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Coumarin

primary reference standard

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Synonym(s):
1,2-Benzopyrone, 1-Benzopyran-2-one, 2H-Chromen-2-one
Empirical Formula (Hill Notation):
C9H6O2
CAS Number:
91-64-5
Molecular Weight:
146.14
Beilstein:
383644
EC Number:
202-086-7
MDL number:
MFCD00006850
UNSPSC Code:
85151701
PubChem Substance ID:
329747235
NACRES:
NA.24

grade

primary reference standard

vapor pressure

0.01 mmHg ( 47 °C)

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

bp

298 °C (lit.)

mp

68-73 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

SMILES string

O=C1Oc2ccccc2C=C1

InChI

1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H

InChI key

ZYGHJZDHTFUPRJ-UHFFFAOYSA-N

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General description

Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference standard in the analysis of herbal medicinal products

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311,H317

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Skin Sens. 1

WGK

WGK 1

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The pharmacology, metabolism, analysis, and applications of coumarin and coumarin-related compounds.
D Egan et al.
Drug metabolism reviews, 22(5), 503-529 (1990-01-01)
Jack Cazes
Encyclopedia of Chromatography, 206-206 (2001)
Donglei Yu et al.
Medicinal research reviews, 23(3), 322-345 (2003-03-21)
Numerous plant-derived compounds have been evaluated for inhibitory effects against HIV replication, and some coumarins have been found to inhibit different stages in the HIV replication cycle. This review article describes recent progress in the discovery, structure modification, and structure-activity
Yutao Yang et al.
Biosensors & bioelectronics, 47, 300-306 (2013-04-17)
The synthesis and characterization of a coumarin-chromene (8, 9-dihydro-2H-cyclopenta[b]pyrano[2,3-f]chromene-2,10(7aH)-dione) (1) derivative and its use for thiol chemosensing in water was reported. Experimental details showed 1 acts as a probe for the detection of thiols including cysteine (Cys), homocysteine (Hcy) and
A ratiometric fluorescent probe for rapid detection of hydrogen sulfide in mitochondria.
Yuncong Chen et al.
Angewandte Chemie (International ed. in English), 52(6), 1688-1691 (2013-01-05)
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