Isochlorogenic acid A

Basic Information

View in Editor

CAS Number

89919-62-0

Molecular Formula

C25H24O12

Molecular Weight

516.46 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

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Physical State

Powder

Density

1.64

Solubility

Methanol,Ethyl Acetate,Acetone,DMSO,Acetontrile,Water

SMILES

View in Editor

C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O

InChI

InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25-/m1/s1

InChIKey

KRZBCHWVBQOTNZ-JFZVQIRRSA-N

LogP

1.0295999999999998

Topological Polar Surface Area

211.27999999999997 Å²

Hydrogen Bond Donor/Acceptor

7 / 12

Complexity

825

Safety Information

View Safety Information

Storage Conditions

-20℃

Synonyms & References

English

(-)-3,5-Dicaffeoyl quinic acid
(E,E)-3,5-Di-O-caffeoylquinic acid
(1S,3R,4S,5R)-3,5-Bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)-oxy)-1,4-dihydroxycyclohexanecarboxylic acid
3,5-Di-O-caffeoylquinic acid
Isochlorogenic acid A
3,5-DCQA
3,5-di-O-trans-caffeoyl-D-quinic acid
Rel-3,5-Dicaffeoylquinic Acid
(1α,3R,4α,5R)-3,5-Bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,4-dihydroxycyclohexanecarboxylic acid (ACI)
Cyclohexanecarboxylic acid, 3,5-bis[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4-dihydroxy-, (1α,3R,4α,5R)- (9CI)
Cyclohexanecarboxylic acid, 3,5-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1,4-dihydroxy-, [1R-[1α,3α(E),4α,5β(E)]]- (ZCI)
(-)-3,5-Dicaffeoylquinic acid
3,5-Di-O-(E)-caffeoylquinic acid
3,5-Dicaffeoylquininic acid
Trans 3,5-O-dicaffeoylquinic acid
3,5-O-Dicaffeoylquinic acid
3,5-Dicaffeoylquininic acid,Trans 3,5-O-dicaffeoylquinic acid,3,5-Di-O-caffeoylquinic acid
s9282
(1S,3R,4S,5R)-3,5-Bis(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,4-dihydroxycyclohexanecarboxylicacid
(3R,5R)-3,5-bis{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}-1,4-dihydroxycyclohexanecarboxylic acid
DA-60222
A,3R,4
CCG-269821
NCGC00169984-03
(E,E)-3,5-O-dicaffeoylquinic acid
HY-N0056
SCHEMBL20339739
(1S,3R,4R,5R)-3,5-Bis[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyloxy]-1,4-dihydroxycyclohexanecarboxylic acid
3,5-Di-caffeoylquinic acid, >=95% (LC/MS-ELSD)
Quinic acid 3,5-di-O-caffeate
CYCLOHEXANECARBOXYLIC ACID, 3,5-BIS((3-(3,4-DIHYDROXYPHENYL)-1-OXO-2-PROPENYL)OXY)-1,4-DIHYDROXY-, (1R-(1.ALPHA.,3.ALPHA.(E),4.ALPHA.,5.BETA.(E)))-

MDL Number

MFCD16294090

FAQ

What are the physical and chemical properties of Isochlorogenic acid A (CAS: 89919-62-0)?

Ichlorogenic acid A (CAS: 89919-62-0) is a colorless or white crystalline solid with a molecular weight of approximately 354.2 g/mol. It is slightly soluble in water but more soluble in ethanol. Chemically, it is highly reactive due to its phenolic hydroxyl groups, which can undergo esterification and other reactions under appropriate conditions.

How is Isochlorogenic acid A (CAS: 89919-62-0) typically synthesized?

Ichlorogenic acid A (CAS: 89919-62-0) is synthesized through a multi-step process involving the coupling of 3-caffeoylquinic acid with 4-caffeoylquinic acid in the presence of a strong acid catalyst. The reaction yields high selectivity and good yield, making it a viable method for industrial production.

What industries use Isochlorogenic acid A (CAS: 89919-62-0)?

Ichlorogenic acid A (CAS: 89919-62-0) is used in the pharmaceutical industry for its antioxidant and anti-inflammatory properties. It is also employed in the food industry as a natural preservative and in cosmetics for its skin-beneficial effects. Additionally, it finds applications in the polymer industry for enhancing mechanical properties and stability.

What precautions should be taken when handling Isochlorogenic acid A (CAS: 89919-62-0)?

When handling Isochlorogenic acid A (CAS: 89919-62-0), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a fume hood due to its reactivity. In case of a spill, it should be cleaned up with care, and the area should be well-ventilated. Always consult the safety data sheet (SDS) for detailed handling instructions and emergency procedures.