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229148

Sigma-Aldrich

Purpurin

Dye content 90 %

Synonym(s):

1,2,4-Trihydroxyanthraquinone, Hydroxylizaric acid, Verantin

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About This Item

Empirical Formula (Hill Notation):
C14H8O5
CAS Number:
81-54-9
Molecular Weight:
256.21
Colour Index Number:
58205
Beilstein:
1887127
EC Number:
201-359-8
MDL number:
MFCD00001203
UNSPSC Code:
12171500
PubChem Substance ID:
24853730
NACRES:
NA.47

Assay

>70-85% (HPLC)

form

powder

composition

Dye content, 90%

impurities

1-3% DMF

mp

253-256 °C (lit.)

solubility

NH4OH: 1 mg/mL, clear to turbid

λmax

515 nm
521 nm (2nd)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Oc1cc(O)c2C(=O)c3ccccc3C(=O)c2c1O

InChI

1S/C14H8O5/c15-8-5-9(16)14(19)11-10(8)12(17)6-3-1-2-4-7(6)13(11)18/h1-5,15-16,19H

InChI key

BBNQQADTFFCFGB-UHFFFAOYSA-N

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General description

Purpurin (1, 2, 4-trihydroxyanthraquinone) is the key pigment present in the roots of Indian madder (Rubia cordifolia). This pigment produces colors, with distinctive heat and light resistant properties.

Application

Nuclear stain in histology

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC4162V
MKBC4162
19516HI
15030AZ
13104PQ

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Optimization of microwave-assisted extraction for alizarin and purpurin in Rubiaceae plants and its comparison with conventional extraction methods.
Dabiri M
Journal of Separation Science, 28, 387-396 (2005)
Dyeing studies with hydroxyanthraquinones extracted from Indian madder. Part 1: Dyeing of nylon with purpurin
Gupta D
Coloration Technology (2001)
C J Gomer et al.
Cancer research, 56(10), 2355-2360 (1996-05-15)
Photodynamic therapy (PDT) is an experimental cancer therapy inducing tumor tissue damage via photosensitizer-mediated oxidative cytotoxicity. A previous report indicates that oxidative stress induced by hydrogen peroxide or menadione activates the heat shock transcription factor in mouse cells but does
Tim Marczylo et al.
Journal of agricultural and food chemistry, 51(11), 3334-3337 (2003-05-15)
Purpurin, an anthraquinone constituent from madder root, has previously been reported as antimutagenic in the Ames Salmonella bacterial mutagenicity assay and as antigenotoxic in Drosophila melanogaster, against a range of environmental carcinogens. Short-term dietary supplementation with purpurin inhibits the formation
Modified porphyrins, chlorins, phthalocyanines, and purpurins: second-generation photosensitizers for photodynamic therapy.
M Kreimer-Birnbaum
Seminars in hematology, 26(2), 157-173 (1989-04-01)
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