AFCDB: Geranial (FDB013702)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:51 UTC

Update date

2019-11-26 03:08:53 UTC

Primary ID

FDB013702

Secondary Accession Numbers

FDB013721

Chemical Information

FooDB Name

Geranial

Description

Geranial, also known as (2E)-geranial or alpha-citral, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Thus, geranial is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on Geranial.

CAS Number

141-27-5

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.4 g/L	ALOGPS
logP	3.37	ALOGPS
logP	2.66	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-4.1	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	4	ChemAxon
Refractivity	50.12 m³·mol⁻¹	ChemAxon
Polarizability	18.6 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H16O

IUPAC name

(2E)-3,7-dimethylocta-2,6-dienal

InChI Identifier

InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3/b10-7+

InChI Key

WTEVQBCEXWBHNA-JXMROGBWSA-N

Isomeric SMILES

CC(C)=CCC\C(C)=C\C=O

Average Molecular Weight

152.237

Monoisotopic Molecular Weight

152.120115135

Classification

Description

Belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Acyclic monoterpenoids

Alternative Parents

Substituents

Acyclic monoterpenoid
Medium-chain aldehyde
Enal
Alpha,beta-unsaturated aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

enal (CHEBI:16980 )
monoterpenoid (CHEBI:16980 )
Acyclic monoterpenoids (C01499 )
Linear monoterpenes (C01499 )
Acyclic monoterpenoids (LMPR0102010003 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Cell and elements:

Extracellular

Subcellular:

Biofluid and excreta:

Saliva

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Lipid metabolism pathway

Cellular process:

Cell signaling

Role

Industrial application:

Household products:

Antimicrobial agent

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 78.90%; H 10.59%; O 10.51%	DFC
Melting Point	Not Available
Boiling Point	Bp20 119°	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	Not Available
Refractive Index	n20D 1.4898	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-014l-9100000000-92c761fd6ee64c67e40e	2014-09-20	View Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014l-9000000000-ccb0a3f327b5d2362bb9	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-131249cb1d7fb343fe10	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-dcdfd8342f2d4ce5a439	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-3c1a8e898f563c833b2c	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-90723459c49195367705	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014l-9000000000-ccb0a3f327b5d2362bb9	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-131249cb1d7fb343fe10	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-dcdfd8342f2d4ce5a439	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-3c1a8e898f563c833b2c	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-90723459c49195367705	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014l-9000000000-ccb0a3f327b5d2362bb9	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-131249cb1d7fb343fe10	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-dcdfd8342f2d4ce5a439	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-3c1a8e898f563c833b2c	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-90723459c49195367705	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014l-9000000000-ccb0a3f327b5d2362bb9	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-131249cb1d7fb343fe10	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-dcdfd8342f2d4ce5a439	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-014i-9100000000-3c1a8e898f563c833b2c	Spectrum
GC-MS	Geranial, non-derivatized, GC-MS Spectrum	splash10-00kf-9000000000-90723459c49195367705	Spectrum
Predicted GC-MS	Geranial, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0159-9300000000-625c688e32f3edaf287c	Spectrum
Predicted GC-MS	Geranial, 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	splash10-0udi-1900000000-84bd30b4e03200f6db52	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-1010-8900000000-8aa62bcc7a1bcaa41a1e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9000000000-79a3e6745a117da8309b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-21d238fd55ee29af690f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-1900000000-b84583833bad67467cf0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9700000000-a5e231c57e7f56a65d6d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0pb9-0900000000-70e7a03f5a911f54f098	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-3128155f72d867d46318	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9100000000-9b92fab117afca4b3a0a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05o0-9100000000-9c5fcd575fed478bccf6	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05qc-9000000000-85ae79bf95f3094e7a85	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-1a9a16cf8ea66689ce6a	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

16980

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB35092

CRC / DFC (Dictionary of Food Compounds) ID

JGH37-H:JGB05-S

EAFUS ID

Not Available

Dr. Duke ID

CITRAL-A|CITRAL-ALPHA|GERANIAL|TRANS-CITRAL

BIGG ID

Not Available

KNApSAcK ID

C00003036

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

141-27-5

GoodScent ID

rw1041341

SuperScent ID

Not Available

Wikipedia ID

Geranial

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

Descriptor	ID	Definition	Reference
anti aflatoxin	35222	A substance that diminishes the rate of a chemical reaction.	DUKE
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	DUKE
anti Epstein-Barr virus	22587	A substance that destroys or inhibits replication of viruses.	DUKE
antitumor	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
anti viral	22587	A substance that destroys or inhibits replication of viruses.	DUKE
anti yeast	33281	A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.	DUKE
chemopreventive	35610	A substance that inhibits or prevents the proliferation of neoplasms.	DUKE
estrogenic			DUKE
fungicide	24127	A substance used to destroy fungal pests.	DUKE
glutathionigenic			DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
spasmolytic			DUKE

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
lemon	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mint	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
citrus	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Geranial (FDB013702)

Structure for FDB013702 (Geranial)