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Merck
CN

67563

3,4-Dihydroxy-5-methoxycinnamic acid

≥95.0% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H10O5
CAS Number:
1782-55-4
Molecular Weight:
210.18
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
329760617
MDL number:
MFCD03002791
Beilstein/REAXYS Number:
2697317

Key Documents

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Product Name

3,4-Dihydroxy-5-methoxycinnamic acid, ≥95.0% (HPLC)

Quality Level

100

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+

SMILES string

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

InChI key

YFXWTVLDSKSYLW-NSCUHMNNSA-N

assay

≥95.0% (HPLC)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Related Categories

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ6821
BCBJ6821V

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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
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
Jing-Ke Weng et al.
The Plant cell, 23(7), 2708-2724 (2011-07-12)
Syringyl lignin, an important component of the secondary cell wall, has traditionally been considered to be a hallmark of angiosperms because ferns and gymnosperms in general lack lignin of this type. Interestingly, syringyl lignin was also detected in Selaginella, a
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
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
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