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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:45:04 UTC

Update Date

2023-02-21 17:21:16 UTC

HMDB ID

HMDB0031730

Secondary Accession Numbers

HMDB31730

Metabolite Identification

Common Name

3,5,5-Trimethylhexanal

Description

3,5,5-Trimethylhexanal belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on 3,5,5-Trimethylhexanal.

Structure

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

COMPND    HMDB0031730
HETATM    1  C1  UNL     1       1.293   0.517  -1.867  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.376  -0.130  -0.517  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.927   0.866   0.460  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.168   0.203   1.761  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.592  -0.950   1.716  1.00  0.00           O  
HETATM    6  C5  UNL     1       0.208  -0.906  -0.084  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.107  -0.270   0.081  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.213   0.799   1.127  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.745   0.239  -1.182  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.027  -1.392   0.579  1.00  0.00           C  
HETATM   11  H1  UNL     1       1.080  -0.207  -2.691  1.00  0.00           H  
HETATM   12  H2  UNL     1       0.648   1.411  -1.893  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.325   0.888  -2.101  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.207  -0.881  -0.625  1.00  0.00           H  
HETATM   15  H5  UNL     1       1.382   1.812   0.521  1.00  0.00           H  
HETATM   16  H6  UNL     1       2.943   1.135   0.070  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.954   0.734   2.669  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.472  -1.441   0.854  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.070  -1.724  -0.839  1.00  0.00           H  
HETATM   20  H10 UNL     1      -2.297   0.846   1.415  1.00  0.00           H  
HETATM   21  H11 UNL     1      -0.979   1.812   0.777  1.00  0.00           H  
HETATM   22  H12 UNL     1      -0.693   0.506   2.064  1.00  0.00           H  
HETATM   23  H13 UNL     1      -1.215  -0.082  -2.097  1.00  0.00           H  
HETATM   24  H14 UNL     1      -1.850   1.353  -1.149  1.00  0.00           H  
HETATM   25  H15 UNL     1      -2.793  -0.132  -1.320  1.00  0.00           H  
HETATM   26  H16 UNL     1      -3.084  -1.179   0.357  1.00  0.00           H  
HETATM   27  H17 UNL     1      -1.693  -2.379   0.220  1.00  0.00           H  
HETATM   28  H18 UNL     1      -1.948  -1.447   1.695  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3    6   14
CONECT    3    4   15   16
CONECT    4    5    5   17
CONECT    6    7   18   19
CONECT    7    8    9   10
CONECT    8   20   21   22
CONECT    9   23   24   25
CONECT   10   26   27   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5,5-Trimethl-hexanal	HMDB
3,5,5-Trimethyl N-hexanal	HMDB
3,5,5-Trimethyl-hexanal	HMDB
3,5,5-Trimethylcapronaldehyde	HMDB
FEMA 3524	HMDB
Isononylaldehyde	HMDB
Isonylaldehyde	HMDB
Tert-butylisopentanal	HMDB

Chemical Formula

C₉H₁₈O

Average Molecular Weight

142.2386

Monoisotopic Molecular Weight

142.135765198

IUPAC Name

3,5,5-trimethylhexanal

Traditional Name

hexanal, 3,5,5-trimethyl-

CAS Registry Number

5435-64-3

SMILES

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

InChI Identifier

InChI=1S/C9H18O/c1-8(5-6-10)7-9(2,3)4/h6,8H,5,7H2,1-4H3

InChI Key

WTPYRCJDOZVZON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Medium-chain aldehydes

Alternative Parents

Substituents

Medium-chain aldehyde
Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0031730)

Source

Exogenous

Exogenous (HMDB: HMDB0031730)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	< -60 °C	Not Available
Boiling Point	67.00 to 68.00 °C. @ 2.50 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	3.051 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.085 g/L	ALOGPS
logP	3.51	ALOGPS
logP	2.53	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	16.07	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	4	ChemAxon
Refractivity	43.72 m³·mol⁻¹	ChemAxon
Polarizability	17.58 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]+	132.497	31661259
DarkChem	[M-H]-	129.98	31661259
DeepCCS	[M+H]+	138.229	30932474
DeepCCS	[M-H]-	134.786	30932474
DeepCCS	[M-2H]-	171.774	30932474
DeepCCS	[M+Na]+	147.312	30932474
AllCCS	[M+H]+	132.9	32859911
AllCCS	[M+H-H2O]+	128.9	32859911
AllCCS	[M+NH4]+	136.6	32859911
AllCCS	[M+Na]+	137.7	32859911
AllCCS	[M-H]-	135.6	32859911
AllCCS	[M+Na-2H]-	138.0	32859911
AllCCS	[M+HCOO]-	140.8	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.	5.08 minutes	32390414
Predicted by Siyang on May 30, 2022	17.4107 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.61 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2136.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	636.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	235.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	401.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	310.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	745.9 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	813.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	130.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1350.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	503.7 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	1612.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	508.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	402.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	507.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	598.3 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	16.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3,5,5-Trimethylhexanal	CC(CC=O)CC(C)(C)C	1231.4	Standard polar	33892256
3,5,5-Trimethylhexanal	CC(CC=O)CC(C)(C)C	941.4	Standard non polar	33892256
3,5,5-Trimethylhexanal	CC(CC=O)CC(C)(C)C	980.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3,5,5-Trimethylhexanal,1TMS,isomer #1	CC(C=CO[Si](C)(C)C)CC(C)(C)C	1166.7	Semi standard non polar	33892256
3,5,5-Trimethylhexanal,1TMS,isomer #1	CC(C=CO[Si](C)(C)C)CC(C)(C)C	1131.5	Standard non polar	33892256
3,5,5-Trimethylhexanal,1TBDMS,isomer #1	CC(C=CO[Si](C)(C)C(C)(C)C)CC(C)(C)C	1372.0	Semi standard non polar	33892256
3,5,5-Trimethylhexanal,1TBDMS,isomer #1	CC(C=CO[Si](C)(C)C(C)(C)C)CC(C)(C)C	1369.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3,5,5-Trimethylhexanal EI-B (Non-derivatized)	splash10-0a4i-9000000000-05710755b05579381479	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3,5,5-Trimethylhexanal EI-B (Non-derivatized)	splash10-0a4i-9000000000-05710755b05579381479	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,5-Trimethylhexanal GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aba-9000000000-23e2f9e906cfcbd94c63	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,5-Trimethylhexanal GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3,5,5-Trimethylhexanal 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 - 3,5,5-Trimethylhexanal 10V, Positive-QTOF	splash10-0006-2900000000-068079b3655060a9da6e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 20V, Positive-QTOF	splash10-002g-9800000000-5799f3537ea090802c13	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 40V, Positive-QTOF	splash10-0005-9100000000-b0d2edda2174d8888345	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 10V, Negative-QTOF	splash10-0006-0900000000-eded490f514281a684f1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 20V, Negative-QTOF	splash10-0006-2900000000-4fb4b6773c0c67857a78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 40V, Negative-QTOF	splash10-0006-9100000000-22519968da33be95b22a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 10V, Negative-QTOF	splash10-0006-0900000000-31a4c0b614cfbc7c3156	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 20V, Negative-QTOF	splash10-01ox-0900000000-a241e9d41b56d41f8d24	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 40V, Negative-QTOF	splash10-0006-9000000000-fab59f4c48ff40526756	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 10V, Positive-QTOF	splash10-0a4i-9000000000-77304d19702363fa804c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 20V, Positive-QTOF	splash10-0a4i-9000000000-426e76ebadbc70974e40	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3,5,5-Trimethylhexanal 40V, Positive-QTOF	splash10-0a4i-9000000000-e78aeadf6e1b06993d3c	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

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

FDB020385

KNApSAcK ID

Not Available

Chemspider ID

20276

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21574

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1017351

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3,5,5-Trimethylhexanal (HMDB0031730)

MOL for HMDB0031730 (3,5,5-Trimethylhexanal)

3D MOL for HMDB0031730 (3,5,5-Trimethylhexanal)

3D SDF for HMDB0031730 (3,5,5-Trimethylhexanal)

3D-SDF for HMDB0031730 (3,5,5-Trimethylhexanal)

PDB for HMDB0031730 (3,5,5-Trimethylhexanal)

3D PDB for HMDB0031730 (3,5,5-Trimethylhexanal)

SMILES for HMDB0031730 (3,5,5-Trimethylhexanal)

INCHI for HMDB0031730 (3,5,5-Trimethylhexanal)

Structure for HMDB0031730 (3,5,5-Trimethylhexanal)

3D Structure for HMDB0031730 (3,5,5-Trimethylhexanal)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra