Showing Compound (±)-trans,trans-delta-Damascone (FDB014463)

Record Information

Version

1.0

Creation date

2010-04-08 22:11:17 UTC

Update date

2018-05-28 19:24:04 UTC

Primary ID

FDB014463

Secondary Accession Numbers

FDB014399

Chemical Information

FooDB Name

(±)-trans,trans-delta-Damascone

Description

delta-Damascone, also known as δ-damascone, belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'. delta-Damascone is a sweet, blackcurrant, and cassis tasting compound. Based on a literature review a significant number of articles have been published on delta-Damascone.

CAS Number

57378-68-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Δ-damascone	Generator
D-Damascone	HMDB
FEMA 3622	HMDB
(±)-trans,trans-δ-damascone	Generator
(2E)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-2-buten-1-one	biospider
(2E)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one	biospider
1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-one	biospider
1-(2,6,6-Trimethyl-3-cyclohexen-1-yl)-2-buten-1-one, 9CI; (±)-trans,trans-form	db_source
2-Buten-1-one, 1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-	biospider
8-Damascone	biospider
Damascone, delta-	biospider
Delta-damascone	biospider

Predicted Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	3.95	ALOGPS
logP	3.87	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-4.6	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	62.41 m³·mol⁻¹	ChemAxon
Polarizability	23.08 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C13H20O

IUPAC name

(2E)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)but-2-en-1-one

InChI Identifier

InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5-8,10,12H,9H2,1-4H3/b7-5+

InChI Key

XEJGJTYRUWUFFD-FNORWQNLSA-N

Isomeric SMILES

C\C=C\C(=O)C1C(C)C=CCC1(C)C

Average Molecular Weight

192.2973

Monoisotopic Molecular Weight

192.151415262

Classification

Description

Belongs to the class of organic compounds known as enones. Enones are compounds containing the enone functional group, with the structure RC(=O)CR'.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Enones

Alternative Parents

Substituents

Enone
Acryloyl-group
Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 81.20%; H 10.48%; O 8.32%	DFC
Melting Point	Not Available
Boiling Point	Bp0.6 65-67°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d234 0.92	DFC
Refractive Index	n23D 1.4890	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	delta-Damascone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-014i-9700000000-972489c0f7952ff1dc8e	Spectrum
Predicted GC-MS	delta-Damascone, 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	splash10-0006-1900000000-9591e5d1ee7037a275de	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fr6-6900000000-ea69373cc6adc6297a31	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9200000000-8b9d538d68cea015237e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-843d3287963b1262056b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-2900000000-18c51b868d2461253b19	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0kg7-4900000000-c5dbc8ef3ba1bfd1deb8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-006x-0900000000-63c828647e466d417804	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-990661ae83889d9be94f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0l6u-9600000000-5cb71b421d7048414f2d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1900000000-9e79fb4857e0605d0198	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-3900000000-7d7f654d942921e99be0	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ae9-9800000000-9e4186422017eed16a9e	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

4517857

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

5365916

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB35682

CRC / DFC (Dictionary of Food Compounds) ID

JPY92-M:JQY78-T

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1445021

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

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
fruity	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rose	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
natural	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
petal	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cassis	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
blackcurrant	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.