Isochlorogenic acid C

Isochlorogenic acid C Structure
CAS No.
57378-72-0
Chemical Name:
Isochlorogenic acid C
Synonyms
4,5-Dicaffeoylquinic acid;3,4-O-Dicaffeoylquinic acid;Isochlorogenic acid C;Isochlorogenic acid C(4,5');4,5-Dicaffeoylquinic acid, >99%;Isochlorogenic acid C USP/EP/BP;3,4-Dicaffeoylquinic acid|||Isochlorogenic acid C;1β,5α-Dihydroxy-3β,4β-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid;(1R)-1,3β-Dihydroxy-4α,5α-bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-1β-cyclohexanecarboxylic acid;(1R,3R,4S,5R)-3,4-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexanecarboxylic acid
CBNumber:
CB42201548
Molecular Formula:
C25H24O12
Molecular Weight:
516.45
MOL File:
57378-72-0.mol
MSDS File:
SDS
Modify Date:
2024/7/2 8:55:08

Isochlorogenic acid C Properties

Boiling point 810.8±65.0 °C(Predicted)
Density 1?+-.0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:5): 0.16 mg/ml; DMSO: 5 mg/ml
form A solid
pka 3.70±0.50(Predicted)
color White to off-white

SAFETY

Risk and Safety Statements

WGK Germany  3

Isochlorogenic acid C price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SMB00221 4,5-Di-O-caffeoylquinic acid ≥85% (LC/MS-ELSD) 57378-72-0 1MG ₹41535.53 2022-06-14 Buy
Product number Packaging Price Buy
SMB00221 1MG ₹41535.53 Buy

Isochlorogenic acid C Chemical Properties,Uses,Production

Description

4,5-Dicaffeoylquinic acid (4,5-DCQA) is a polyphenol originally isolated from G. fagetorum and G. pseudomollugo that has diverse biological activities, including anti-HIV replication, antioxidative, anti-inflammatory, and anti-melanogenic properties. It inhibits HIV-1 integrase 3'' end processing, 3’ end joining, and disintegration with IC50 values of 0.13, 0.24, and 0.3 μg/ml, respectively. It also inhibits HIV-1 replication in MT-2 T lymphoblastoid cells with an EC50 value of 2 μg/ml. 4,5-DCQA scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; Item No. 14805) radicals in a cell-free assay (IC50 = 19.8 μM) and inhibits superoxide production in human neutrophils activated by N-formyl-Met-Leu-Phe (fMLF; ) and cytochalasin B (; IC50 = 1.49 μM). It decreases prostaglandin E2 (PGE2; ) production in LPS-stimulated U937 cells when used at concentrations of 5 and 10 μg/ml but increases it when used at 200 μg/ml and increases production of TNF-α at concentrations ranging from 5 to 200 μg/ml. It inhibits the synthesis of MCP3 in U937 cells. 4,5-DCQA (25 μM) inhibits melanogenesis by 84% and decreases the levels of proteins involved in melanin biosynthesis, including tyrosinase, TRP-1, DCT, and MITF in B16F1 murine melanocytes.

Uses

4,5-Dicaffeoylquinic Acid is a selective inhibitor of human immunodeficiency virus type 1 integrase.

Isochlorogenic acid C Preparation Products And Raw materials

Raw materials

Preparation Products

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Isochlorogenic acid C (1R)-1,3β-Dihydroxy-4α,5α-bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-1β-cyclohexanecarboxylic acid (1R,3R,4S,5R)-1,5-Dihydroxy-3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1-cyclohexanecarboxylic acid 1β,5α-Dihydroxy-3β,4β-bis[3-(3,4-dihydroxyphenyl)propenoyloxy]cyclohexanecarboxylic acid Isochlorogenic acid C(4,5') 4,5-Dicaffeoylquinic acid, >99% Cyclohexanecarboxylic acid, 3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-1,5-dihydroxy-, (1R,3R,4S,5R)- (1R,3R,4S,5R)-3,4-Bis((3-(3,4-dihydroxyphenyl)acryloyl)oxy)-1,5-dihydroxycyclohexanecarboxylic acid (1R,3R,4S,5R)-1,5-Dihydroxy-3,4-bis[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-1-cyclohexanecarboxylicaci Isochlorogenic acid C USP/EP/BP 3,4-O-Dicaffeoylquinic acid 4,5-Dicaffeoylquinic acid 3,4-Dicaffeoylquinic acid|||Isochlorogenic acid C 57378-72-0