ContaminantDB: Benzylideneacetone

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-09-11 05:21:51 UTC

Update Date

2016-11-09 01:09:14 UTC

Accession Number

CHEM003865

Identification

Common Name

Benzylideneacetone

Class

Small Molecule

Description

Benzylideneacetone is a flavouring ingredient. Benzylideneacetone is present in hydrolysed soy protein Benzylideneacetone belongs to the family of Phenylpropenes. These are compounds containing a phenylpropene moeity, which consists of a propene substituent bound to a phenyl group.

Contaminant Sources

EAFUS Chemicals
FooDB Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ester
Flavouring Agent
Food Toxin
Household Toxin
Metabolite
Organic Compound
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Methyl trans-styryl ketone	ChEBI
trans-4-Phenyl-3-butene-2-one	ChEBI
trans-Benzalacetone	ChEBI
(3E)-4-Phenyl-3-buten-2-one	HMDB
(3E)-4-Phenylbut-3-en-2-one	HMDB
(e)-4-Phenyl-3-buten-2-one	HMDB
1-Buten-3-one-1-phenyl	HMDB
2-Phenylvinyl methyl ketone	HMDB
3-BUTEN,2-one,4-phenyl (trans) benzalacetone	HMDB
4-Phenyl-(e)-3-buten-2-one	HMDB
4-Phenyl-3-buten-2-one	HMDB
4-Phenyl-3-butene-2-one	HMDB
4-Phenylbut-3-en-2-one	HMDB
4-Phenylbutenone	HMDB
Acetocinnamone	HMDB
Benzalaceton	HMDB
Benzalacetone	HMDB
Benzilidene acetone	HMDB
Benzilideneacetone	HMDB
Benzylidene acetone	HMDB
Benzylideneacetone, (e)-isomer	HMDB
Benzylideneacetone, (Z)-isomer	HMDB
FEMA 2881	HMDB
Ghl.PD_Mitscher_leg0.147	HMDB
Ketone, methyl styryl	HMDB
Methyl 2-phenylvinyl ketone	HMDB
Methyl beta -styryl ketone	HMDB
Methyl beta-styryl ketone	HMDB
Methyl styryl acetone	HMDB
Methyl styryl ketone	HMDB
STYRYL methyl ketone	HMDB
T-Pbo	HMDB
TPBO	HMDB
trans-4-Phenyl-3-buten-2-one	HMDB
trans-4-Phenylbut-3-en-2-one	HMDB
trans-Benzylidenacetone	HMDB
trans-Benzylideneacetone	HMDB
Benzylideneacetone	MeSH

Chemical Formula

C₁₀H₁₀O

Average Molecular Mass

146.186 g/mol

Monoisotopic Mass

146.073 g/mol

CAS Registry Number

122-57-6

IUPAC Name

(3E)-4-phenylbut-3-en-2-one

Traditional Name

BENZ

SMILES

CC(=O)\C=C\C1=CC=CC=C1

InChI Identifier

InChI=1S/C10H10O/c1-9(11)7-8-10-5-3-2-4-6-10/h2-8H,1H3/b8-7+

InChI Key

BWHOZHOGCMHOBV-BQYQJAHWSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

benzylideneacetone (CHEBI:78399 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	41.5 °C
Boiling Point	260-262°C
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.29 g/L	ALOGPS
logP	2.23	ALOGPS
logP	2.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	19.68	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	46.61 m³·mol⁻¹	ChemAxon
Polarizability	16.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0uea-5900000000-bbca89d5b1a35227985d	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f7k-4900000000-8295a2d505aa2a9f77ce	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0002-0900000000-45fb6240b879abb9c969	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f7k-1900000000-17b33cb5075a9d70e5a1	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0uea-5900000000-bbca89d5b1a35227985d	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f7k-4900000000-8295a2d505aa2a9f77ce	Spectrum
GC-MS	GC-MS Spectrum - CI-B (Non-derivatized)	splash10-0002-0900000000-45fb6240b879abb9c969	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0f7k-1900000000-17b33cb5075a9d70e5a1	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-2900000000-0a6c0e048f4c5cec78ed	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014l-4900000000-8cfbb3eac18d8d4bf520	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00kf-7900000000-8a42abf0dca00c701dfd	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-00kb-0900000000-57afe0bf82d645db42a7	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014j-2900000000-8871dcd67fbc04adb69e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00kb-0900000000-330a9e992de2080635fa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-00kf-9700000000-c7512426dd9d813a5301	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-32d2310b9569d7ac30db	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004j-1900000000-b58c6c127d639e6aa204	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ufr-8900000000-58ccfbfee6cc23a541d3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-18c68bb8112d08b92874	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-911f938940970d326261	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3900000000-d7fb58553b3833c9ac67	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-9d20cdb0d0c7518d00de	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udl-4900000000-f7306fc6af91979742cd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9600000000-e2d05750493ccde8fcfd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-1900000000-20e762b489daca6180c5	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-2900000000-946ac8d3960f9d8f1479	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004l-9200000000-2e1e3fb50e5e85cfbf84	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0f7k-3900000000-8ad3683afcbe5a70c4ef	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0031617

FooDB ID

FDB008255

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chemspider ID

ChEBI ID

PubChem Compound ID

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=21464604

2. https://www.ncbi.nlm.nih.gov/pubmed/?term=22692228

3. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Benzylideneacetone (CHEM003865)

Structure for CHEM003865: Benzylideneacetone