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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:24 UTC

Update Date

2023-02-21 17:16:30 UTC

HMDB ID

HMDB0002994

Secondary Accession Numbers

HMDB0094689
HMDB02994
HMDB94689

Metabolite Identification

Common Name

Erythritol

Description

Erythritol 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

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2R,3S)-Butane-1,2,3,4-tetrol	ChEBI
Erythrit	ChEBI
Erythrite	ChEBI
Erythro-tetritol	ChEBI
Erythrol	ChEBI
L-Erythritol	ChEBI
MESO-erythritol	ChEBI
Mesoerythritol	ChEBI
Phycite	ChEBI
Phycitol	ChEBI
1,2,3,4-Butanetetrol	HMDB
Antierythrite	HMDB
Butanetetrol	HMDB
C*Eridex	HMDB
Erythroglucin	HMDB
I-erythritol	HMDB
L-(-)-Threitol	HMDB
L-Threitol	HMDB
Lichen sugar	HMDB
Meso-eythritol	HMDB
Paycite	HMDB
Tetrahydroxybutane	HMDB
1,2,3,4-Tetrahydroxybutane	HMDB

Chemical Formula

C₄H₁₀O₄

Average Molecular Weight

122.1198

Monoisotopic Molecular Weight

122.057908808

IUPAC Name

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

Traditional Name

erythritol

CAS Registry Number

149-32-6

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 Key

UNXHWFMMPAWVPI-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.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Sugar alcohols

Alternative Parents

Substituents

Sugar alcohol
Secondary alcohol
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

butane-1,2,3,4-tetrol (CHEBI:17113 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	121.5 °C	Not Available
Boiling Point	330.00 to 331.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	610 mg/mL at 22 °C	Not Available
LogP	-2.29	HANSCH,C ET AL. (1995)

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1160 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.5	ChemAxon
logS	0.98	ALOGPS
pKa (Strongest Acidic)	13.04	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	80.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	26.48 m³·mol⁻¹	ChemAxon
Polarizability	11.62 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	125.014	31661259
DarkChem	[M-H]-	118.052	31661259
DeepCCS	[M+H]+	125.753	30932474
DeepCCS	[M-H]-	122.786	30932474
DeepCCS	[M-2H]-	159.522	30932474
DeepCCS	[M+Na]+	134.844	30932474
AllCCS	[M+H]+	130.5	32859911
AllCCS	[M+H-H2O]+	126.4	32859911
AllCCS	[M+NH4]+	134.4	32859911
AllCCS	[M+Na]+	135.5	32859911
AllCCS	[M-H]-	122.9	32859911
AllCCS	[M+Na-2H]-	126.1	32859911
AllCCS	[M+HCOO]-	129.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Erythritol	OC[C@H](O)[C@H](O)CO	2515.9	Standard polar	33892256
Erythritol	OC[C@H](O)[C@H](O)CO	1418.8	Standard non polar	33892256
Erythritol	OC[C@H](O)[C@H](O)CO	1216.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Erythritol,1TMS,isomer #1	C[Si](C)(C)OC[C@H](O)[C@H](O)CO	1315.9	Semi standard non polar	33892256
Erythritol,1TMS,isomer #2	C[Si](C)(C)O[C@@H](CO)[C@H](O)CO	1280.6	Semi standard non polar	33892256
Erythritol,1TMS,isomer #3	C[Si](C)(C)O[C@H](CO)[C@@H](O)CO	1280.6	Semi standard non polar	33892256
Erythritol,1TMS,isomer #4	C[Si](C)(C)OC[C@@H](O)[C@@H](O)CO	1315.9	Semi standard non polar	33892256
Erythritol,2TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O)CO	1385.4	Semi standard non polar	33892256
Erythritol,2TMS,isomer #2	C[Si](C)(C)OC[C@H](O)[C@@H](CO)O[Si](C)(C)C	1381.1	Semi standard non polar	33892256
Erythritol,2TMS,isomer #3	C[Si](C)(C)OC[C@H](O)[C@H](O)CO[Si](C)(C)C	1408.6	Semi standard non polar	33892256
Erythritol,2TMS,isomer #4	C[Si](C)(C)O[C@@H](CO)[C@@H](CO)O[Si](C)(C)C	1356.6	Semi standard non polar	33892256
Erythritol,2TMS,isomer #5	C[Si](C)(C)OC[C@@H](O)[C@H](CO)O[Si](C)(C)C	1381.1	Semi standard non polar	33892256
Erythritol,2TMS,isomer #6	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)CO	1385.4	Semi standard non polar	33892256
Erythritol,3TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C	1438.8	Semi standard non polar	33892256
Erythritol,3TMS,isomer #2	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C	1455.0	Semi standard non polar	33892256
Erythritol,3TMS,isomer #3	C[Si](C)(C)OC[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C	1455.0	Semi standard non polar	33892256
Erythritol,3TMS,isomer #4	C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](CO)O[Si](C)(C)C	1438.8	Semi standard non polar	33892256
Erythritol,4TMS,isomer #1	C[Si](C)(C)OC[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C	1506.8	Semi standard non polar	33892256
Erythritol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O)[C@H](O)CO	1554.4	Semi standard non polar	33892256
Erythritol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H](CO)[C@H](O)CO	1531.6	Semi standard non polar	33892256
Erythritol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)CO	1531.6	Semi standard non polar	33892256
Erythritol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)CO	1554.4	Semi standard non polar	33892256
Erythritol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO	1812.0	Semi standard non polar	33892256
Erythritol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C	1817.9	Semi standard non polar	33892256
Erythritol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C	1818.6	Semi standard non polar	33892256
Erythritol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H](CO)[C@@H](CO)O[Si](C)(C)C(C)(C)C	1832.0	Semi standard non polar	33892256
Erythritol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](CO)O[Si](C)(C)C(C)(C)C	1817.9	Semi standard non polar	33892256
Erythritol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CO	1812.0	Semi standard non polar	33892256
Erythritol,3TBDMS,isomer #1	CC(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)C	2119.1	Semi standard non polar	33892256
Erythritol,3TBDMS,isomer #2	CC(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)C	2097.0	Semi standard non polar	33892256
Erythritol,3TBDMS,isomer #3	CC(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)C	2097.0	Semi standard non polar	33892256
Erythritol,3TBDMS,isomer #4	CC(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)C	2119.1	Semi standard non polar	33892256
Erythritol,4TBDMS,isomer #1	CC(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)C	2338.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Erythritol GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Erythritol GC-MS (4 TMS)	splash10-0gb9-0950000000-0284cb64008968df5b85	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Erythritol EI-B (Non-derivatized)	splash10-0gba-0960000000-e3c06af410ada4c51c35	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Erythritol GC-EI-TOF (Non-derivatized)	splash10-0gba-0930000000-dc2d1a78c7a0457d1e5e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Erythritol GC-MS (Non-derivatized)	splash10-0gb9-0950000000-0284cb64008968df5b85	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythritol GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-9000000000-83a8654b82fe1d2a6b5e	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythritol GC-MS (4 TMS) - 70eV, Positive	splash10-0ab9-7249000000-2b2a68afd8e4a9b09f96	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythritol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Erythritol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-01ox-9000000000-3ac2b797c104b943b1d7	2018-05-25	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-05tr-9500000000-c66e9c2cdca98e1a3073	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0006-9000000000-8c8289ff9dce6ace80fb	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0006-9000000000-9a74ea83fa64739762c7	2012-07-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol NA , negative-QTOF	splash10-00di-0977660000-980b1600279271fd2359	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOF	splash10-0a4i-9000000000-4fe19533227dfec09d04	2020-07-21	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 0V, negative-QTOF	splash10-00di-0900000000-0cbbbbc44cf97b2ea7f9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 0V, negative-QTOF	splash10-00di-0900000000-948580de674ae2465726	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 0V, negative-QTOF	splash10-00di-1900000000-03dd3eb75814753c7dd8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 1V, negative-QTOF	splash10-00di-2900000000-e0bdb19395892dbf87fe	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 1V, negative-QTOF	splash10-00di-3900000000-6d0568d8fc874a1395a1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 1V, negative-QTOF	splash10-00di-5900000000-b8fd7722fd366e306d83	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 2V, negative-QTOF	splash10-00di-9700000000-986ad1d639ba9b797f68	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 2V, negative-QTOF	splash10-00di-9300000000-9d2ec013afa970d97ce1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 3V, negative-QTOF	splash10-00di-9100000000-7bc378bdb49e237807d3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 3V, negative-QTOF	splash10-00di-9000000000-cba6793c794a22d5688e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol Orbitrap 4V, negative-QTOF	splash10-00di-9000000000-7d0b3257438b54283d7a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOF	splash10-0udi-3900000000-e73f20eee360d9f91e3d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOF	splash10-05fr-9000000000-556e5bf5855545978335	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Erythritol n/a 8V, negative-QTOF	splash10-001i-9000000000-063b6d0b520fb710203c	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythritol 10V, Positive-QTOF	splash10-00di-2900000000-b21b0229b3cca7a445e1	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythritol 20V, Positive-QTOF	splash10-03k9-9500000000-793c9703aa07422f1014	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythritol 40V, Positive-QTOF	splash10-01pd-9000000000-c17f1bba91d64dbd9f41	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythritol 10V, Negative-QTOF	splash10-00di-7900000000-12421f1c391587323fb6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythritol 20V, Negative-QTOF	splash10-05fr-9400000000-45979a06d5c9cf0240d8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Erythritol 40V, Negative-QTOF	splash10-0a4l-9000000000-e4d3d8da279144816016	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	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]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Saliva
Urine

Tissue Locations

Epidermis
Placenta
Prostate

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	4.10 +/- 1.64 uM	Adult (>18 years old)	Both	Normal	2625478	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Detected and Quantified	<5.738 uM	Adult (>18 years old)	Both	Normal	12675874	details
Blood	Detected and Quantified	2.3 (0.0-5.0) uM	Adolescent (13-18 years old)	Both	Normal	14988808	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	37.0 (29.0-45.0) uM	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	12 - 33 uM	Adolescent (13-18 years old)	Both	Normal	14988808	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	20669995	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Infant (0-1 year old)	Both	Normal	22411374	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	60.0 +/- 23.0 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Geigy Scientific ...	details
Urine	Detected and Quantified	149 +/- 30 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	16435188	details
Urine	Detected and Quantified	93 +/- 28 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	16435188	details
Urine	Detected and Quantified	51 +/- 18 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	16435188	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21736852	details
Urine	Detected and Quantified	33.4 (6.8-64.0) umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	80.328 +/- 114.754 uM	Adult (>18 years old)	Both	Uremia	12675874	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.0 - 5.0 uM	Adolescent (13-18 years old)	Both	Ribose-5-Phosphate Isomerase Deficiency	14988808	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

Associated Disorders and Diseases

Disease References

Uremia
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
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
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 ] 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)

External Links

DrugBank ID

DB04481

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00000407

Good Scents ID

rw1257251

References

Synthesis Reference

New Synthesis of Natural and of Racemic Erythrite. Pariselle, H. Compt. rend. (1910), 150 1343-6.

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]
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 ]
Prandi D: Canalicular bile production in man. Eur J Clin Invest. 1975 Feb;5(1):1-6. [PubMed:1122919 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]
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 ]

Showing metabocard for Erythritol (HMDB0002994)

MOL for HMDB0002994 (Erythritol)

3D MOL for HMDB0002994 (Erythritol)

3D SDF for HMDB0002994 (Erythritol)

3D-SDF for HMDB0002994 (Erythritol)

PDB for HMDB0002994 (Erythritol)

3D PDB for HMDB0002994 (Erythritol)

SMILES for HMDB0002994 (Erythritol)

INCHI for HMDB0002994 (Erythritol)

Structure for HMDB0002994 (Erythritol)

3D Structure for HMDB0002994 (Erythritol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra