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Showing metabocard for Erythritol (HMDB0002994)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:24 UTC
Update Date2023-02-21 17:16:30 UTC
HMDB IDHMDB0002994
Secondary Accession Numbers
  • HMDB0094689
  • HMDB02994
  • HMDB94689
Metabolite Identification
Common NameErythritol
DescriptionErythritol is a sugar alcohol (or polyol), used as a food additive and sugar substitute. It is naturally occurring and is made from corn using enzymes and fermentation. Its formula is C4H10O4, or HO(CH2)(CHOH)2(CH2)OH; specifically, one particular stereoisomer with that formula. Erythritol is 60–70% as sweet as sucrose (table sugar), yet it is almost noncaloric and does not affect blood sugar or cause tooth decay. Erythritol occurs widely in nature and has been found to occur naturally in several foods including wine, sake, beer, watermelon, pear, grape, and soy sauce. Evidence indicates that erythritol also exists endogenously in the tissues and body fluids of humans and animals. Erythritol is absorbed from the proximal intestine by passive diffusion in a manner similar to that of many low molecular weight organic molecules which do not have associated active transport systems. The rate of absorption is related to their molecular size. It passes through the intestinal membranes at a faster rate than larger molecules such as mannitol or glucose. In diabetics, erythritol has also been shown to be rapidly absorbed and excreted unchanged in the urine. Following absorption, ingested erythritol is rapidly distributed throughout the body and has been reported to occur in hepatocytes, pancreatic cells, and vascular smooth muscle cells. Erythritol also has been reported to cross the human placenta and to pass slowly from the plasma into the brain and cerebrospinal fluid (PMID:9862657 ). Erythritol is found to be associated with ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism.
Structure
Data?1676999790
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002994 (Erythritol)


  Mrv1652303202019012D          

  8  7  0  0  0  0            999 V2000
   -1.7855    1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    1.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    1.1830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0710    0.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    1.5955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3565    2.4205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    1.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  5  1  0  0  0  0
  5  7  1  0  0  0  0
  5  6  1  1  0  0  0
  7  8  1  0  0  0  0
  3  4  1  6  0  0  0
  2  1  1  0  0  0  0
M  END
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3D MOL for HMDB0002994 (Erythritol)

HMDB0002994
     RDKit          3D
Erythritol
 18 17  0  0  0  0  0  0  0  0999 V2000
    1.9905    1.3531   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6574    0.0950   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226   -0.6627    0.3646 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4855   -1.9045   -0.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4310    0.0868    0.7271 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0925   -0.6618    1.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533    0.2592   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4960    0.9164   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6351    2.0599   -0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1281    0.1473   -1.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6098   -0.4824   -0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044   -0.7977    1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6250    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2115    1.0724    1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -0.1802    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397   -0.7597   -0.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    0.7712   -1.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158    1.3129   -0.8594 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  1
  4 13  1  0
  5 14  1  1
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
M  END
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3D SDF for HMDB0002994 (Erythritol)


  Mrv1652303202019012D          

  8  7  0  0  0  0            999 V2000
   -1.7855    1.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5000    1.1830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0710    1.1830    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0710    0.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3565    1.5955    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3565    2.4205    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3578    1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0723    1.5955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  5  1  0  0  0  0
  5  7  1  0  0  0  0
  5  6  1  1  0  0  0
  7  8  1  0  0  0  0
  3  4  1  6  0  0  0
  2  1  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002994

> <DATABASE_NAME>
hmdb

> <SMILES>
OC[C@H](O)[C@H](O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+

> <INCHI_KEY>
UNXHWFMMPAWVPI-ZXZARUISSA-N

> <FORMULA>
C4H10O4

> <MOLECULAR_WEIGHT>
122.1198

> <EXACT_MASS>
122.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
11.623273435855882

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S)-butane-1,2,3,4-tetrol

> <ALOGPS_LOGP>
-2.03

> <JCHEM_LOGP>
-2.4693489646666666

> <ALOGPS_LOGS>
0.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.285181811808233

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.044993073077713

> <JCHEM_PKA_STRONGEST_BASIC>
-2.973906601202132

> <JCHEM_POLAR_SURFACE_AREA>
80.92

> <JCHEM_REFRACTIVITY>
26.478599999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.16e+03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
erythritol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002994 (Erythritol)

HMDB0002994
     RDKit          3D
Erythritol
 18 17  0  0  0  0  0  0  0  0999 V2000
    1.9905    1.3531   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6574    0.0950   -0.6561 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8226   -0.6627    0.3646 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4855   -1.9045   -0.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4310    0.0868    0.7271 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0925   -0.6618    1.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3533    0.2592   -0.4611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4960    0.9164   -0.0558 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6351    2.0599   -0.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1281    0.1473   -1.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6098   -0.4824   -0.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4044   -0.7977    1.2973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6250    0.1449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2115    1.0724    1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686   -0.1802    2.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397   -0.7597   -0.8059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8383    0.7712   -1.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158    1.3129   -0.8594 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  1  9  1  0
  2 10  1  0
  2 11  1  0
  3 12  1  1
  4 13  1  0
  5 14  1  1
  6 15  1  0
  7 16  1  0
  7 17  1  0
  8 18  1  0
M  END
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PDB for HMDB0002994 (Erythritol)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0      -3.333   2.978   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.667   2.208   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.999   2.208   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.999   0.668   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.665   2.978   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -0.665   4.518   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.668   2.208   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.002   2.978   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1                                                            
CONECT    3    1    5    4                                                  
CONECT    4    3                                                            
CONECT    5    3    7    6                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   14    0
END
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3D PDB for HMDB0002994 (Erythritol)

COMPND    HMDB0002994
HETATM    1  O1  UNL     1       1.991   1.353  -0.144  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.657   0.095  -0.656  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.823  -0.663   0.365  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.485  -1.904  -0.123  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.431   0.087   0.727  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.092  -0.662   1.701  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.353   0.259  -0.461  1.00  0.00           C  
HETATM    8  O4  UNL     1      -2.496   0.916  -0.056  1.00  0.00           O  
HETATM    9  H1  UNL     1       1.635   2.060  -0.708  1.00  0.00           H  
HETATM   10  H2  UNL     1       1.128   0.147  -1.617  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.610  -0.482  -0.767  1.00  0.00           H  
HETATM   12  H4  UNL     1       1.404  -0.798   1.297  1.00  0.00           H  
HETATM   13  H5  UNL     1       1.113  -2.625   0.145  1.00  0.00           H  
HETATM   14  H6  UNL     1      -0.212   1.072   1.185  1.00  0.00           H  
HETATM   15  H7  UNL     1      -1.869  -0.180   2.070  1.00  0.00           H  
HETATM   16  H8  UNL     1      -1.640  -0.760  -0.806  1.00  0.00           H  
HETATM   17  H9  UNL     1      -0.838   0.771  -1.293  1.00  0.00           H  
HETATM   18  H10 UNL     1      -2.916   1.313  -0.859  1.00  0.00           H  
CONECT    1    2    9
CONECT    2    3   10   11
CONECT    3    4    5   12
CONECT    4   13
CONECT    5    6    7   14
CONECT    6   15
CONECT    7    8   16   17
CONECT    8   18
END
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SMILES for HMDB0002994 (Erythritol)

OC[C@H](O)[C@H](O)CO
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INCHI for HMDB0002994 (Erythritol)

InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2R,3S)-Butane-1,2,3,4-tetrolChEBI
ErythritChEBI
ErythriteChEBI
Erythro-tetritolChEBI
ErythrolChEBI
L-ErythritolChEBI
MESO-erythritolChEBI
MesoerythritolChEBI
PhyciteChEBI
PhycitolChEBI
1,2,3,4-ButanetetrolHMDB
AntierythriteHMDB
ButanetetrolHMDB
C*EridexHMDB
ErythroglucinHMDB
I-erythritolHMDB
L-(-)-ThreitolHMDB
L-ThreitolHMDB
Lichen sugarHMDB
Meso-eythritolHMDB
PayciteHMDB
TetrahydroxybutaneHMDB
1,2,3,4-TetrahydroxybutaneHMDB
Chemical FormulaC4H10O4
Average Molecular Weight122.1198
Monoisotopic Molecular Weight122.057908808
IUPAC Name(2R,3S)-butane-1,2,3,4-tetrol
Traditional Nameerythritol
CAS Registry Number149-32-6
SMILES
OC[C@H](O)[C@H](O)CO
InChI Identifier
InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4+
InChI KeyUNXHWFMMPAWVPI-ZXZARUISSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar alcohols
Alternative Parents
Substituents
  • Sugar alcohol
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point121.5 °CNot Available
Boiling Point330.00 to 331.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility610 mg/mL at 22 °CNot Available
LogP-2.29HANSCH,C ET AL. (1995)
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1160 g/LALOGPS
logP-2ALOGPS
logP-2.5ChemAxon
logS0.98ALOGPS
pKa (Strongest Acidic)13.04ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area80.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity26.48 m³·mol⁻¹ChemAxon
Polarizability11.62 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]+125.01431661259
DarkChem[M-H]-118.05231661259
DeepCCS[M+H]+125.75330932474
DeepCCS[M-H]-122.78630932474
DeepCCS[M-2H]-159.52230932474
DeepCCS[M+Na]+134.84430932474
AllCCS[M+H]+130.532859911
AllCCS[M+H-H2O]+126.432859911
AllCCS[M+NH4]+134.432859911
AllCCS[M+Na]+135.532859911
AllCCS[M-H]-122.932859911
AllCCS[M+Na-2H]-126.132859911
AllCCS[M+HCOO]-129.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ErythritolOC[C@H](O)[C@H](O)CO2515.9Standard polar33892256
ErythritolOC[C@H](O)[C@H](O)CO1418.8Standard non polar33892256
ErythritolOC[C@H](O)[C@H](O)CO1216.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Erythritol,1TMS,isomer #1C[Si](C)(C)OC[C@H](O)[C@H](O)CO1315.9Semi standard non polar33892256
Erythritol,1TMS,isomer #2C[Si](C)(C)O[C@@H](CO)[C@H](O)CO1280.6Semi standard non polar33892256
Erythritol,1TMS,isomer #3C[Si](C)(C)O[C@H](CO)[C@@H](O)CO1280.6Semi standard non polar33892256
Erythritol,1TMS,isomer #4C[Si](C)(C)OC[C@@H](O)[C@@H](O)CO1315.9Semi standard non polar33892256
Erythritol,2TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O)CO1385.4Semi standard non polar33892256
Erythritol,2TMS,isomer #2C[Si](C)(C)OC[C@H](O)[C@@H](CO)O[Si](C)(C)C1381.1Semi standard non polar33892256
Erythritol,2TMS,isomer #3C[Si](C)(C)OC[C@H](O)[C@H](O)CO[Si](C)(C)C1408.6Semi standard non polar33892256
Erythritol,2TMS,isomer #4C[Si](C)(C)O[C@@H](CO)[C@@H](CO)O[Si](C)(C)C1356.6Semi standard non polar33892256
Erythritol,2TMS,isomer #5C[Si](C)(C)OC[C@@H](O)[C@H](CO)O[Si](C)(C)C1381.1Semi standard non polar33892256
Erythritol,2TMS,isomer #6C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)CO1385.4Semi standard non polar33892256
Erythritol,3TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C1438.8Semi standard non polar33892256
Erythritol,3TMS,isomer #2C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C1455.0Semi standard non polar33892256
Erythritol,3TMS,isomer #3C[Si](C)(C)OC[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C1455.0Semi standard non polar33892256
Erythritol,3TMS,isomer #4C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C1438.8Semi standard non polar33892256
Erythritol,4TMS,isomer #1C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C1506.8Semi standard non polar33892256
Erythritol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O)[C@H](O)CO1554.4Semi standard non polar33892256
Erythritol,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H](CO)[C@H](O)CO1531.6Semi standard non polar33892256
Erythritol,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)CO1531.6Semi standard non polar33892256
Erythritol,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)CO1554.4Semi standard non polar33892256
Erythritol,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO1812.0Semi standard non polar33892256
Erythritol,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C1817.9Semi standard non polar33892256
Erythritol,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C1818.6Semi standard non polar33892256
Erythritol,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H](CO)[C@@H](CO)O[Si](C)(C)C(C)(C)C1832.0Semi standard non polar33892256
Erythritol,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](CO)O[Si](C)(C)C(C)(C)C1817.9Semi standard non polar33892256
Erythritol,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CO1812.0Semi standard non polar33892256
Erythritol,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C2119.1Semi standard non polar33892256
Erythritol,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C2097.0Semi standard non polar33892256
Erythritol,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2097.0Semi standard non polar33892256
Erythritol,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CO)O[Si](C)(C)C(C)(C)C2119.1Semi standard non polar33892256
Erythritol,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2338.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Erythritol GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Erythritol GC-MS (4 TMS)splash10-0gb9-0950000000-0284cb64008968df5b852014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Erythritol EI-B (Non-derivatized)splash10-0gba-0960000000-e3c06af410ada4c51c352017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Erythritol GC-EI-TOF (Non-derivatized)splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Erythritol GC-MS (Non-derivatized)splash10-0gb9-0950000000-0284cb64008968df5b852017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Erythritol GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-9000000000-83a8654b82fe1d2a6b5e2017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Erythritol GC-MS (4 TMS) - 70eV, Positivesplash10-0ab9-7249000000-2b2a68afd8e4a9b09f962017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Erythritol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Erythritol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-01ox-9000000000-3ac2b797c104b943b1d72018-05-25Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-05tr-9500000000-c66e9c2cdca98e1a30732012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0006-9000000000-8c8289ff9dce6ace80fb2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0006-9000000000-9a74ea83fa64739762c72012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol NA , negative-QTOFsplash10-00di-0977660000-980b1600279271fd23592020-07-21HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOFsplash10-0a4i-9000000000-4fe19533227dfec09d042020-07-21HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 0V, negative-QTOFsplash10-00di-0900000000-0cbbbbc44cf97b2ea7f92020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 0V, negative-QTOFsplash10-00di-0900000000-948580de674ae24657262020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 0V, negative-QTOFsplash10-00di-1900000000-03dd3eb75814753c7dd82020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 1V, negative-QTOFsplash10-00di-2900000000-e0bdb19395892dbf87fe2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 1V, negative-QTOFsplash10-00di-3900000000-6d0568d8fc874a1395a12020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 1V, negative-QTOFsplash10-00di-5900000000-b8fd7722fd366e306d832020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 2V, negative-QTOFsplash10-00di-9700000000-986ad1d639ba9b797f682020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 2V, negative-QTOFsplash10-00di-9300000000-9d2ec013afa970d97ce12020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 3V, negative-QTOFsplash10-00di-9100000000-7bc378bdb49e237807d32020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 3V, negative-QTOFsplash10-00di-9000000000-cba6793c794a22d5688e2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol Orbitrap 4V, negative-QTOFsplash10-00di-9000000000-7d0b3257438b54283d7a2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOFsplash10-0udi-3900000000-e73f20eee360d9f91e3d2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOFsplash10-05fr-9000000000-556e5bf58555459783352020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOFsplash10-001i-9000000000-063b6d0b520fb710203c2020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erythritol 10V, Positive-QTOFsplash10-00di-2900000000-b21b0229b3cca7a445e12017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erythritol 20V, Positive-QTOFsplash10-03k9-9500000000-793c9703aa07422f10142017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erythritol 40V, Positive-QTOFsplash10-01pd-9000000000-c17f1bba91d64dbd9f412017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erythritol 10V, Negative-QTOFsplash10-00di-7900000000-12421f1c391587323fb62017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erythritol 20V, Negative-QTOFsplash10-05fr-9400000000-45979a06d5c9cf0240d82017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Erythritol 40V, Negative-QTOFsplash10-0a4l-9000000000-e4d3d8da2791448160162017-07-26Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-05Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart 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 (predicted from logP)
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Feces
  • Saliva
  • Urine
Tissue Locations
  • Epidermis
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified4.10 +/- 1.64 uMAdult (>18 years old)Both
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
BloodDetected and Quantified<5.738 uMAdult (>18 years old)Both
Normal		 details
BloodDetected and Quantified2.3 (0.0-5.0) uMAdolescent (13-18 years old)Both
Normal		 details
Cerebrospinal Fluid (CSF)Detected and Quantified37.0 (29.0-45.0) uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified12 - 33 uMAdolescent (13-18 years old)BothNormal details
FecesDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Both
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Male
Normal		 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified60.0 +/- 23.0 umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected and Quantified149 +/- 30 umol/mmol creatinineInfant (0-1 year old)BothNormal details
UrineDetected and Quantified93 +/- 28 umol/mmol creatinineChildren (1-13 years old)BothNormal details
UrineDetected and Quantified51 +/- 18 umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified33.4 (6.8-64.0) umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified80.328 +/- 114.754 uMAdult (>18 years old)Both
Uremia		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0 - 5.0 uMAdolescent (13-18 years old)BothRibose-5-Phosphate Isomerase Deficiency details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Colorectal cancer		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothBladder cancer details
Associated Disorders and Diseases
Disease References
Uremia
  1. Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Ribose-5-phosphate isomerase deficiency
  1. Huck JH, Verhoeven NM, Struys EA, Salomons GS, Jakobs C, van der Knaap MS: Ribose-5-phosphate isomerase deficiency: new inborn error in the pentose phosphate pathway associated with a slowly progressive leukoencephalopathy. Am J Hum Genet. 2004 Apr;74(4):745-51. Epub 2004 Feb 25. [PubMed:14988808 ]
Colorectal cancer
  1. Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
  2. Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Associated OMIM IDs
  • 608611 (Ribose-5-phosphate isomerase deficiency)
  • 114500 (Colorectal cancer)
DrugBank IDDB04481
Phenol Explorer Compound IDNot Available
FooDB IDFDB000371
KNApSAcK IDC00001161
Chemspider ID192963
KEGG Compound IDC00503
BioCyc IDERYTHRITOL
BiGG IDNot Available
Wikipedia LinkErythritol
METLIN ID140
PubChem Compound222285
PDB IDMRY
ChEBI ID17113
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000407
Good Scents IDrw1257251
References
Synthesis ReferenceNew Synthesis of Natural and of Racemic Erythrite. Pariselle, H. Compt. rend. (1910), 150 1343-6.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Verhoeven NM, Huck JH, Roos B, Struys EA, Salomons GS, Douwes AC, van der Knaap MS, Jakobs C: Transaldolase deficiency: liver cirrhosis associated with a new inborn error in the pentose phosphate pathway. Am J Hum Genet. 2001 May;68(5):1086-92. Epub 2001 Mar 27. [PubMed:11283793 ]
  2. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  3. Prandi D: Canalicular bile production in man. Eur J Clin Invest. 1975 Feb;5(1):1-6. [PubMed:1122919 ]
  4. Makinen KK, Isotupa KP, Kivilompolo T, Makinen PL, Toivanen J, Soderling E: Comparison of erythritol and xylitol saliva stimulants in the control of dental plaque and mutans streptococci. Caries Res. 2001 Mar-Apr;35(2):129-35. [PubMed:11275673 ]
  5. Hino H, Kobayasi T, Asboe-Hansen G: Desmosome formation in normal human epidermal cell culture. Acta Derm Venereol. 1982;62(3):185-91. [PubMed:6179356 ]
  6. Bornet FR, Blayo A, Dauchy F, Slama G: Gastrointestinal response and plasma and urine determinations in human subjects given erythritol. Regul Toxicol Pharmacol. 1996 Oct;24(2 Pt 2):S296-302. [PubMed:8933646 ]
  7. Noda K, Nakayama K, Oku T: Serum glucose and insulin levels and erythritol balance after oral administration of erythritol in healthy subjects. Eur J Clin Nutr. 1994 Apr;48(4):286-92. [PubMed:8039489 ]
  8. Makinen KK, Saag M, Isotupa KP, Olak J, Nommela R, Soderling E, Makinen PL: Similarity of the effects of erythritol and xylitol on some risk factors of dental caries. Caries Res. 2005 May-Jun;39(3):207-15. [PubMed:15914983 ]
  9. Servo C, Palo J, Pitkanen E: Gas chromatographic separation and mass spectrometric identification of polyols in human cerebrospinal fluid and plasma. Acta Neurol Scand. 1977 Aug;56(2):104-10. [PubMed:899714 ]
  10. Utili R, Abernathy CO, Zimmerman HJ: Studies on the effects of C. coli endotoxin on canalicular bile formation in the isolated perfused rat liver. J Lab Clin Med. 1977 Mar;89(3):471-82. [PubMed:320281 ]
  11. Munro IC, Berndt WO, Borzelleca JF, Flamm G, Lynch BS, Kennepohl E, Bar EA, Modderman J: Erythritol: an interpretive summary of biochemical, metabolic, toxicological and clinical data. Food Chem Toxicol. 1998 Dec;36(12):1139-74. [PubMed:9862657 ]
  12. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]