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67563

Sigma-Aldrich

3,4-Dihydroxy-5-methoxycinnamic acid

≥95.0% (HPLC)

Sinónimos:

3-(3,4-Dihydroxy-5-methoxyphenyl)-2-propenoic acid, 3-Methoxycaffeic acid, 5-Hydroxyferulic acid

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About This Item

Fórmula empírica (notación de Hill):
C10H10O5
Número de CAS:
1782-55-4
Peso molecular:
210.18
Beilstein/REAXYS Number:
2697317
MDL number:
MFCD03002791
UNSPSC Code:
12352106
PubChem Substance ID:
329760617
NACRES:
NA.25

assay

≥95.0% (HPLC)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

COc1cc(\C=C\C(O)=O)cc(O)c1O

InChI

1S/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)/b3-2+

InChI key

YFXWTVLDSKSYLW-NSCUHMNNSA-N

Categorías relacionadas

Biochem/physiol Actions

Secondary plant metabolite of the phenylpropanoid pathway.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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C C Chapple et al.
The Plant cell, 4(11), 1413-1424 (1992-11-01)
Mutants of Arabidopsis deficient in a major leaf phenylpropanoid ester, 2-O-sinapoyl-L-malate, were identified by thin-layer chromatographic screening of methanolic leaf extracts from several thousand mutagenized plants. Mutations at a locus designated SIN1 also eliminate accumulation of the sinapic acid esters
Gudrun Schröder et al.
Phytochemistry, 59(1), 1-8 (2002-01-05)
Plant O-methyltransferases (OMTs) have important roles in secondary metabolite biosynthesis. Sequencing projects and homology-based cloning strategies yield sequences for proteins with similarities to known OMTs, but the identification of the physiological substrates is not trivial. We investigated with a cDNA
Nicolas Amelot et al.
Plant, cell & environment, 34(1), 149-161 (2010-10-16)
Plant cells use calcium-based signalling pathways to transduce biotic and/or abiotic stimuli into adaptive responses. However, little is known about the coupling between calcium signalling, transcriptional regulation and the downstream biochemical processes. To understand these relationships better, we challenged tobacco
Jian-Chun Qin et al.
Molecular biology reports, 39(2), 1601-1608 (2011-05-24)
A cDNA encoding an O-methyltransferase (namely FGCOMT1) was identified from the medicinal plant Trigonella foenum-graecum L. The FGCOMT1 enzyme is a functional caffeic acid O-methyltransferase (COMT) and is localized in the cytosol. Kinetic analysis indicated that FGCOMT1 protein exhibited the
Scott A Harding et al.
Plant physiology, 128(2), 428-438 (2002-02-14)
4-Coumarate:coenzyme A ligase (4CL) activates hydroxycinnamates for entry into phenylpropanoid branchways that support various metabolic activities, including lignification and flavonoid biosynthesis. However, it is not clear whether and how 4CL proteins with their broad substrate specificities fulfill the specific hydroxycinnamate
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