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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:51:52 UTC

Update Date

2022-03-07 02:54:39 UTC

HMDB ID

HMDB0035841

Secondary Accession Numbers

HMDB35841

Metabolite Identification

Common Name

Citronellal

Description

Citronellal, also known as 2,3-dihydrocitral or beta-citronellal, belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Based on a literature review a significant number of articles have been published on Citronellal.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0035841
     RDKit          3D
Citronellal
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.3577   -0.2245   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106    0.2614   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332    0.7075    1.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941    0.2951   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.7585    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402   -0.1932    1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -0.7941    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2271   -1.6279   -0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7086    0.2631   -0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    0.9542    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    1.8708    1.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3756   -0.3761   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068   -1.1779   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4644    0.5101   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0558    0.8041    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.0247    2.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5679    1.7384    1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -0.0309   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.7135    0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522    1.0873    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4235   -1.0557    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    0.2635    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353   -1.4889    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9452   -2.4960   -1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503   -2.0462   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.0383   -1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3808   -0.2356   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558    0.9388   -1.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    0.6437    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
M  END

HMDB0035841
     RDKit          3D
Citronellal
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.3577   -0.2245   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106    0.2614   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332    0.7075    1.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941    0.2951   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.7585    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402   -0.1932    1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -0.7941    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2271   -1.6279   -0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7086    0.2631   -0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    0.9542    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    1.8708    1.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3756   -0.3761   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068   -1.1779   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4644    0.5101   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0558    0.8041    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.0247    2.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5679    1.7384    1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -0.0309   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.7135    0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522    1.0873    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4235   -1.0557    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    0.2635    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353   -1.4889    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9452   -2.4960   -1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503   -2.0462   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.0383   -1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3808   -0.2356   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558    0.9388   -1.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    0.6437    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
M  END

COMPND    HMDB0035841
HETATM    1  C1  UNL     1      -3.358  -0.225  -1.066  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.411   0.261  -0.041  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.933   0.707   1.277  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.094   0.295  -0.317  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.092   0.758   0.634  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.940  -0.193   1.095  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.856  -0.794   0.098  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.227  -1.628  -0.980  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.709   0.263  -0.604  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.500   0.954   0.423  1.00  0.00           C  
HETATM   11  O1  UNL     1       3.016   1.871   1.038  1.00  0.00           O  
HETATM   12  H1  UNL     1      -4.376  -0.376  -0.678  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.007  -1.178  -1.535  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.464   0.510  -1.913  1.00  0.00           H  
HETATM   15  H4  UNL     1      -4.056   0.804   1.207  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.662  -0.025   2.066  1.00  0.00           H  
HETATM   17  H6  UNL     1      -2.568   1.738   1.526  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.811  -0.031  -1.306  1.00  0.00           H  
HETATM   19  H8  UNL     1       0.377   1.713   0.283  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.652   1.087   1.567  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.423  -1.056   1.609  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.577   0.264   1.891  1.00  0.00           H  
HETATM   23  H12 UNL     1       2.535  -1.489   0.686  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.945  -2.496  -1.172  1.00  0.00           H  
HETATM   25  H14 UNL     1       0.250  -2.046  -0.739  1.00  0.00           H  
HETATM   26  H15 UNL     1       1.188  -1.038  -1.931  1.00  0.00           H  
HETATM   27  H16 UNL     1       3.381  -0.236  -1.353  1.00  0.00           H  
HETATM   28  H17 UNL     1       2.056   0.939  -1.191  1.00  0.00           H  
HETATM   29  H18 UNL     1       4.503   0.644   0.624  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4    4
CONECT    3   15   16   17
CONECT    4    5   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    9   23
CONECT    8   24   25   26
CONECT    9   10   27   28
CONECT   10   11   11   29
END

HMDB0035841
     RDKit          3D
Citronellal
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.3577   -0.2245   -1.0658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4106    0.2614   -0.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332    0.7075    1.2767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0941    0.2951   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0918    0.7585    0.6340 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9402   -0.1932    1.0951 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8558   -0.7941    0.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2271   -1.6279   -0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7086    0.2631   -0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4998    0.9542    0.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    1.8708    1.0378 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3756   -0.3761   -0.6777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0068   -1.1779   -1.5346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4644    0.5101   -1.9133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0558    0.8041    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.0247    2.0663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5679    1.7384    1.5264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8111   -0.0309   -1.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3767    1.7135    0.2827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6522    1.0873    1.5671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4235   -1.0557    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    0.2635    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5353   -1.4889    0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9452   -2.4960   -1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2503   -2.0462   -0.7388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1880   -1.0383   -1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3808   -0.2356   -1.3527 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0558    0.9388   -1.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031    0.6437    0.6243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-Dihydrocitral	ChEBI
3,7-Dimethyl-6-octen-1-al	ChEBI
3,7-Dimethyl-6-octenal	ChEBI
beta-Citronellal	ChEBI
b-Citronellal	Generator
Β-citronellal	Generator
3,7-Dimethyloct-6-enal	HMDB
beta -Citronellal	HMDB
FEMA 2307	HMDB
Rhodinal	HMDB
Citronellal, (+-)-isomer	MeSH, HMDB
Citronellal, (S)-isomer	MeSH, HMDB
Citronellal, (R)-isomer	MeSH, HMDB

Chemical Formula

C₁₀H₁₈O

Average Molecular Weight

154.253

Monoisotopic Molecular Weight

154.1357652

IUPAC Name

3,7-dimethyloct-6-enal

Traditional Name

citronella

CAS Registry Number

106-23-0

SMILES

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

InChI Identifier

InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,8,10H,4,6-7H2,1-3H3

InChI Key

NEHNMFOYXAPHSD-UHFFFAOYSA-N

Chemical Taxonomy

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
Alpha-hydrogen aldehyde
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aldehyde
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

monoterpenoid (CHEBI:47856 )
Acyclic monoterpenoids (C17384 )
citronellal (CPD-7986 )

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035841)

Source

Exogenous

Food

Food (HMDB: HMDB0035841)

Herb and spice

Spice

Herb

Herbs and Spices (FooDB: FOOD00866)

Fruit

Berry

Grape (FooDB: FOOD00369)

Citrus

Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Citrus (FooDB: FOOD00859)

Tropical fruit

Pitanga (FooDB: FOOD00434)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Cocoa and cocoa products (FooDB: FOOD00860)

Vegetable

Stalk vegetable

Celery stalks (FooDB: FOOD00215)

Exogenous (HMDB: HMDB0035841)

Endogenous

Plant

Plant (HMDB: HMDB0035841)

Animal

Animal (HMDB: HMDB0035841)

Endogenous (HMDB: HMDB0035841)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035841)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035841)

Lipid metabolism pathway (HMDB: HMDB0035841)

Cellular process

Cell signaling (HMDB: HMDB0035841)

Biochemical process

Lipid transport (HMDB: HMDB0035841)

Role

Industrial application

Agriculture

Pesticide

Pesticide (HMDB: HMDB0035841)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035841)

Coloring agent

Fluorescent agent

Sedative (HMDB: HMDB0035841)

Food and nutrition

Food additive

Flavoring agent

Flavor (HMDB: HMDB0035841)

Fragrance (HMDB: HMDB0035841)

Biological role

Modulator

Inhibitor

P450 inhibitor (HMDB: HMDB0035841)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	206.00 to 207.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	38.94 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.297 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.36 g/L	ALOGPS
logP	3.25	ALOGPS
logP	2.71	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	18.32	ChemAxon
pKa (Strongest Basic)	-7	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	5	ChemAxon
Refractivity	49.3 m³·mol⁻¹	ChemAxon
Polarizability	19.18 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	137.339	31661259
DarkChem	[M-H]-	133.627	31661259
DeepCCS	[M+H]+	139.217	30932474
DeepCCS	[M-H]-	135.632	30932474
DeepCCS	[M-2H]-	172.873	30932474
DeepCCS	[M+Na]+	148.111	30932474
AllCCS	[M+H]+	137.7	32859911
AllCCS	[M+H-H2O]+	133.7	32859911
AllCCS	[M+NH4]+	141.5	32859911
AllCCS	[M+Na]+	142.6	32859911
AllCCS	[M-H]-	139.0	32859911
AllCCS	[M+Na-2H]-	141.0	32859911
AllCCS	[M+HCOO]-	143.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	6.85 minutes	32390414
Predicted by Siyang on May 30, 2022	16.4335 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.87 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2245.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	561.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	346.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	624.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	726.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1329.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	517.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1279.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	390.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	449.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	554.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	11.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Citronellal	CC(CCC=C(C)C)CC=O	1484.4	Standard polar	33892256
Citronellal	CC(CCC=C(C)C)CC=O	1116.8	Standard non polar	33892256
Citronellal	CC(CCC=C(C)C)CC=O	1154.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Citronellal,1TMS,isomer #1	CC(C)=CCCC(C)C=CO[Si](C)(C)C	1330.6	Semi standard non polar	33892256
Citronellal,1TMS,isomer #1	CC(C)=CCCC(C)C=CO[Si](C)(C)C	1294.0	Standard non polar	33892256
Citronellal,1TBDMS,isomer #1	CC(C)=CCCC(C)C=CO[Si](C)(C)C(C)(C)C	1548.0	Semi standard non polar	33892256
Citronellal,1TBDMS,isomer #1	CC(C)=CCCC(C)C=CO[Si](C)(C)C(C)(C)C	1518.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Citronellal EI-B (Non-derivatized)	splash10-066v-9200000000-145d8f7001c4ce77fa8c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellal EI-B (Non-derivatized)	splash10-066u-9100000000-95b49c5f5088a3eddc72	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellal EI-B (Non-derivatized)	splash10-066v-9200000000-145d8f7001c4ce77fa8c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Citronellal EI-B (Non-derivatized)	splash10-066u-9100000000-95b49c5f5088a3eddc72	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellal GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-9400000000-61094362cba6ad2562d7	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Citronellal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 10V, Positive-QTOF	splash10-0a4i-1900000000-facaeed6253aef58db1e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 20V, Positive-QTOF	splash10-0aor-9700000000-246e147d68730886b936	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 40V, Positive-QTOF	splash10-0ldl-9000000000-a497aaf732131b397f9b	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 10V, Negative-QTOF	splash10-0udi-0900000000-804231e21b402460f30f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 20V, Negative-QTOF	splash10-0udi-2900000000-e11d5a0124399999066a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 40V, Negative-QTOF	splash10-0006-9300000000-55b14a46099707c2eeb9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 10V, Positive-QTOF	splash10-05o3-9100000000-f88a67993a6d30f736f3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 20V, Positive-QTOF	splash10-00lu-9000000000-069ce8d3e8f400ae4384	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 40V, Positive-QTOF	splash10-0006-9000000000-a86a178bcdeaecf8351d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 10V, Negative-QTOF	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 20V, Negative-QTOF	splash10-0h90-0900000000-399caab2275c277c7c12	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Citronellal 40V, Negative-QTOF	splash10-01tc-9000000000-4f5c5668195b4a69808e	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Citronellal

METLIN ID

Not Available

PubChem Compound

7794

PDB ID

Not Available

ChEBI ID

47856

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1032651

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Citronellal (HMDB0035841)

MOL for HMDB0035841 (Citronellal)

3D MOL for HMDB0035841 (Citronellal)

3D SDF for HMDB0035841 (Citronellal)

3D-SDF for HMDB0035841 (Citronellal)

PDB for HMDB0035841 (Citronellal)

3D PDB for HMDB0035841 (Citronellal)

SMILES for HMDB0035841 (Citronellal)

INCHI for HMDB0035841 (Citronellal)

Structure for HMDB0035841 (Citronellal)

3D Structure for HMDB0035841 (Citronellal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra