(3beta,16alpha)-3-(beta-D-Glucopyranosyloxy)-16-hydroxyolean-12-en-28-oic acid

Basic Information

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CAS Number

78285-90-2

Molecular Formula

C36H58O9

Molecular Weight

634.85 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

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Boiling Point

752.6℃ at 760 mmHg

Density

1.27±0.1 g/cm3 (20 ºC 760 Torr),

Flash Point

228.6±26.4 °C

Solubility

Insuluble (1.1E-3 g/L) (25 ºC),

SMILES

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CC1(CCC2(C(C1)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C(=O)O)C

InChI

InChI=1S/C36H58O9/c1-31(2)14-15-36(30(42)43)20(16-31)19-8-9-23-33(5)12-11-25(45-29-28(41)27(40)26(39)21(18-37)44-29)32(3,4)22(33)10-13-34(23,6)35(19,7)17-24(36)38/h8,20-29,37-41H,9-18H2,1-7H3,(H,42,43)/t20-,21+,22-,23+,24+,25-,26+,27-,28+,29-,33-,34+,35+,36+/m0/s1

InChIKey

WYDPEADEZMZKNM-ZBKPBKBGSA-N

LogP

4.028600000000002

Topological Polar Surface Area

156.91 Å²

Hydrogen Bond Donor/Acceptor

6 / 9

Complexity

1210

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

CHEMBL3343916
78285-90-2
(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
ECHINOCYSTICACID-3-GLUCOSIDE
CHEBI:184046
NS00058414
Echinocystic acid 3-glucoside
AKOS040750442
(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Gleditschoside B
Echinocystic acid 3-O-.beta.-D-glucopyranoside
Gleditsoside B
Olean-12-en-28-oic acid, 3-(b-D-glucopyranosyloxy)-16-hydroxy-,(3b,16a)-
AC-34295
MFCD00017386
(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-5-oxidanyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Eclalbasaponin II
s9403
A839703
(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Eclalbasaponin II, analytical standard
Echinocystic acid-3-o-glucoside
HY-N1508
CS-0017051
DTXSID10999638
Ecliptasaponin A
CCG-270299
Olean-12-en-28-oicacid, 3-(b-D-glucopyranosyloxy)-16-hydroxy-,(3b,16a)-
ECHINOCYSTIC ACID-3-GLUCOSIDE
ECHINOCYSTIC ACID-3-GLUCOSIDE(AS)
Echinocystic acid-3-O-glucoside

MDL Number

MFCD00017386

Customs Code

29389090

FAQ

What are the physical and chemical properties of (3beta,16alpha)-3-(beta-D-Glucopyranosyloxy)-16-hydroxyolean-12-en-28-oic acid (CAS: 78285-90-2)?

The compound has a crystalline form and a molecular weight of approximately 866.96 g/mol. It is slightly soluble in organic solvents such as ethanol and acetone. Chemically, it is reactive towards acid and base catalyzed hydrolysis, and can undergo esterification and other condensation reactions. It is stable under neutral conditions but should be stored away from strong acids and bases.

How is (3beta,16alpha)-3-(beta-D-Glucopyranosyloxy)-16-hydroxyolean-12-en-28-oic acid (CAS: 78285-90-2) typically synthesized?

This compound is typically synthesized through the glycosylation of 16-hydroxyolean-12-en-28-oic acid with beta-D-glucopyranose using a suitable reagent like benzyl bromide and a strong base like sodium hydride. The reaction is carried out in an organic solvent such as THF. The yield is moderate, and the selectivity is good with the formation of a single glycoside product.

What industries use (3beta,16alpha)-3-(beta-D-Glucopyranosyloxy)-16-hydroxyolean-12-en-28-oic acid (CAS: 78285-90-2)?

This compound is used in the pharmaceutical industry for its potential as a natural product lead in drug discovery. It is also used in the food industry for its antioxidant properties and as a dietary supplement. Additionally, it can be used in the cosmetic industry for its potential skin benefits.

What precautions should be taken when handling (3beta,16alpha)-3-(beta-D-Glucopyranosyloxy)-16-hydroxyolean-12-en-28-oic acid (CAS: 78285-90-2)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling this compound. It should be handled in a well-ventilated area or a fume hood to avoid inhalation. In case of a spill, it should be contained and disposed of according to the Material Safety Data Sheet (MSDS/SDS) guidelines. Always consult the SDS for specific handling and disposal instructions.