Skip to Content
MilliporeSigma
Get 22% off for Pi Day through March 31.Save Now

382272

Chelidonic acid

≥95%

Synonym(s):

4-Oxo-4H-pyran-2,6-dicarboxylic acid

Slide 1 of 3
Sign In to View Organizational & Contract Pricing.

Select a Size

5 G

$212.00

25 G

$672.00

$212.00

Available to ship TODAYDetails

​
Request a Bulk Order
​
Ships Every 4 weeks

About This Item

Empirical Formula (Hill Notation):
C7H4O6
CAS Number:
99-32-1
Molecular Weight:
184.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24863888
EC Number:
202-749-0
Beilstein/REAXYS Number:
163607
MDL number:
MFCD00006577
Assay:
≥95%
Form:
powder

Key Documents

View All Documentation

Skip To

Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

assay

≥95%

form

powder

mp

265 °C (dec.) (lit.)

functional group

carboxylic acid, ether, ketone

SMILES string

OC(=O)C1=CC(=O)C=C(O1)C(O)=O

InChI

1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)

InChI key

PBAYDYUZOSNJGU-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
792748PHL8023922490
Chelidonic acid ≥95%

382272

Chelidonic acid

Chelidamic acid

Sigma-Aldrich

792748

Chelidamic acid

Chelidonic acid phyproof® Reference Substance

PHL80239

Chelidonic acid

Chelidamic acid hydrate ≥97.0% (dried material, T), ~1 mol/mol water

Sigma-Aldrich

22490

Chelidamic acid hydrate

assay

≥95%

assay

-

assay

≥98.0% (HPLC)

assay

≥97.0% (dried material, T)

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

200

form

powder

form

powder

form

powder

form

powder

mp

265 °C (dec.) (lit.)

mp

265-270 °C

mp

265 °C (dec.) (lit.)

mp

267 °C (dec.) (lit.)

functional group

carboxylic acid

functional group

carboxylic acid

functional group

-

functional group

carboxylic acid

General description

Chelidonic acid (CA) is a γ-pyrone.[1] It is reported as constituent of the rhizome of Chelidonium majus L. It has many pharmacological effects, such as mild analgesic and antimicrobial effects.[2] Therapeutic potential of CA for the treatment of intestinal inflammation has been investigated.[2] CA is reported as inhibitor of the rat brain glutamate decarboxylase.[3] Biosynthesis of CA in cell suspension cultures of Leucojum aestivum has been studied.[4]

Application

Chelidonic acid is suitable for use a in homogeneous preparation of native dihydrodipicolinate synthase from pea.[5] It may be used as endocyclic oxygen-containing ligand in the synthesis of aqua[bis(2-pyridylmethyl)amine][chelidonato(1.5-)]-copper(II) chelidonate(0.5-) monohydrate.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCBB4283
BCBB4283V
1306507
04819AE
04418PD

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

C Dereppe et al.
Plant physiology, 98(3), 813-821 (1992-03-01)
Dihydrodipicolinate synthase (EC 4.2.1.52), the first enzyme unique to lysine biosynthesis in bacteria and higher plants, has been purified to homogeneity from etiolated pea (Pisum sativum) seedlings using a combination of conventional and affinity chromatographic steps. This is the first
Aqua [bis (2-pyridylmethyl) amine][chelidonato (1.5-)] copper (II) chelidonate (0.5-) monohydrate.
Fainerman-Melnikova M, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(12), m3582-m3584 (2006)
Shen Z-W et al.
Phytochemistry, 57(1), 33-42 (2001-05-05)
The biosynthesis of chelidonic acid was studied in cell suspension cultures of Leucojum aestivum. Cell cultures were supplied with [U-13C]glucose, [l-13C]glucose or [U-13Cs]ribose/ribulose in standard medium containing unlabeled glucose. 13C labeling patterns of amino acids obtained by hydrolysis of biomass
Mohammad Ghadermazi et al.
Acta crystallographica. Section C, Crystal structure communications, 67(Pt 4), o134-o138 (2011-04-07)
Two related proton-transfer compounds, namely piperazine-1,4-diium 4-oxo-4H-pyran-2,6-dicarboxylate monohydrate, C(4)H(12)N(2)(2+)·C(7)H(2)O(6)(2-)·H(2)O or (pipzH(2))(cdo)·H(2)O, (I), and piperazine-1,4-diium bis(6-carboxy-4-oxo-4H-pyran-2-carboxylate), C(4)H(12)N(2)(2+)·2C(7)H(3)O(6)(-) or (pipzH(2))(cdoH)(2), (II), were obtained by the reaction of 4-oxo-4H-pyran-2,6-dicarboxylic acid (chelidonic acid, cdoH(2)) and piperazine (pipz). In (I), both carboxyl H atoms of
Hyun-A Oh et al.
International immunopharmacology, 11(1), 39-45 (2010-10-27)
Chelidonic acid (CA) is known as an inhibitor of the rat brain glutamate decarboxylase. However, the pharmacological effects of CA in allergic reactions have not yet been defined. Here, we show the effects and the mechanism of CA in the
View All Related Papers

Global Trade Item Number

SKUGTIN
382272-5G04061831962451
382272-25G04061833424742

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service