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Sigma-Aldrich

trans-Styrylacetic acid

greener alternative

96%

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Synonym(s):
4-Phenyl-3-butenoic acid
Linear Formula:
C6H5CH=CHCH2CO2H
CAS Number:
1914-58-5
Molecular Weight:
162.19
MDL number:
MFCD00002783
UNSPSC Code:
12352100
PubChem Substance ID:
24849516
NACRES:
NA.22

Quality Level

100

Assay

96%

greener alternative product score

old score: 22
new score: 3
Find out more about DOZN™ Scoring

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

84-86 °C (lit.)

greener alternative category

, Re-engineered

SMILES string

OC(=O)C\C=C\c1ccccc1

InChI

1S/C10H10O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-7H,8H2,(H,11,12)/b7-4+

InChI key

PSCXFXNEYIHJST-QPJJXVBHSA-N

Related Categories

General description

The polarized IR spectra of the hydrogen bond system in trans-styrylacetic acid has been studied.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Design for Energy Efficiency” and “Use of Renewable Feedstock”. Click here to view its DOZN scorecard.

Application

trans-Styrylacetic acid (4-Phenyl-3-butenoic acid) was used as mechanism-based inhibitor of Peptidylglycine α-hydroxylating monooxygenase.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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J Scognamiglio et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50 Suppl 2, S120-S123 (2011-10-29)
A toxicologic and dermatologic review of 4-phenyl-3-buten-2-ol when used as a fragrance ingredient is presented. 4-Phenyl-3-buten-2-ol is a member of the fragrance structural group Aryl Alkyl Alcohols and is a secondary alcohol. The AAAs are a structurally diverse class of
W J Driscoll et al.
Biochemistry, 39(27), 8007-8016 (2000-07-13)
The bifunctional enzyme peptidylglycine-alpha-amidating monooxygenase mediates the conversion of C-terminal glycine-extended peptides to their active alpha-amidated products. Peptidylglycine-alpha-hydroxylating monooxygenase (PHM, EC 1.14.17. 3) catalyzes the first reaction in this two-step process. The olefinic compound 4-phenyl-3-butenoic acid (PBA) is the most
Yuan-Ning Cao et al.
Regulatory peptides, 113(1-3), 109-114 (2003-04-11)
Human adrenomedullin (hAM) is an endogenous peptide that has potent vasodilator activity. Mature AM is biosynthesized from its intermediate form, glycine-extended AM (AM-gly), by carboxy-terminal amidation. AM-gly is generally considered to be biologically inactive but is a major molecular form
David J Merkler et al.
Biochemistry, 43(39), 12667-12674 (2004-09-29)
Oleamide is an endogenous sleep-inducing lipid that has been isolated from the cerebrospinal fluid of sleep-deprived mammals. Oleamide is the best-understood member of the primary fatty acid amide family. One key unanswered question regarding oleamide and all other primary acid
Emma Langella et al.
ChemMedChem, 5(9), 1568-1576 (2010-08-18)
Specific inhibition of the copper-containing peptidylglycine alpha-hydroxylating monooxygenase (PHM), which catalyzes the post-translational modification of peptides involved in carcinogenesis and tumor progression, constitutes a new approach for combating cancer. We carried out a structure-activity study of new compounds derived from
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