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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:17:24 UTC

Update Date

2023-02-21 17:25:19 UTC

HMDB ID

HMDB0036235

Secondary Accession Numbers

HMDB36235

Metabolite Identification

Common Name

alpha,alpha-Dimethylphenethyl formate

Description

alpha,alpha-Dimethylphenethyl formate, also known as a,a-dimethylphenethyl formic acid, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. alpha,alpha-Dimethylphenethyl formate is a dry, green, and herbal tasting compound. Based on a literature review very few articles have been published on alpha,alpha-Dimethylphenethyl formate.

Structure

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

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.770   5.954   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770   3.286   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.667   7.700   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   11                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4   10                                                       
CONECT    7    5   10                                                       
CONECT    8   10   11                                                       
CONECT    9   12   13                                                       
CONECT   10    6    7    8                                                  
CONECT   11    1    2    8   13                                             
CONECT   12    9                                                            
CONECT   13    9   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

COMPND    HMDB0036235
HETATM    1  C1  UNL     1      -2.772  -0.738  -0.560  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.489  -0.182   0.069  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.459  -0.799   1.477  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.340  -0.713  -0.727  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.983  -0.291  -0.275  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.554   0.853  -0.791  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.798   1.305  -0.404  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.510   0.606   0.527  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.971  -0.546   1.068  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.726  -0.981   0.668  1.00  0.00           C  
HETATM   11  O1  UNL     1      -1.528   1.189   0.232  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.691   2.049  -0.845  1.00  0.00           C  
HETATM   13  O2  UNL     1      -1.800   1.502  -1.972  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.666  -0.430  -0.003  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.812  -0.578  -1.638  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.691  -1.856  -0.414  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.165  -1.865   1.379  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.761  -0.246   2.130  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.491  -0.794   1.891  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.437  -0.433  -1.800  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.387  -1.841  -0.708  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.051   1.459  -1.535  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.226   2.204  -0.822  1.00  0.00           H  
HETATM   24  H11 UNL     1       4.483   0.978   0.817  1.00  0.00           H  
HETATM   25  H12 UNL     1       3.571  -1.083   1.814  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.333  -1.884   1.109  1.00  0.00           H  
HETATM   27  H14 UNL     1      -1.717   3.115  -0.686  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4   11
CONECT    3   17   18   19
CONECT    4    5   20   21
CONECT    5    6    6   10
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   26
CONECT   11   12
CONECT   12   13   13   27
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
a,a-Dimethylphenethyl formate	Generator
a,a-Dimethylphenethyl formic acid	Generator
alpha,alpha-Dimethylphenethyl formic acid	Generator
Α,α-dimethylphenethyl formate	Generator
Α,α-dimethylphenethyl formic acid	Generator
2-Benzyl-2-propyl formate	HMDB
alpha,alpha-Dimethylbenzeneethyl formate	HMDB
Benzeneethanol, alpha,alpha-dimethyl-, 1-formate	HMDB
Benzeneethanol, alpha,alpha-dimethyl-, formate	HMDB
Benzyl dimethyl carbinyl formate	HMDB
Dimethyl benzyl carbinyl formate	HMDB
DMBC Formate	HMDB
FEMA 2395	HMDB
Phenethyl alcohol, alpha,alpha-dimethyl-, formate	HMDB
2-Methyl-1-phenylpropan-2-yl formic acid	Generator

Chemical Formula

C₁₁H₁₄O₂

Average Molecular Weight

178.2277

Monoisotopic Molecular Weight

178.099379692

IUPAC Name

2-methyl-1-phenylpropan-2-yl formate

Traditional Name

2-methyl-1-phenylpropan-2-yl formate

CAS Registry Number

10058-43-2

SMILES

CC(C)(CC1=CC=CC=C1)OC=O

InChI Identifier

InChI=1S/C11H14O2/c1-11(2,13-9-12)8-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3

InChI Key

CFSCYYFRHIBXMS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0036235)
Cell membrane (HMDB: HMDB0036235)

Source

Exogenous

Exogenous (HMDB: HMDB0036235)

Food

Food (HMDB: HMDB0036235)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0036235)

Biological role

Nutrient (HMDB: HMDB0036235)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	221.00 to 222.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	2.640 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.059 g/L	ALOGPS
logP	3.16	ALOGPS
logP	2.58	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	51.35 m³·mol⁻¹	ChemAxon
Polarizability	19.35 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	139.838	31661259
DarkChem	[M-H]-	137.827	31661259
DeepCCS	[M+H]+	140.052	30932474
DeepCCS	[M-H]-	136.712	30932474
DeepCCS	[M-2H]-	173.638	30932474
DeepCCS	[M+Na]+	149.102	30932474
AllCCS	[M+H]+	138.0	32859911
AllCCS	[M+H-H2O]+	133.7	32859911
AllCCS	[M+NH4]+	142.0	32859911
AllCCS	[M+Na]+	143.1	32859911
AllCCS	[M-H]-	140.8	32859911
AllCCS	[M+Na-2H]-	141.6	32859911
AllCCS	[M+HCOO]-	142.7	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.	7.16 minutes	32390414
Predicted by Siyang on May 30, 2022	14.3938 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.33 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1975.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	465.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	264.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	153.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	612.6 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	672.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	75.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1212.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	447.5 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	1290.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	396.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	401.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	398.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	349.6 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	12.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
alpha,alpha-Dimethylphenethyl formate	CC(C)(CC1=CC=CC=C1)OC=O	1852.8	Standard polar	33892256
alpha,alpha-Dimethylphenethyl formate	CC(C)(CC1=CC=CC=C1)OC=O	1294.9	Standard non polar	33892256
alpha,alpha-Dimethylphenethyl formate	CC(C)(CC1=CC=CC=C1)OC=O	1278.4	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 - alpha,alpha-Dimethylphenethyl formate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9100000000-45b9bc24b730ad1324d1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - alpha,alpha-Dimethylphenethyl formate 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 - alpha,alpha-Dimethylphenethyl formate 10V, Positive-QTOF	splash10-0059-1900000000-18595c18d058cbcf3f79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 20V, Positive-QTOF	splash10-001i-3900000000-4f6a4bae54cc3d10f1c7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 40V, Positive-QTOF	splash10-00l6-9800000000-03c22e395bf5685a0d82	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 10V, Negative-QTOF	splash10-004i-1900000000-5123d086df4bf1c24360	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 20V, Negative-QTOF	splash10-004i-3900000000-3808efcf2744cc1d2376	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 40V, Negative-QTOF	splash10-0006-9300000000-16d92fee62d57ee33d08	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 10V, Positive-QTOF	splash10-001l-7900000000-f85494eba0474d139821	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 20V, Positive-QTOF	splash10-0006-9100000000-f4e0ca1ae575a62e6210	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 40V, Positive-QTOF	splash10-0006-9000000000-0b7c5e8ddbce6ca63b94	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 10V, Negative-QTOF	splash10-001i-1900000000-0016963ddcc53035eba3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 20V, Negative-QTOF	splash10-000x-9300000000-4de9d168174dc8f28b33	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - alpha,alpha-Dimethylphenethyl formate 40V, Negative-QTOF	splash10-0a4l-9100000000-61123acde3c5a0130517	2021-09-25	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

FDB015093

KNApSAcK ID

Not Available

Chemspider ID

55386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61464

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1020861

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 alpha,alpha-Dimethylphenethyl formate (HMDB0036235)

MOL for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

3D MOL for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

3D SDF for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

3D-SDF for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

PDB for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

3D PDB for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

SMILES for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

INCHI for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

Structure for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

3D Structure for HMDB0036235 (alpha,alpha-Dimethylphenethyl formate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra