Showing Compound 1'S-Acetoxychavicol acetate (FDB020865)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:19 UTC

Update date

2019-11-26 03:19:34 UTC

Primary ID

FDB020865

Secondary Accession Numbers

FDB020868

Chemical Information

FooDB Name

1'S-Acetoxychavicol acetate

Description

1'-Acetoxychavicol acetate belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group. 1'-Acetoxychavicol acetate has been detected, but not quantified in, herbs and spices. This could make 1'-acetoxychavicol acetate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 1'-Acetoxychavicol acetate.

CAS Number

52946-22-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(1S)-1-[4-(Acetyloxy)phenyl]prop-2-en-1-yl acetate	HMDB
(1S)-1-[4-(acetyloxy)phenyl]prop-2-en-1-yl acetate	biospider
(AlphaS)-4-(acetyloxy)-alpha-ethenylbenzenemethanol	HMDB
(alphaS)-4-(Acetyloxy)-alpha-ethenylbenzenemethanol	biospider
1'-Acetoxychavicol acetate	db_source
1'-Acetoxychavicol acetic acid	Generator
1's-1'-Acetoxychavicol acetate	HMDB
1'S-1'-Acetoxychavicol acetate	biospider
1's-Acetoxychavicol acetic acid	Generator
1-[4-(Acetyloxy)phenyl]prop-2-en-1-yl acetic acid	Generator

Showing 1 to 10 of 11 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.12 g/L	ALOGPS
logP	2.58	ALOGPS
logP	2.05	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.99 m³·mol⁻¹	ChemAxon
Polarizability	24.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C13H14O4

IUPAC name

1-[4-(acetyloxy)phenyl]prop-2-en-1-yl acetate

InChI Identifier

InChI=1S/C13H14O4/c1-4-13(17-10(3)15)11-5-7-12(8-6-11)16-9(2)14/h4-8,13H,1H2,2-3H3

InChI Key

JAMQIUWGGBSIKZ-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)OC(C=C)C1=CC=C(OC(C)=O)C=C1

Average Molecular Weight

234.2479

Monoisotopic Molecular Weight

234.089208936

Classification

Description

Belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenol esters

Sub Class

Not Available

Direct Parent

Phenol esters

Alternative Parents

Substituents

Phenol ester
Benzyloxycarbonyl
Phenoxy compound
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant

Role

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 66.66%; H 6.02%; O 27.32%	DFC
Melting Point	Not Available
Optical Rotation	[a]20D -80 (c, 1 in EtOH)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	1'S-Acetoxychavicol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-0900000000-1abea45849299f24ade5	Spectrum
Predicted GC-MS	1'S-Acetoxychavicol acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002u-0950000000-bab1e5d60064ed54fd6b	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004l-0900000000-f79652ac903a15e56eb4	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001j-1900000000-962bbdcd8eeb60b29c29	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000x-1960000000-cdce662dd688b22d71d9	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000x-2920000000-086e7d1ca558654bc999	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052e-6900000000-bb4d8adbbf61bce88907	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000l-0970000000-81735b3654a481b06311	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0036-1900000000-9b5975ebd113945e0e7c	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0007-2900000000-699c26c2e1a06248898e	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4l-9620000000-6a6a1fa37916a3b9a0ea	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9100000000-f44a6f5a57c94e8e8e93	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9300000000-ef559bb25482dcb0b386	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

119104

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

NDT23-F:NDT25-H

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00031531

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 1'S-Acetoxychavicol acetate (FDB020865)

Structure for FDB020865 (1'S-Acetoxychavicol acetate)