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55155

Sigma-Aldrich

7-Hydroxycoumarin-3-carboxylic acid

suitable for fluorescence, ≥98.0% (TLC)

Synonym(s):
Umbelliferone-3-carboxylic acid
Empirical Formula (Hill Notation):
C10H6O5
CAS Number:
Molecular Weight:
206.15
Beilstein:
384141
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98.0% (TLC)

form

solid

pKa 

7.04

mp

261 °C (lit.)

solubility

DMF: soluble
DMSO: soluble
alcohols: soluble

fluorescence

λex 342 nm; λem 447 nm (pH 4.0)
λex 386 nm; λem 448 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

SMILES string

OC(=O)C1=Cc2ccc(O)cc2OC1=O

InChI

1S/C10H6O5/c11-6-2-1-5-3-7(9(12)13)10(14)15-8(5)4-6/h1-4,11H,(H,12,13)

InChI key

LKLWLDOUZJEHDY-UHFFFAOYSA-N

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Application

7-Hydroxycoumarin-3-carboxylic acid (7-OHCCA) is used as a fluorogenic substrate for glycosyltransferase assays. 7-OHCCA may be used as a non-cinnamate-class substrate analog to study 4-hydroxycinnamate decarboxylase (4-HCD)-inducing activity in Klebsiella oxytoca cells. It is suitable as a pH indicator.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Immobilized on a support to give a pH sensor

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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