Hmdb loader

Showing metabocard for Monoethyl carbonate (HMDB0031232)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:41:45 UTC
Update Date2023-02-21 17:20:08 UTC
HMDB IDHMDB0031232
Secondary Accession Numbers
  • HMDB31232
Metabolite Identification
Common NameMonoethyl carbonate
DescriptionMonoethyl carbonate, also known as etabonic acid or etabonate, belongs to the class of organic compounds known as carbonic acid monoesters. Carbonic acid monoesters are compounds comprising the carbonic acid monoester functional group. Based on a literature review very few articles have been published on Monoethyl carbonate.
Structure
Data?1677000008
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0031232 (Monoethyl carbonate)


  Mrv0541 05061305492D          

  6  5  0  0  0  0            999 V2000
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
M  END
Download

3D MOL for HMDB0031232 (Monoethyl carbonate)

HMDB0031232
     RDKit          3D
Monoethyl carbonate
 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.7197    0.7182    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159   -0.3991    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    0.2017   -0.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970   -0.5853   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5406   -1.8238   -0.2359 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9252   -0.0307   -0.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550    1.1446    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7561    0.3925   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888    1.5500   -0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -1.1121   -0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6799   -0.9509    1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173    0.8950   -0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  6 12  1  0
M  END
Download

3D SDF for HMDB0031232 (Monoethyl carbonate)


  Mrv0541 05061305492D          

  6  5  0  0  0  0            999 V2000
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031232

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C3H6O3/c1-2-6-3(4)5/h2H2,1H3,(H,4,5)

> <INCHI_KEY>
CQDGTJPVBWZJAZ-UHFFFAOYSA-N

> <FORMULA>
C3H6O3

> <MOLECULAR_WEIGHT>
90.0779

> <EXACT_MASS>
90.031694058

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
8.252310400007875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl hydrogen carbonate

> <ALOGPS_LOGP>
0.42

> <JCHEM_LOGP>
0.7527533763333333

> <ALOGPS_LOGS>
0.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.3326423462569315

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
19.015900000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.76e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl carbonate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0031232 (Monoethyl carbonate)

HMDB0031232
     RDKit          3D
Monoethyl carbonate
 12 11  0  0  0  0  0  0  0  0999 V2000
   -1.7197    0.7182    0.1191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159   -0.3991    0.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    0.2017   -0.2604 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6970   -0.5853   -0.3972 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5406   -1.8238   -0.2359 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9252   -0.0307   -0.6913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6550    1.1446    1.1612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7561    0.3925   -0.0694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888    1.5500   -0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9120   -1.1121   -0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6799   -0.9509    1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2173    0.8950   -0.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  6 12  1  0
M  END
Download

PDB for HMDB0031232 (Monoethyl carbonate)

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      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.310   1.334   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    6                                                       
CONECT    3    4    5    6                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    3                                                       
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
Download

3D PDB for HMDB0031232 (Monoethyl carbonate)

COMPND    HMDB0031232
HETATM    1  C1  UNL     1      -1.720   0.718   0.119  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.716  -0.399   0.045  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.547   0.202  -0.260  1.00  0.00           O  
HETATM    4  C3  UNL     1       1.697  -0.585  -0.397  1.00  0.00           C  
HETATM    5  O2  UNL     1       1.541  -1.824  -0.236  1.00  0.00           O  
HETATM    6  O3  UNL     1       2.925  -0.031  -0.691  1.00  0.00           O  
HETATM    7  H1  UNL     1      -1.655   1.145   1.161  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.756   0.392  -0.069  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.489   1.550  -0.582  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.912  -1.112  -0.778  1.00  0.00           H  
HETATM   11  H5  UNL     1      -0.680  -0.951   1.009  1.00  0.00           H  
HETATM   12  H6  UNL     1       3.217   0.895  -0.405  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3   10   11
CONECT    3    4
CONECT    4    5    5    6
CONECT    6   12
END
Download

SMILES for HMDB0031232 (Monoethyl carbonate)

CCOC(O)=O
Download

INCHI for HMDB0031232 (Monoethyl carbonate)

InChI=1S/C3H6O3/c1-2-6-3(4)5/h2H2,1H3,(H,4,5)
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
Carbonic acid monoethyl esterChEBI
Etabonic acidChEBI
Ethyl carbonateChEBI
Carbonate monoethyl esterGenerator
EtabonateGenerator
Ethyl carbonic acidGenerator
Monoethyl carbonic acidGenerator
Ethoxyformic acidHMDB
Ethyl carbonate?HMDB
Ethyl hydrogen carbonateHMDB
Polyethylene carbonateHMDB
Chemical FormulaC3H6O3
Average Molecular Weight90.0779
Monoisotopic Molecular Weight90.031694058
IUPAC Nameethyl hydrogen carbonate
Traditional Nameethyl carbonate
CAS Registry Number13932-53-1
SMILES
CCOC(O)=O
InChI Identifier
InChI=1S/C3H6O3/c1-2-6-3(4)5/h2H2,1H3,(H,4,5)
InChI KeyCQDGTJPVBWZJAZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carbonic acid monoesters. Carbonic acid monoesters are compounds comprising the carbonic acid monoester functional group.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic carbonic acids and derivatives
Sub ClassCarbonic acid monoesters
Direct ParentCarbonic acid monoesters
Alternative Parents
Substituents
  • Carbonic acid monoester
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-61 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility276 g/LALOGPS
logP0.42ALOGPS
logP0.75ChemAxon
logS0.49ALOGPS
pKa (Strongest Acidic)6.33ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity19.02 m³·mol⁻¹ChemAxon
Polarizability8.25 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+116.04631661259
DarkChem[M-H]-110.46231661259
DeepCCS[M+H]+133.14630932474
DeepCCS[M-H]-130.39330932474
DeepCCS[M-2H]-167.07930932474
DeepCCS[M+Na]+141.51930932474
AllCCS[M+H]+124.132859911
AllCCS[M+H-H2O]+119.732859911
AllCCS[M+NH4]+128.332859911
AllCCS[M+Na]+129.432859911
AllCCS[M-H]-125.332859911
AllCCS[M+Na-2H]-130.032859911
AllCCS[M+HCOO]-135.232859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.2.28 minutes32390414
Predicted by Siyang on May 30, 202210.0242 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.92 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1194.2 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid380.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid117.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid259.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid84.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid336.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid445.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)165.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid726.6 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid243.6 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid965.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid258.1 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid298.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate547.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA317.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water138.3 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Monoethyl carbonateCCOC(O)=O1544.8Standard polar33892256
Monoethyl carbonateCCOC(O)=O811.2Standard non polar33892256
Monoethyl carbonateCCOC(O)=O800.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Monoethyl carbonate,1TMS,isomer #1CCOC(=O)O[Si](C)(C)C868.4Semi standard non polar33892256
Monoethyl carbonate,1TBDMS,isomer #1CCOC(=O)O[Si](C)(C)C(C)(C)C1085.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Monoethyl carbonate GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-9000000000-b5692c052dee2349784f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Monoethyl carbonate GC-MS (1 TMS) - 70eV, Positivesplash10-00bi-9200000000-5e5df0adefb41d706a282017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Monoethyl carbonate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 10V, Positive-QTOFsplash10-0006-9000000000-2263698318a1447f018e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 20V, Positive-QTOFsplash10-01ox-9000000000-f774cb2d7e0929592af32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 40V, Positive-QTOFsplash10-002b-9000000000-c1a12857f238d6a3ed0d2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 10V, Negative-QTOFsplash10-000i-9000000000-50f88abeadee8bcf661f2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 20V, Negative-QTOFsplash10-000j-9000000000-44ac3432655835c691782015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 40V, Negative-QTOFsplash10-0002-9000000000-748300babb96e55d2c822015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 10V, Negative-QTOFsplash10-03dr-9000000000-1fd7072e56387030a9ef2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 20V, Negative-QTOFsplash10-03di-9000000000-8b79bd00e91e449dee612021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 40V, Negative-QTOFsplash10-0002-9000000000-4843505d4554961532052021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 10V, Positive-QTOFsplash10-0006-9000000000-55114cfeb864c49ff3d32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 20V, Positive-QTOFsplash10-0006-9000000000-4432b8d528d3552c9e3e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Monoethyl carbonate 40V, Positive-QTOFsplash10-0006-9000000000-07de68461f535931ff702021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB003257
KNApSAcK IDNot Available
Chemspider ID95020
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound105349
PDB ID01F
ChEBI ID50849
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .