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trans-Chlorogenic acid

(Synonyms: trans-3-O-Caffeoylquinic acid; trans-Heriguard; trans-NSC-407296)

trans-Chlorogenic acid (trans-3-O-Caffeoylquinic acid) is a caffeoyl ester derivative of quinic acid, as well as an oviposition stimulant. trans-Chlorogenic acid can be found in the leaves of carrot (Daucus carota) and wild parsnip (Pastinaca sativa).

For research use only. We do not sell to patients.

CAS No.: 202650-88-2
Formula: C₁₆H₁₈O₉
Molecular Weight:354.31

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (269 KB)

trans-Chlorogenic acid Chemical Structure

CAS No.: 202650-88-2

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Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Bioz

Biological Activity

Description

Cellular Effect

Cell Line	Type	Value	Description	References
BMDC	IC₅₀	>50 μM Compound: 4	Inhibition of LPS-induced IL-12 p40 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA Inhibition of LPS-induced IL-12 p40 production in wild-type C57BL/6 mouse BMDC pretreated with compound for 1 hr before LPS treatment measured 16 hrs by ELISA	[PMID: 25769817]
BMDM	IC₅₀	86 μM Compound: Chlorogenic acid	Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base Inhibition of M-CSF/RANKL-induced osteoclast differentiation in C57BL/6 mouse bone marrow macrophage assessed as reduction in multinucleated TRAP+ cells incubated for 6 days with fresh media replacement on day 3 and measured on day 6 by TRAP staining-base	[PMID: 31257875]
HCT-116	IC₅₀	367 μM Compound: chlorogenic acid	Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay Cytotoxicity against human HCT116 cells after 72 hrs by MTT assay	[PMID: 12880319]
HeLa	IC₅₀	375 μM Compound: 26	Inhibition of HDAC in human Hela cells nuclear extracts by fluorimetric assay Inhibition of HDAC in human Hela cells nuclear extracts by fluorimetric assay	[PMID: 19520580]
HeLa	IC₅₀	>200 μM Compound: Chlorogenic acid	Inhibition of HDAC in human HeLa cells using Boc-Lys(AC)-AMC as substrate after 24 to 48 hrs by spectrofluorometry Inhibition of HDAC in human HeLa cells using Boc-Lys(AC)-AMC as substrate after 24 to 48 hrs by spectrofluorometry	[PMID: 26996372]
MT2	ED₅₀	>497 μM Compound: chlorogenic acid	Concentration that inhibits Human Immunodeficiency Virus Type 1 (HIV-1)-induced death of MT-2 cells Concentration that inhibits Human Immunodeficiency Virus Type 1 (HIV-1)-induced death of MT-2 cells	[PMID: 9986720]
SW480	IC₅₀	353 μM Compound: chlorogenic acid	Cytotoxicity against human SW480 cells after 72 hrs by MTT assay Cytotoxicity against human SW480 cells after 72 hrs by MTT assay	[PMID: 12880319]

In Vivo

Trans-chlorogenic acid (4.8-480 μg; contact feeding; single administration) acts as a synergistic oviposition stimulant for female Papilio protenor^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

Papilio polyxenes (female adults)^[2]
Dosage:

4.8 μg; 48 μg; 480 μg
Administration:

topical application to filter paper strips
Result:

Significantly increased the oviposition response rate of female Papilio polyxenes in a dose‑dependent manner.
Showed strong synergistic activity with tyramine and neutral plant fractions to trigger full oviposition behavior, while it had weak to moderate activity alone.

Chemical Information

CAS No. 202650-88-2
Molecular Weight 354.31
Formula C₁₆H₁₈O₉
SMILES

OC(C=C1/C=C/C(O[C@@H]2C[C@@](O)(C[C@H]([C@H]2O)O)C(O)=O)=O)=C(C=C1)O
Synonyms

trans-3-O-Caffeoylquinic acid; trans-Heriguard; trans-NSC-407296
Structure Classification
- Ketones, Aldehydes, Acids
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (269 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Feeny P, et al. Luteolin 7-O-(6 ″-O-malonyl)-β-d-glucoside and trans-chlorogenic acid: Oviposition stimulants for the black swallowtail butterfly. Phytochemistry, 1988, 27(11): 3439-3448.

[2]. Carter M, et al. Tyramine from the leaves of wild parsnip: a stimulant and synergist for oviposition by the black swallowtail butterfly. Physiological entomology, 1998, 23(4): 303-312.

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Keywords

100 mg

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