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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:14:42 UTC

Update Date

2021-09-26 22:51:31 UTC

HMDB ID

HMDB0244048

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1,1,3,3-Tetramethoxypropane

Description

1,1,3,3-Tetramethoxypropane, also known as 1,1,3,3-TMP, belongs to the class of organic compounds known as acetals. Acetals are compounds having the structure R2C(OR')2 ( R' not Hydrogen) and thus diethers of geminal diols. Originally, the term was confined to derivatives of aldehydes (one R = H), but it now applies equally to derivatives of ketones (neither R = H ). Mixed acetals have different R' groups. Based on a literature review a significant number of articles have been published on 1,1,3,3-Tetramethoxypropane. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1,1,3,3-tetramethoxypropane is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1,1,3,3-Tetramethoxypropane is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

COMPND    HMDB0244048
HETATM    1  C1  UNL     1      -2.464   1.932   1.652  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.384   1.056   0.574  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.144   0.379   0.565  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.521   0.665  -0.754  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.811   0.073  -1.030  1.00  0.00           C  
HETATM    6  O2  UNL     1       1.782   0.487  -0.131  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.548  -0.508   0.409  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.159   0.489  -2.344  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.423  -0.578  -3.175  1.00  0.00           C  
HETATM   10  O4  UNL     1      -1.429  -0.961   0.791  1.00  0.00           O  
HETATM   11  C7  UNL     1      -1.008  -1.457   1.992  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.444   2.443   1.628  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.403   1.365   2.606  1.00  0.00           H  
HETATM   14  H3  UNL     1      -1.672   2.691   1.656  1.00  0.00           H  
HETATM   15  H4  UNL     1      -0.578   0.749   1.439  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.243   0.284  -1.535  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.460   1.763  -0.910  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.859  -1.026  -1.073  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.050  -1.286   0.974  1.00  0.00           H  
HETATM   20  H9  UNL     1       3.245   0.004   1.137  1.00  0.00           H  
HETATM   21  H10 UNL     1       3.216  -1.009  -0.322  1.00  0.00           H  
HETATM   22  H11 UNL     1       0.552  -1.274  -3.290  1.00  0.00           H  
HETATM   23  H12 UNL     1       2.305  -1.140  -2.780  1.00  0.00           H  
HETATM   24  H13 UNL     1       1.687  -0.196  -4.157  1.00  0.00           H  
HETATM   25  H14 UNL     1       0.050  -1.422   2.217  1.00  0.00           H  
HETATM   26  H15 UNL     1      -1.316  -2.541   2.035  1.00  0.00           H  
HETATM   27  H16 UNL     1      -1.618  -0.980   2.812  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4   10   15
CONECT    4    5   16   17
CONECT    5    6    8   18
CONECT    6    7
CONECT    7   19   20   21
CONECT    8    9
CONECT    9   22   23   24
CONECT   10   11
CONECT   11   25   26   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,1,3,3-TMP	HMDB

Chemical Formula

C₇H₁₆O₄

Average Molecular Weight

164.201

Monoisotopic Molecular Weight

164.104858995

IUPAC Name

1,1,3,3-tetramethoxypropane

Traditional Name

propane, 1,1,3,3-tetramethoxy-

CAS Registry Number

Not Available

SMILES

COC(CC(OC)OC)OC

InChI Identifier

InChI=1S/C7H16O4/c1-8-6(9-2)5-7(10-3)11-4/h6-7H,5H2,1-4H3

InChI Key

XHTYQFMRBQUCPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acetals. Acetals are compounds having the structure R2C(OR')2 ( R' not Hydrogen) and thus diethers of geminal diols. Originally, the term was confined to derivatives of aldehydes (one R = H), but it now applies equally to derivatives of ketones (neither R = H ). Mixed acetals have different R' groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Ethers

Direct Parent

Acetals

Alternative Parents

Hydrocarbon derivatives

Substituents

Acetal
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.21	ALOGPS
logP	0.36	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	36.92 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	40.07 m³·mol⁻¹	ChemAxon
Polarizability	17.7 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	133.114	30932474
DeepCCS	[M-H]-	129.641	30932474
DeepCCS	[M-2H]-	166.532	30932474
DeepCCS	[M+Na]+	141.698	30932474
AllCCS	[M+H]+	140.4	32859911
AllCCS	[M+H-H2O]+	136.6	32859911
AllCCS	[M+NH4]+	144.0	32859911
AllCCS	[M+Na]+	145.0	32859911
AllCCS	[M-H]-	137.1	32859911
AllCCS	[M+Na-2H]-	139.4	32859911
AllCCS	[M+HCOO]-	142.0	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.	4.39 minutes	32390414
Predicted by Siyang on May 30, 2022	12.5435 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.6 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1983.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	394.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	161.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	230.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	387.7 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	460.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	114.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1109.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	396.2 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	1078.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	265.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	293.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	461.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	490.2 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	15.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1,1,3,3-Tetramethoxypropane	COC(CC(OC)OC)OC	1228.5	Standard polar	33892256
1,1,3,3-Tetramethoxypropane	COC(CC(OC)OC)OC	1032.7	Standard non polar	33892256
1,1,3,3-Tetramethoxypropane	COC(CC(OC)OC)OC	955.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1,3,3-Tetramethoxypropane GC-MS (Non-derivatized) - 70eV, Positive	splash10-0059-9600000000-00e970c339d56806f6e8	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1,1,3,3-Tetramethoxypropane 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 - 1,1,3,3-Tetramethoxypropane 10V, Positive-QTOF	splash10-0gc0-0900000000-bbeb7f4d0fc44069b8d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,3,3-Tetramethoxypropane 20V, Positive-QTOF	splash10-0ue9-2900000000-836c551041188cdc46a0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,3,3-Tetramethoxypropane 40V, Positive-QTOF	splash10-0pbi-9300000000-00b8b6cd975a6c7a289e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,3,3-Tetramethoxypropane 10V, Negative-QTOF	splash10-0il0-3900000000-41e0656212ed322d29a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,3,3-Tetramethoxypropane 20V, Negative-QTOF	splash10-0a4i-9100000000-7708b1d4baaa63cac418	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1,1,3,3-Tetramethoxypropane 40V, Negative-QTOF	splash10-0a4i-9000000000-ede5c610bd01eae03cdb	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

59410

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

1,1,3,3-Tetramethoxypropane

METLIN ID

Not Available

PubChem Compound

66019

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1,1,3,3-Tetramethoxypropane (HMDB0244048)

MOL for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

3D MOL for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

3D SDF for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

3D-SDF for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

PDB for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

3D PDB for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

SMILES for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

INCHI for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

Structure for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

3D Structure for HMDB0244048 (1,1,3,3-Tetramethoxypropane)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra