,4aS,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid (CAS: 5945-50-6) safe?

The safety of this compound depends on handling conditions. While it is generally considered safe in controlled environments, direct contact may require protective measures such as gloves and goggles. Limited toxicity data exists, but standard safety protocols for handling organic chemicals and glycosides should be followed. Always consult safety data sheets (SDS) for detailed guidelines.

How should (1S,4aS,7R,7aS)-1-(beta-D-Glucopyranosyloxy)-7-hydroxy-7-(hydroxymethyl)-1,4a,7,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid (CAS: 5945-50-6) be stored?

Store this compound in a sealed container at 2-8°C to maintain stability. Keep it in a cool, dry, and dark place to prevent degradation. Avoid exposure to moisture and air by using airtight containers. For long-term storage, ensure humidity levels are below 40% and store away from strong oxidizing agents to preserve its chemical integrity.