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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:16:11 UTC

Update Date

2023-02-21 17:23:22 UTC

HMDB ID

HMDB0033532

Secondary Accession Numbers

HMDB33532

Metabolite Identification

Common Name

Dimethicone

Description

Dimethicone, also known as ((CH3)3Si)2O or HMDSO, belongs to the class of organic compounds known as disiloxanes. These are organosilicon compounds with the general formula H[Si](R)(R')O[Si](H)(R'')R''' (R= organyl, R'-R'''= H or organyl). Dimethicone is found, on average, in the highest concentration within a few different foods, such as carobs, lettuces, and common salsifies. Dimethicone has also been detected, but not quantified, in several different foods, such as black walnuts, sweet bay, asparagus, ceylon cinnamons, and hyssops. This could make dimethicone a potential biomarker for the consumption of these foods. An organosiloxane consisting of two trimethylsilyl groups covalently bound to a central oxygen.

Structure

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

COMPND    HMDB0033532
HETATM    1  C1  UNL     1       1.899   1.546  -0.058  1.00  0.00           C  
HETATM    2 SI1  UNL     1       1.412  -0.257  -0.210  1.00  0.00          SI  
HETATM    3  C2  UNL     1       1.553  -1.034   1.470  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.751  -1.062  -1.282  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.039  -0.502  -0.982  1.00  0.00           O  
HETATM    6 SI2  UNL     1      -1.435   0.016  -0.251  1.00  0.00          SI  
HETATM    7  C4  UNL     1      -1.443  -0.074   1.598  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.854  -1.071  -0.867  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.883   1.772  -0.738  1.00  0.00           C  
HETATM   10  H1  UNL     1       2.535   1.698   0.845  1.00  0.00           H  
HETATM   11  H2  UNL     1       2.560   1.859  -0.919  1.00  0.00           H  
HETATM   12  H3  UNL     1       1.044   2.219  -0.039  1.00  0.00           H  
HETATM   13  H4  UNL     1       2.629  -1.301   1.693  1.00  0.00           H  
HETATM   14  H5  UNL     1       1.262  -0.338   2.283  1.00  0.00           H  
HETATM   15  H6  UNL     1       1.014  -2.012   1.535  1.00  0.00           H  
HETATM   16  H7  UNL     1       2.398  -2.114  -1.437  1.00  0.00           H  
HETATM   17  H8  UNL     1       3.732  -1.012  -0.779  1.00  0.00           H  
HETATM   18  H9  UNL     1       2.713  -0.571  -2.261  1.00  0.00           H  
HETATM   19  H10 UNL     1      -2.512   0.066   1.937  1.00  0.00           H  
HETATM   20  H11 UNL     1      -0.877   0.733   2.085  1.00  0.00           H  
HETATM   21  H12 UNL     1      -1.131  -1.041   2.002  1.00  0.00           H  
HETATM   22  H13 UNL     1      -2.738  -2.105  -0.515  1.00  0.00           H  
HETATM   23  H14 UNL     1      -3.831  -0.647  -0.583  1.00  0.00           H  
HETATM   24  H15 UNL     1      -2.795  -1.008  -1.986  1.00  0.00           H  
HETATM   25  H16 UNL     1      -1.643   1.871  -1.807  1.00  0.00           H  
HETATM   26  H17 UNL     1      -2.983   1.865  -0.625  1.00  0.00           H  
HETATM   27  H18 UNL     1      -1.338   2.504  -0.109  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3    4    5
CONECT    3   13   14   15
CONECT    4   16   17   18
CONECT    5    6
CONECT    6    7    8    9
CONECT    7   19   20   21
CONECT    8   22   23   24
CONECT    9   25   26   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
((CH3)3SI)2O	ChEBI
Bis(trimethylsilyl)ether	ChEBI
Bis(trimethylsilyl)oxide	ChEBI
HMDSO	ChEBI
Oxybis(trimethylsilane)	ChEBI
1-Methoxy-1,1,2,2,2-pentamethyldisilane	HMDB
Dimethicone (NF)	HMDB
Dimethicone, ban	HMDB
Dimethyl(trimethylsilyl)methoxysilane	HMDB
Dimethylpolysiloxane	HMDB
Dimeticone	HMDB
Poly(dimethyl siloxane)	HMDB
Sentry dimethicone	HMDB

Chemical Formula

C₆H₁₈OSi₂

Average Molecular Weight

162.3775

Monoisotopic Molecular Weight

162.089618264

IUPAC Name

trimethyl[(trimethylsilyl)oxy]silane

Traditional Name

hexamethyldisiloxane

CAS Registry Number

9006-65-9

SMILES

C[Si](C)(C)O[Si](C)(C)C

InChI Identifier

InChI=1S/C6H18OSi2/c1-8(2,3)7-9(4,5)6/h1-6H3

InChI Key

UQEAIHBTYFGYIE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as disiloxanes. These are organosilicon compounds with the general formula H[Si](R)(R')O[Si](H)(R'')R''' (R= organyl, R'-R'''= H or organyl).

Kingdom

Organic compounds

Super Class

Organometallic compounds

Class

Organometalloid compounds

Sub Class

Organosilicon compounds

Direct Parent

Disiloxanes

Alternative Parents

Substituents

Disiloxane
Trialkylheterosilane
Organoheterosilane
Organic metalloid salt
Organic oxygen compound
Hydrocarbon derivative
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

organosiloxane (CHEBI:78002 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033532)
Cell membrane (HMDB: HMDB0033532)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033532)

Source

Exogenous

Exogenous (HMDB: HMDB0033532)

Food

Food (HMDB: HMDB0033532)

Vegetable

Shoot vegetable

Asparagus (FooDB: FOOD00021)
American pokeweed (FooDB: FOOD00437)

Leaf vegetable

Lettuce (FooDB: FOOD00095)

Root vegetable

Common salsify (FooDB: FOOD00457)

Other vegetable

Carob (FooDB: FOOD00321)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Tea

Herb and spice

Herb

Sweet bay (FooDB: FOOD00097)
Hyssop (FooDB: FOOD00089)

Spice

Cumin (FooDB: FOOD00067)
Ceylon cinnamon (FooDB: FOOD00051)

Fruit

Berry

American cranberry (FooDB: FOOD00192)

Nut

Black walnut (FooDB: FOOD00093)

Endogenous

Plant

Plant (HMDB: HMDB0033532)
Poaceae (HMDB: HMDB0033532)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033532)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.93 mg/L @ 25 °C (exp)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.4 g/L	ALOGPS
logP	2.89	ALOGPS
logP	3.03	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	36.03 m³·mol⁻¹	ChemAxon
Polarizability	17.63 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
AllCCS	[M+H]+	114.5	32859911
AllCCS	[M+H-H2O]+	111.8	32859911
AllCCS	[M+NH4]+	117.1	32859911
AllCCS	[M+Na]+	117.8	32859911
AllCCS	[M-H]-	122.5	32859911
AllCCS	[M+Na-2H]-	124.9	32859911
AllCCS	[M+HCOO]-	127.5	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.	4.27 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2236.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	403.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	155.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	250.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	133.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	587.3 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	630.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	301.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1029.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	410.9 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	1631.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	339.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	404.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	590.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	358.0 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	152.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dimethicone	C[Si](C)(C)O[Si](C)(C)C	1060.4	Standard polar	33892256
Dimethicone	C[Si](C)(C)O[Si](C)(C)C	760.9	Standard non polar	33892256
Dimethicone	C[Si](C)(C)O[Si](C)(C)C	741.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Dimethicone EI-B (Non-derivatized)	splash10-0002-4900000000-2a77aec5b226eab8930d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dimethicone EI-B (Non-derivatized)	splash10-0002-3900000000-6ab2723d315964c5ef48	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dimethicone EI-B (Non-derivatized)	splash10-0002-4900000000-2a77aec5b226eab8930d	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Dimethicone EI-B (Non-derivatized)	splash10-0002-3900000000-6ab2723d315964c5ef48	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethicone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dj-9600000000-786e12495f4bdb3afda9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimethicone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0002-3900000000-dc51d76b78f3833efe4d	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 10V, Positive-QTOF	splash10-03di-1900000000-349925ed6bafe3a92dc0	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 20V, Positive-QTOF	splash10-03di-6900000000-da60e44d550a0902374f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 40V, Positive-QTOF	splash10-01vo-9300000000-035256b575dd315a6944	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 10V, Negative-QTOF	splash10-03di-1900000000-42aaea2c5dbc61d8b4cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 20V, Negative-QTOF	splash10-03dr-9700000000-d7766d59d24ae7dc116b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 40V, Negative-QTOF	splash10-00dr-9200000000-28d389097af18d73a78e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 10V, Positive-QTOF	splash10-00di-9300000000-84d58255d37db74f73a6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 20V, Positive-QTOF	splash10-006x-9000000000-466ad6adcfb3529838c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 40V, Positive-QTOF	splash10-0a4i-9000000000-b48eb142427c51dd1ee7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 10V, Negative-QTOF	splash10-03di-4900000000-230e1382d18d3722ba54	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 20V, Negative-QTOF	splash10-00di-9200000000-21f5b8fc04e22b6a45c1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimethicone 40V, Negative-QTOF	splash10-00di-9000000000-2c51378accefbb6e4000	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View

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

FDB011592

KNApSAcK ID

Not Available

Chemspider ID

23150

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hexamethyldisiloxane

METLIN ID

Not Available

PubChem Compound

24764

PDB ID

Not Available

ChEBI ID

78002

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1249991

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 Dimethicone (HMDB0033532)

MOL for HMDB0033532 (Dimethicone)

3D MOL for HMDB0033532 (Dimethicone)

3D SDF for HMDB0033532 (Dimethicone)

3D-SDF for HMDB0033532 (Dimethicone)

PDB for HMDB0033532 (Dimethicone)

3D PDB for HMDB0033532 (Dimethicone)

SMILES for HMDB0033532 (Dimethicone)

INCHI for HMDB0033532 (Dimethicone)

Structure for HMDB0033532 (Dimethicone)

3D Structure for HMDB0033532 (Dimethicone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra