Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Show more...Show more...Show more...Show more...Show more...

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:50:37 UTC

Update Date

2023-02-21 17:24:55 UTC

HMDB ID

HMDB0035820

Secondary Accession Numbers

HMDB35820

Metabolite Identification

Common Name

(R)-Citronellal

Description

(R)-Citronellal belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Thus, (R)-citronellal is considered to be an isoprenoid. Based on a literature review a significant number of articles have been published on (R)-Citronellal.

Structure

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

HMDB0035842
     RDKit          3D
(S)-Citronellal
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.0844   -0.5764   -1.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    0.0649    0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    0.8649    0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -0.0210    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -0.7635    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168    0.2285   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.3958   -0.5663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.4491    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    0.7336   -0.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2790    1.5252    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225    2.3736    0.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1214    0.2111   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -0.9592   -1.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4847   -1.4341   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684    1.2465    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    1.7144    0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    0.2558    0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    0.4911    1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937   -1.4841    0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5807   -1.3417   -0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    1.0129   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    0.7139    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103   -0.8425   -1.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -2.4418   -0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650   -1.4545    0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -1.3487    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    1.3740   -1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8835    0.3344   -1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2092    1.3675    0.8429 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  6
  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

HMDB0035842
     RDKit          3D
(S)-Citronellal
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.0844   -0.5764   -1.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    0.0649    0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    0.8649    0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -0.0210    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -0.7635    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168    0.2285   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.3958   -0.5663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.4491    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    0.7336   -0.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2790    1.5252    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225    2.3736    0.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1214    0.2111   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -0.9592   -1.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4847   -1.4341   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684    1.2465    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    1.7144    0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    0.2558    0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    0.4911    1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937   -1.4841    0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5807   -1.3417   -0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    1.0129   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    0.7139    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103   -0.8425   -1.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -2.4418   -0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650   -1.4545    0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -1.3487    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    1.3740   -1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8835    0.3344   -1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2092    1.3675    0.8429 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  6
  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    HMDB0035820
HETATM    1  C1  UNL     1      -4.005   1.067   0.306  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.761   0.246   0.215  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.735  -0.938  -0.665  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.705   0.575   0.911  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.470  -0.245   0.818  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.649   0.667   0.307  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.909  -0.144   0.206  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.685  -1.289  -0.759  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.992   0.764  -0.343  1.00  0.00           C  
HETATM   10  C10 UNL     1       4.258  -0.030  -0.450  1.00  0.00           C  
HETATM   11  O1  UNL     1       5.288   0.470  -0.867  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.745   2.107   0.632  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.515   1.122  -0.676  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.677   0.632   1.049  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.660  -0.978  -1.260  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.616  -1.869  -0.063  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.878  -0.874  -1.390  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.713   1.440   1.559  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.206  -0.610   1.841  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.590  -1.117   0.172  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.386   1.017  -0.700  1.00  0.00           H  
HETATM   22  H11 UNL     1       0.766   1.531   0.967  1.00  0.00           H  
HETATM   23  H12 UNL     1       2.225  -0.503   1.194  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.662  -2.249  -0.191  1.00  0.00           H  
HETATM   25  H14 UNL     1       0.764  -1.130  -1.355  1.00  0.00           H  
HETATM   26  H15 UNL     1       2.525  -1.314  -1.492  1.00  0.00           H  
HETATM   27  H16 UNL     1       2.695   1.097  -1.369  1.00  0.00           H  
HETATM   28  H17 UNL     1       3.166   1.629   0.299  1.00  0.00           H  
HETATM   29  H18 UNL     1       4.306  -1.074  -0.163  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

HMDB0035842
     RDKit          3D
(S)-Citronellal
 29 28  0  0  0  0  0  0  0  0999 V2000
    3.0844   -0.5764   -1.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7382    0.0649    0.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    0.8649    0.7981 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5640   -0.0210    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4041   -0.7635    0.1758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7168    0.2285   -0.0289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9685   -0.3958   -0.5663 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.4491    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9443    0.7336   -0.8652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2790    1.5252    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5225    2.3736    0.7439 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1214    0.2111   -1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1438   -0.9592   -1.0446 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4847   -1.4341   -1.4294 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4684    1.2465    1.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    1.7144    0.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    0.2558    0.9484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3820    0.4911    1.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937   -1.4841    0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5807   -1.3417   -0.7273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3331    1.0129   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8919    0.7139    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7103   -0.8425   -1.5554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1971   -2.4418   -0.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6650   -1.4545    0.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3269   -1.3487    1.3757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4866    1.3740   -1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8835    0.3344   -1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2092    1.3675    0.8429 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  6
  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
(3R)-(+)-Citronellal	ChEBI
(3R)-3,7-Dimethyl-6-octenal	ChEBI
(R)-3,7-Dimethyl-6-octenal	ChEBI
(R)-3,7-Dimethyloct-6-enal	ChEBI
(+)-Citronellal	HMDB
(3R)-3,7-Dimethyloct-6-enal	HMDB
(R)-(+)-Citronellal	HMDB
3,7-Dimethyl-(3R)-6-octenal	HMDB
(R)-Citronellal	PhytoBank
d-Citronellal	PhytoBank
3,7-Dimethyl-6-octenal	PhytoBank
(±)-Citronellal	PhytoBank
2,3-Dihydrocitral	PhytoBank
2,6-Dimethylhept-5-enecarboxaldehyde	PhytoBank
3,7-Dimethyloct-6-en-1-al	PhytoBank
Rhodinal	PhytoBank
dl-Citronellal	PhytoBank
beta-Citronellal	PhytoBank
β-Citronellal	PhytoBank

Chemical Formula

C₁₀H₁₈O

Average Molecular Weight

154.2493

Monoisotopic Molecular Weight

154.135765198

IUPAC Name

(3R)-3,7-dimethyloct-6-enal

Traditional Name

(R)-(+)-citronellal

CAS Registry Number

2385-77-5

SMILES

C[C@H](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/t10-/m1/s1

InChI Key

NEHNMFOYXAPHSD-SNVBAGLBSA-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

citronellal (CHEBI:299 )
Acyclic monoterpenoids (C09848 )
Linear monoterpenes (C09848 )
Acyclic monoterpenoids (LMPR0102010007 )

Ontology

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035820)

Source

Endogenous

Endogenous (HMDB: HMDB0035820)

Plant

Plant (HMDB: HMDB0035820)

Animal

Animal (HMDB: HMDB0035820)

Exogenous

Food

Food (HMDB: HMDB0035820)

Herb and spice

Herb

Lemon balm (FooDB: FOOD00108)

Herbs and Spices (FooDB: FOOD00866)

Fruit

Citrus

Citrus (FooDB: FOOD00859)

Exogenous (HMDB: HMDB0035820)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035820)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035820)

Lipid metabolism pathway (HMDB: HMDB0035820)

Cellular process

Cell signaling (HMDB: HMDB0035820)

Biochemical process

Lipid transport (HMDB: HMDB0035820)

Role

Biological role

Energy source (HMDB: HMDB0035820)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035820)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0035820)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< 25 °C	Not Available
Boiling Point	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	3.83	Not Available

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]+	138.262	31661259
DarkChem	[M-H]-	138.053	31661259
DeepCCS	[M+H]+	140.986	30932474
DeepCCS	[M-H]-	137.567	30932474
DeepCCS	[M-2H]-	174.514	30932474
DeepCCS	[M+Na]+	150.052	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 Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-Citronellal	C[C@H](CCC=C(C)C)CC=O	1491.4	Standard polar	33892256
(R)-Citronellal	C[C@H](CCC=C(C)C)CC=O	1125.3	Standard non polar	33892256
(R)-Citronellal	C[C@H](CCC=C(C)C)CC=O	1158.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-Citronellal,1TMS,isomer #1	CC(C)=CCC[C@@H](C)C=CO[Si](C)(C)C	1320.5	Semi standard non polar	33892256
(R)-Citronellal,1TMS,isomer #1	CC(C)=CCC[C@@H](C)C=CO[Si](C)(C)C	1303.5	Standard non polar	33892256
(R)-Citronellal,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)C=CO[Si](C)(C)C(C)(C)C	1540.1	Semi standard non polar	33892256
(R)-Citronellal,1TBDMS,isomer #1	CC(C)=CCC[C@@H](C)C=CO[Si](C)(C)C(C)(C)C	1522.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Citronellal GC-MS (Non-derivatized) - 70eV, Positive	splash10-05mo-9400000000-66027f2c2237a17f4437	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Citronellal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-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 - (R)-Citronellal 10V, Positive-QTOF	splash10-0a4i-1900000000-facaeed6253aef58db1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 20V, Positive-QTOF	splash10-0aor-9700000000-246e147d68730886b936	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 40V, Positive-QTOF	splash10-0ldl-9000000000-a497aaf732131b397f9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 10V, Negative-QTOF	splash10-0udi-0900000000-804231e21b402460f30f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 20V, Negative-QTOF	splash10-0udi-2900000000-e11d5a0124399999066a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 40V, Negative-QTOF	splash10-0006-9300000000-55b14a46099707c2eeb9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 10V, Negative-QTOF	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 20V, Negative-QTOF	splash10-0h90-0900000000-399caab2275c277c7c12	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 40V, Negative-QTOF	splash10-01tc-9000000000-4f5c5668195b4a69808e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 10V, Positive-QTOF	splash10-05o3-9100000000-f88a67993a6d30f736f3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 20V, Positive-QTOF	splash10-00lu-9000000000-069ce8d3e8f400ae4384	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Citronellal 40V, Positive-QTOF	splash10-0006-9000000000-a86a178bcdeaecf8351d	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

Not Available

METLIN ID

Not Available

PubChem Compound

75427

PDB ID

Not Available

ChEBI ID

299

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1106481

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Yoshida N, Takada T, Yamamura Y, Adachi I, Suzuki H, Kawakami J: Inhibitory effects of terpenoids on multidrug resistance-associated protein 2- and breast cancer resistance protein-mediated transport. Drug Metab Dispos. 2008 Jul;36(7):1206-11. doi: 10.1124/dmd.107.019513. Epub 2008 Apr 24. [PubMed:18436619 ]
Yoshida N, Takagi A, Kitazawa H, Kawakami J, Adachi I: Effects of citronellal, a monoterpenoid in Zanthoxyli Fructus, on the intestinal absorption of digoxin in vitro and in vivo. J Pharm Sci. 2006 Mar;95(3):552-60. [PubMed:16419049 ]
Chavan SP, Thakkar M, Jogdand GF, Kalkote UR: First enantiospecific synthesis of (-)-parvifoline and (-)-curcuquinone. J Org Chem. 2006 Nov 10;71(23):8986-8. [PubMed:17081038 ]
Yoshida N, Koizumi M, Adachi I, Kawakami J: Inhibition of P-glycoprotein-mediated transport by terpenoids contained in herbal medicines and natural products. Food Chem Toxicol. 2006 Dec;44(12):2033-9. Epub 2006 Jul 10. [PubMed:16904803 ]
Yoshida N, Takagi A, Kitazawa H, Kawakami J, Adachi I: Inhibition of P-glycoprotein-mediated transport by extracts of and monoterpenoids contained in Zanthoxyli fructus. Toxicol Appl Pharmacol. 2005 Dec 1;209(2):167-73. [PubMed:15890377 ]
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 (R)-Citronellal (HMDB0035820)

MOL for HMDB0035820 ((R)-Citronellal)

3D MOL for HMDB0035820 ((R)-Citronellal)

3D SDF for HMDB0035820 ((R)-Citronellal)

3D-SDF for HMDB0035820 ((R)-Citronellal)

PDB for HMDB0035820 ((R)-Citronellal)

3D PDB for HMDB0035820 ((R)-Citronellal)

SMILES for HMDB0035820 ((R)-Citronellal)

INCHI for HMDB0035820 ((R)-Citronellal)

Structure for HMDB0035820 ((R)-Citronellal)

3D Structure for HMDB0035820 ((R)-Citronellal)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra