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28166-41-8 molecular structure
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2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid

ChemBase ID: 125711
Molecular Formular: C10H7NO3
Molecular Mass: 189.16748
Monoisotopic Mass: 189.04259309
SMILES and InChIs

SMILES:
c1cc(ccc1/C=C(/C#N)\C(=O)O)O
Canonical SMILES:
N#C/C(=C/c1ccc(cc1)O)/C(=O)O
InChI:
InChI=1S/C10H7NO3/c11-6-8(10(13)14)5-7-1-3-9(12)4-2-7/h1-5,12H,(H,13,14)
InChIKey:
AFVLVVWMAFSXCK-UHFFFAOYSA-N

Cite this record

CBID:125711 http://www.chembase.cn/molecule-125711.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
IUPAC Traditional name
α-cyano-4-hydroxycinnamic acid
Synonyms
alpha-cyano-4-hydroxycinnamic acid
alpha-cyano-4-hydroxycinnamate
2-cyano-4-hydroxycinnamate
Alpha-Cyano-4-hydroxycinnamic acid
α-CCA
α-CHCA
4-HCCA
ACCA
alpha-Cyano-4-hydroxycinnamic acid
α-Cyano
α-Cyano-4-hydroxycinnamic acid
2-cyano-3-(4-hydroxyphenyl)prop-2-enoic acid
α-氰基
α-氰基-4-羟基肉桂酸
CAS Number
28166-41-8
EC Number
248-879-1
MDL Number
MFCD00004204
Beilstein Number
3271427
PubChem SID
24893121
24848731
162220061
24886140
24871310
PubChem CID
6931228
9794103
CHEBI ID
64340
Wikipedia Title
Alpha-Cyano-4-hydroxycinnamic_acid

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 2.3885844  H Acceptors
H Donor LogD (pH = 5.5) -1.3273188 
LogD (pH = 7.4) -1.9034323  Log P 1.6443796 
Molar Refractivity 50.0944 cm3 Polarizability 18.514715 Å3
Polar Surface Area 81.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
methanol: soluble10 mg/mL, clear expand Show data source
Apperance
Yellow powder expand Show data source
Melting Point
235-250 °C expand Show data source
237 - 239°C expand Show data source
245-250 °C expand Show data source
245-250 °C(lit.) expand Show data source
245–250 °C expand Show data source
Hydrophobicity(logP)
0.895 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
room temp expand Show data source
Purity
≥99.0% (HPLC) expand Show data source
95% expand Show data source
97% expand Show data source
99% expand Show data source
Grade
matrix substance for MALDI-MS expand Show data source
purum expand Show data source
Suitability
suitable for MALDI-TOF MS expand Show data source
Cation Traces
Al: ≤1 mg/kg expand Show data source
Ba: ≤1 mg/kg expand Show data source
Ba: ≤5 mg/kg expand Show data source
Ca: ≤1 mg/kg expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤1 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤1 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤1 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤1 mg/kg expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤1 mg/kg expand Show data source
K: ≤1 mg/kg expand Show data source
K: ≤5 mg/kg expand Show data source
Li: ≤1 mg/kg expand Show data source
Mg: ≤1 mg/kg expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤1 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Na: ≤1 mg/kg expand Show data source
Na: ≤10 mg/kg expand Show data source
Ni: ≤1 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤1 mg/kg expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤1 mg/kg expand Show data source
Zn: ≤1 mg/kg expand Show data source
Zn: ≤5 mg/kg expand Show data source
Analyte suitability
glycans expand Show data source
peptides expand Show data source
proteins expand Show data source
abs.
absorption/337 nm ≥2000 (mol. absorption) expand Show data source
Linear Formula
HOC6H4CH=C(CN)CO2H expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
Sigma Aldrich - C8982 external link
Application
Specially purified and qualified as a matrix for peptide MALDI-MS calibration standards. Also available as part of our ProteoMass™ MALDI calibration kits (MS-CAL1 and MS-CAL3).
Legal Information
ProteoMass is a trademark of Sigma-Aldrich Co. LLC
Protocols & Applications
Methods of glycosylated protein analysis by Mass Spectrometry
Sigma Aldrich - 145505 external link
Application
Used as a matrix for peptides1 and nucleotides2 in mass spectroscopy analyses.
Packaging
5, 25 g in glass bottle
Sigma Aldrich - 476870 external link
Packaging
2, 10 g in glass bottle
Sigma Aldrich - 70990 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Other Notes
Matrix substance used in MALDI-MS (matrix-assisted laser desorption ionization MS) peptide analysis in proteomics1,2.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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