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16917 Supelco

1,5-Dicaffeoylquinic acid

analytical standard

Synonym: (1S,3R,4R,5R)-1,3-Bis[3-(3,4-dihydroxyphenyl)acryloyloxy]-4,5-dihydroxycyclohexanecarboxylic acid, 1,3-Dicaffeoylquinic acid

  • CAS Number 19870-46-3

  • Empirical Formula (Hill Notation) C25H24O12

  • Molecular Weight 516.45

  •  MDL number MFCD13196505

  •  PubChem Substance ID 329751413

  •  NACRES NA.24

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Properties

Related Categories A - D, Achillea, Additional Standards, Alphabetical Index of Phytochemical Standards, Analytical Standards,
Quality Level   100
grade   analytical standard
assay   ≥98.0% (HPLC)
form   neat
shelf life   limited shelf life, expiry date on the label
application(s)   HPLC: suitable
  gas chromatography (GC): suitable
impurities   ≤10.0% water
Featured Industry   Food and Beverages
format   neat
storage temp.   2-8°C
SMILES string   O[C@@H]1C[C@@](C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)(OC(=O)\C=C\c3ccc(O)c(O)c3)C(O)=O
InChI   1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1
InChI key   YDDUMTOHNYZQPO-PSEXTPKNSA-N

Description

General description

Dicaffeoylquinic acid is naturally occurring polyphenolic compound found in plants like fennel and coffee. It is characterized by two caffeic acid molecules linked via ester bonds to one quinic acid molecule. 1, 5-Dicaffeoylquinic acid (1,5-DCQA) is considered as a potent and nontoxic inhibitor of HIV-1 replication.

Dicaffeoylquinic acid is naturally occurring polyphenolic compound found in plants like fennel and coffee. It is characterized by two caffeic acid molecules linked via ester bonds to one quinic acid molecule. 1, 5-Dicaffeoylquinic acid (1,5-DCQA) is considered as a potent and nontoxic inhibitor of HIV-1 replication.

In literature, CAS Numbers 19870-46-3 and 30964-13-7 are each described as 1,3-dicaffeoylquinic acid, 1,5-dicaffeoylquinic acid, and cynarin. The IUPAC synonym for this product is provided for clarification.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Phenolic compound found in artichoke. Antioxidant and choleretic properties. Potential immunosuppressive agent.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
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References

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