 Home > Encyclopedia > Isochlorogenic acid C

Isochlorogenic acid C

Isochlorogenic acid C structure

CAS No:
57378-72-0
Formula:
C25H24O12
Chemical Name:
Isochlorogenic acid C
Synonyms:
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;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)-
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

4,5-Dicaffeoylquinic acid (4,5-DCQA) is a polyphenol originally isolated fromG. fagetorumandG. pseudomollugothat 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 IC50values 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 EC50value 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.

ChEBI: 4,5-di-O-caffeoylquinic acid is a quinic acid.

Isochlorogenic acid C Basic Attributes

Molecular Weight：

516.45

Exact Mass：

516.45

Color/Form：

White to off-white

Characteristics

PSA：

211.28000

XLogP3：

1.02960

Density：

1+-.0.1 g/cm3(Predicted)

Melting Point：

140ºC

Boiling Point：

810.8±65.0 °C(Predicted)

Flash Point：

274.9ºC

Refractive Index：

1.719

PKA：

3.70±0.50(Predicted)

Critical Temperature & Pressure：

Inert atmosphere,Store in freezer, under -20°C

Safety Information

wgk germany：

Isochlorogenic acid C Use and Manufacturing

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

Computed Properties

Molecular Weight:516.4
XLogP3:1.5
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:12
Rotatable Bond Count:9
Exact Mass:516.12677620
Monoisotopic Mass:516.12677620
Topological Polar Surface Area:211
Heavy Atom Count:37
Complexity:887
Defined Atom Stereocenter Count:4
Undefined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of Isochlorogenic acid C

HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

Isochlorogenic acid C

CAS No.: 57378-72-0

Content: 99.00%

Inquiry
Henan Lihao Chem Plant Limited Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of PVC resin,pvc paste resin,melamine

Isochlorogenic acid C 99% white powder kanbei

CAS No.: 57378-72-0

Grade: Industrial Grade

Content: 99%

Inquiry