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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2006-05-22 15:12:04 UTC

Update Date

2023-02-21 17:16:27 UTC

HMDB ID

HMDB0002704

Secondary Accession Numbers

HMDB02704

Metabolite Identification

Common Name

Iduronic acid

Description

Iduronic acid is a constituent of glycosaminoglycans heparin and heparan sulfate in varying proportions providing considerable diversity in sequence and biological function. The glycosaminoglycans (GAGs) are linear polysaccharides with alternating uronic acids (Iduronic acid and Glucuronic acid) and hexosamine residues, in which a limited set of monosaccharide units gives rise to a number of complex sequences by variable substitution with O-sulfate, N-sulfate, and N-acetyl groups. GAGs usually exist as the O-linked side-chains of proteoglycans, displaying a set of physiological functions which is remarkably wide and as yet incompletely explored. They may act as structural components of connective tissue and the extracellular matrix, or as specific ligands in the relationship between the cell surface and its surroundings. Heparan sulfate exists on the surface of most or all mammalian cells and can display a remarkable range of different sequence motifs; its range of interactions and possible functions reflect its structural complexity. The main repeat unit of heparin structurally resembles the protein binding sequences in heparan sulfate, but contains a higher percentage of sulfated residues. Utilized therapeutically as an anticoagulant and readily available in good quantities heparin serves as a useful model for heparan sulfate. Theoretical and experimental studies indicate that L-Iduronic acid residues of glycosaminoglycans are in equilibrium of different conformations, the relative proportion of conformers being a function of sulfation pattern and sequence. This unique conformational flexibility may provide an explanation for the stronger binding and associated higher biological activities of Iduronic acid-containing glycosaminoglycans (such as heparin, heparan sulfate and dermatan sulfate) as compared with other GAGs having similar charge density but with the more rigid glucuronic acid as the major uronic acid residue. Dermatan sulfates and heparins, which contain L-Iduronic acid in their backbone, show higher low-density lipoprotein (LDL)-affinity than chondroitin sulfates, which contain only D-glucuronic acid. Though confirming a non-specific, predominantly electrostatic interaction between GAGs and LDL, these results indicate modulation of LDL affinity by the polysaccharide backbone. Naturally oversulfated dermatan sulfate (SO3H/COOH ca. 1.2), mainly oversulfated at C-2 of Iduronic acid residues, show comparatively higher anticoagulant activity. (PMID: 3076283 , 8466951 , 8542607 , 11087707 ).

Structure

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

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      34.538 -22.171   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      35.871 -18.320   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      33.204 -18.320   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      37.205 -22.171   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      30.536 -19.860   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      31.870 -22.171   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      38.539 -18.320   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      34.538 -20.631   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      35.871 -19.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.204 -19.860   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      37.205 -20.631   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.870 -20.631   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      38.539 -19.860   0.000  0.00  0.00           C+0
CONECT    1    8                                                            
CONECT    2    9                                                            
CONECT    3   10                                                            
CONECT    4   11                                                            
CONECT    5   12                                                            
CONECT    6   12                                                            
CONECT    7   13                                                            
CONECT    8    1    9   10                                                  
CONECT    9    2    8   11                                                  
CONECT   10    3    8   12                                                  
CONECT   11    4    9   13                                                  
CONECT   12    5    6   10                                                  
CONECT   13    7   11                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Iduronate	Generator
L-Iduronate	HMDB
L-Iduronic acid	HMDB
Acid, iduronic	HMDB
(2S,3R,4R,5S)-2,3,4,5-Tetrahydroxy-6-oxohexanoate	HMDB
Iduronic acid	MeSH

Chemical Formula

C₆H₁₀O₇

Average Molecular Weight

194.1394

Monoisotopic Molecular Weight

194.042652674

IUPAC Name

(2S,3R,4R,5S)-2,3,4,5-tetrahydroxy-6-oxohexanoic acid

Traditional Name

iduronic acid

CAS Registry Number

3402-98-0

SMILES

O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O

InChI Identifier

InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/t2-,3+,4-,5+/m1/s1

InChI Key

IAJILQKETJEXLJ-LECHCGJUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glucuronic acid derivatives. Glucuronic acid derivatives are compounds containing a glucuronic acid moiety (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Glucuronic acid derivatives

Alternative Parents

Substituents

Glucuronic acid or derivatives
Hexose monosaccharide
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Monosaccharide
Fatty acyl
Hydroxy acid
Fatty acid
Alpha-hydroxy acid
Beta-hydroxy aldehyde
Alpha-hydroxyaldehyde
Secondary alcohol
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Aldehyde
Carbonyl group
Alcohol
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0002704)

Cell

Fibroblast

Fibroblast (HMDB: HMDB0002704)

Fibroblasts (HMDB: HMDB0002704)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0002704)

Cellular substructure

Organelle

Lysosome (HMDB: HMDB0002704)

Source

Endogenous

Endogenous (HMDB: HMDB0002704)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	100 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-3.2	ChemAxon
logS	-0.29	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	135.29 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	37.21 m³·mol⁻¹	ChemAxon
Polarizability	16.1 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]+	144.459	31661259
DarkChem	[M-H]-	140.019	31661259
DeepCCS	[M+H]+	149.532	30932474
DeepCCS	[M-H]-	147.137	30932474
DeepCCS	[M-2H]-	180.279	30932474
DeepCCS	[M+Na]+	155.445	30932474
AllCCS	[M+H]+	143.3	32859911
AllCCS	[M+H-H2O]+	139.6	32859911
AllCCS	[M+NH4]+	146.8	32859911
AllCCS	[M+Na]+	147.8	32859911
AllCCS	[M-H]-	132.6	32859911
AllCCS	[M+Na-2H]-	133.7	32859911
AllCCS	[M+HCOO]-	134.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Iduronic acid	O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O	3132.1	Standard polar	33892256
Iduronic acid	O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O	1542.4	Standard non polar	33892256
Iduronic acid	O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O)C(O)=O	1657.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Iduronic acid,1TMS,isomer #1	C[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O)C(=O)O	1726.2	Semi standard non polar	33892256
Iduronic acid,1TMS,isomer #2	C[Si](C)(C)O[C@@H]([C@H](O)C=O)[C@@H](O)[C@H](O)C(=O)O	1696.5	Semi standard non polar	33892256
Iduronic acid,1TMS,isomer #3	C[Si](C)(C)O[C@@H]([C@H](O)C(=O)O)[C@@H](O)[C@H](O)C=O	1689.2	Semi standard non polar	33892256
Iduronic acid,1TMS,isomer #4	C[Si](C)(C)O[C@H](C(=O)O)[C@H](O)[C@@H](O)[C@H](O)C=O	1695.9	Semi standard non polar	33892256
Iduronic acid,1TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)C=O	1698.4	Semi standard non polar	33892256
Iduronic acid,1TMS,isomer #6	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O)C(=O)O	1877.0	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #1	C[Si](C)(C)O[C@H](C=O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C(=O)O	1817.6	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #10	C[Si](C)(C)O[C@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C=O	1767.6	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #11	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C=O	1768.2	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #12	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1875.6	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #13	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H](O)C=O	1772.8	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #14	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O	1887.2	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #15	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C	1853.8	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #2	C[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1809.8	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #3	C[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O	1842.3	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C	1827.2	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #5	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H](O)C(=O)O	1935.6	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #6	C[Si](C)(C)O[C@@H]([C@H](O)C=O)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1770.5	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #7	C[Si](C)(C)O[C@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C=O	1801.0	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C=O	1795.7	Semi standard non polar	33892256
Iduronic acid,2TMS,isomer #9	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C(=O)O	1895.9	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #1	C[Si](C)(C)O[C@H](C=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1859.2	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #10	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C	1943.9	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #11	C[Si](C)(C)O[C@H](C(=O)O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C=O	1859.1	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #12	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C=O	1868.6	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #13	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1926.1	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #14	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C=O	1876.7	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #15	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O	1951.0	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #16	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C	1921.9	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #17	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C=O	1835.9	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #18	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	1929.6	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #19	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C	1905.5	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #2	C[Si](C)(C)O[C@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](C=O)O[Si](C)(C)C	1896.0	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #20	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1896.5	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](C=O)O[Si](C)(C)C	1879.4	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #4	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C(=O)O	1958.1	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #5	C[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	1893.7	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #6	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C	1903.8	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #7	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1959.5	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #8	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C	1904.3	Semi standard non polar	33892256
Iduronic acid,3TMS,isomer #9	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O	1968.2	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #1	C[Si](C)(C)O[C@H](C=O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	1904.0	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #10	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1975.9	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #11	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C=O	1920.3	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #12	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	1977.4	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #13	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C	1962.5	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #14	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1977.3	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #15	C[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1947.6	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C=O)O[Si](C)(C)C	1915.4	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O	1969.7	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H](C=O)O[Si](C)(C)C	1926.3	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #5	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O	1991.2	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #6	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C	1975.5	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #7	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C	1938.2	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #8	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	1980.9	Semi standard non polar	33892256
Iduronic acid,4TMS,isomer #9	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C	1975.3	Semi standard non polar	33892256
Iduronic acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H](C=O)O[Si](C)(C)C	1938.8	Semi standard non polar	33892256
Iduronic acid,5TMS,isomer #2	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O	1984.8	Semi standard non polar	33892256
Iduronic acid,5TMS,isomer #3	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C	1989.6	Semi standard non polar	33892256
Iduronic acid,5TMS,isomer #4	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2003.7	Semi standard non polar	33892256
Iduronic acid,5TMS,isomer #5	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1992.6	Semi standard non polar	33892256
Iduronic acid,5TMS,isomer #6	C[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1967.0	Semi standard non polar	33892256
Iduronic acid,6TMS,isomer #1	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1999.4	Semi standard non polar	33892256
Iduronic acid,6TMS,isomer #1	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1978.5	Standard non polar	33892256
Iduronic acid,6TMS,isomer #1	C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2060.3	Standard polar	33892256
Iduronic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O)C(=O)O	2013.7	Semi standard non polar	33892256
Iduronic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)C=O)[C@@H](O)[C@H](O)C(=O)O	1969.6	Semi standard non polar	33892256
Iduronic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)C(=O)O)[C@@H](O)[C@H](O)C=O	1947.7	Semi standard non polar	33892256
Iduronic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H](O)[C@@H](O)[C@H](O)C=O	1979.9	Semi standard non polar	33892256
Iduronic acid,1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)C=O	1977.0	Semi standard non polar	33892256
Iduronic acid,1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O)C(=O)O	2128.6	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C(=O)O	2259.0	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C=O	2216.2	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C=O	2230.4	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2326.6	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H](O)C=O	2236.2	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2366.4	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2345.2	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2256.3	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2291.5	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2276.8	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H](O)C(=O)O	2388.3	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]([C@H](O)C=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2218.9	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C=O	2263.7	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C=O	2261.7	Semi standard non polar	33892256
Iduronic acid,2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C(=O)O	2365.4	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2506.8	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2592.6	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C=O	2513.6	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C=O	2514.8	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2552.5	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C=O	2522.1	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2603.6	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2595.1	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C=O	2470.5	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2554.9	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2560.1	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2560.6	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2553.7	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2552.7	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C(=O)O	2553.6	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2563.0	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2573.4	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2578.1	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2567.6	Semi standard non polar	33892256
Iduronic acid,3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2623.3	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H](C=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2785.0	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2822.8	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C=O	2753.1	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2799.6	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2803.7	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2818.7	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2781.6	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2773.0	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O	2768.9	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2762.4	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2826.7	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2816.4	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2799.5	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2820.2	Semi standard non polar	33892256
Iduronic acid,4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2819.3	Semi standard non polar	33892256
Iduronic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](C=O)O[Si](C)(C)C(C)(C)C	2965.3	Semi standard non polar	33892256
Iduronic acid,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	3003.7	Semi standard non polar	33892256
Iduronic acid,5TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2993.3	Semi standard non polar	33892256
Iduronic acid,5TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2995.6	Semi standard non polar	33892256
Iduronic acid,5TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2995.8	Semi standard non polar	33892256
Iduronic acid,5TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2982.8	Semi standard non polar	33892256
Iduronic acid,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3189.6	Semi standard non polar	33892256
Iduronic acid,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2996.8	Standard non polar	33892256
Iduronic acid,6TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2701.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Iduronic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9700000000-cdaf9f94e02e4e7ba7d2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iduronic acid GC-MS (5 TMS) - 70eV, Positive	splash10-009i-4212940000-02a8091c226f3a41d70e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Iduronic acid 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 - Iduronic acid 10V, Positive-QTOF	splash10-056s-2900000000-86606b8382ffe403bc8e	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 20V, Positive-QTOF	splash10-0a4i-9500000000-af67bc97552641417bee	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 40V, Positive-QTOF	splash10-0a4i-9100000000-205a7cff1e298283a080	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 10V, Negative-QTOF	splash10-05p9-9700000000-ee070fab487c9f3e49b7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 20V, Negative-QTOF	splash10-0a4r-9400000000-284825e422ba9585f17b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 40V, Negative-QTOF	splash10-0a4i-9100000000-64d4f9d758e2a4eeba68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 10V, Negative-QTOF	splash10-00fr-9300000000-77aa1619935fe785e397	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 20V, Negative-QTOF	splash10-0a6r-9000000000-da4be7e32a829503c021	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 40V, Negative-QTOF	splash10-0a6r-9000000000-c1c9308cd925f43d015f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 10V, Positive-QTOF	splash10-01y5-7900000000-df218a4e340a0ff668c1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 20V, Positive-QTOF	splash10-03kl-9100000000-d22d4d2644d77203331d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Iduronic acid 40V, Positive-QTOF	splash10-08fu-9000000000-93301767b758d212114f	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	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]-)	2023-02-03	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

Lysosome

Biospecimen Locations

Blood
Urine

Tissue Locations

Fibroblasts

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Detected and Quantified	0.017 - 0.15 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	T. TOIDA, G. QIU,...	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023047

KNApSAcK ID

Not Available

Chemspider ID

17794

KEGG Compound ID

C06472

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

24769

Food Biomarker Ontology

Not Available

VMH ID

IDOUR

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Roden, Lennart; Dorfman, Albert. Metabolism of mucopolysaccharides in mammalian tissues. V. Origin of L-iduronic acid. Journal of Biological Chemistry (1958), 233 1030-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Fuller M, Meikle PJ, Hopwood JJ: Glycosaminoglycan degradation fragments in mucopolysaccharidosis I. Glycobiology. 2004 May;14(5):443-50. Epub 2004 Jan 12. [PubMed:14718373 ]
Cheng F, Petersson P, Arroyo-Yanguas Y, Westergren-Thorsson G: Differences in the uptake and nuclear localization of anti-proliferative heparan sulfate between human lung fibroblasts and human lung carcinoma cells. J Cell Biochem. 2001;83(4):597-606. [PubMed:11746503 ]
Inoue H, Otsu K, Suzuki S, Nakanishi Y: Difference between N-acetylgalactosamine 4-sulfate 6-O-sulfotransferases from human serum and squid cartilage in specificity toward the terminal and interior portion of chondroitin sulfate. J Biol Chem. 1986 Apr 5;261(10):4470-5. [PubMed:3082866 ]
Ginsberg LC, Di Ferrante DT, Di Ferrante N: A substrate for direct measurement of L-iduronic acid 2-sulfate sulfatase. Carbohydr Res. 1978 Jul;64:225-35. [PubMed:98232 ]
Casu B, Petitou M, Provasoli M, Sinay P: Conformational flexibility: a new concept for explaining binding and biological properties of iduronic acid-containing glycosaminoglycans. Trends Biochem Sci. 1988 Jun;13(6):221-5. [PubMed:3076283 ]
Gigli M, Ghiselli G, Torri G, Naggi A, Rizzo V: A comparative study of low-density lipoprotein interaction with glycosaminoglycans. Biochim Biophys Acta. 1993 Apr 7;1167(2):211-7. [PubMed:8466951 ]
Bartolucci C, Cellai L, Iannelli MA, Lamba D, Liverani L, Mascellani G, Perola E: Inhibition of human leukocyte elastase by chemically and naturally oversulfated galactosaminoglycans. Carbohydr Res. 1995 Oct 23;276(2):401-8. [PubMed:8542607 ]
Mulloy B, Forster MJ: Conformation and dynamics of heparin and heparan sulfate. Glycobiology. 2000 Nov;10(11):1147-56. [PubMed:11087707 ]

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Heparan sulfate glucosamine 3-O-sulfotransferase 3B1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) to catalyze the transfer of a sulfo group to an N-unsubstituted glucosamine linked to a 2-O-sulfo iduronic acid unit on heparan sulfate. Catalyzes the O-sulfation of glucosamine in IdoUA2S-GlcNS and also in IdoUA2S-GlcNH2. The substrate-specific O-sulfation generates an enzyme-modified heparan sulfate which acts as a binding receptor to Herpes simplex virus-1 (HSV-1) and permits its entry. Unlike 3-OST-1, does not convert non-anticoagulant heparan sulfate to anticoagulant heparan sulfate.
Gene Name:: HS3ST3B1
Uniprot ID:: Q9Y662
Molecular weight:: 43323.605

Enzyme Details

2. Heparan sulfate glucosamine 3-O-sulfotransferase 3A1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) to catalyze the transfer of a sulfo group to an N-unsubstituted glucosamine linked to a 2-O-sulfo iduronic acid unit on heparan sulfate. Catalyzes the O-sulfation of glucosamine in IdoUA2S-GlcNS and also in IdoUA2S-GlcNH2. The substrate-specific O-sulfation generates an enzyme-modified heparan sulfate which acts as a binding receptor to Herpes simplex virus-1 (HSV-1) and permits its entry. Unlike 3-OST-1, does not convert non-anticoagulant heparan sulfate to anticoagulant heparan sulfate.
Gene Name:: HS3ST3A1
Uniprot ID:: Q9Y663
Molecular weight:: 44899.155

Enzyme Details

3. Heparan sulfate glucosamine 3-O-sulfotransferase 4

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) to catalyze the transfer of a sulfo group to an N-unsubstituted glucosamine linked to a 2-O-sulfo iduronic acid unit on heparan sulfate. Unlike 3-OST-1, does not convert non-anticoagulant heparan sulfate to anticoagulant heparan sulfate (By similarity).
Gene Name:: HS3ST4
Uniprot ID:: Q9Y661
Molecular weight:: 49798.645

Enzyme Details

4. Heparan sulfate glucosamine 3-O-sulfotransferase 2

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) to catalyze the transfer of a sulfo group to an N-unsubstituted glucosamine linked to a 2-O-sulfo iduronic acid unit on heparan sulfate. Catalyzes the O-sulfation of glucosamine in GlcA2S-GlcNS. Unlike 3-OST-1, does not convert non-anticoagulant heparan sulfate to anticoagulant heparan sulfate.
Gene Name:: HS3ST2
Uniprot ID:: Q9Y278
Molecular weight:: 41500.57

Enzyme Details

5. UDP-glucuronosyltransferase 2B4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGTs are of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isozyme is active on polyhydroxylated estrogens (such as estriol, 4-hydroxyestrone and 2-hydroxyestriol) and xenobiotics (such as 4-methylumbelliferone, 1-naphthol, 4-nitrophenol, 2-aminophenol, 4-hydroxybiphenyl and menthol). It is capable of 6 alpha-hydroxyglucuronidation of hyodeoxycholic acid.
Gene Name:: UGT2B4
Uniprot ID:: P06133
Molecular weight:: 60512.035

Enzyme Details

6. UDP-glucuronosyltransferase 1-4

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate.
Gene Name:: UGT1A4
Uniprot ID:: P22310
Molecular weight:: 60024.535

Enzyme Details

7. UDP-glucuronosyltransferase 2B7

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Its unique specificity for 3,4-catechol estrogens and estriol suggests it may play an important role in regulating the level and activity of these potent and active estrogen metabolites. Is also active with androsterone, hyodeoxycholic acid and tetrachlorocatechol (in vitro).
Gene Name:: UGT2B7
Uniprot ID:: P16662
Molecular weight:: 60720.15

Enzyme Details

8. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Enzyme Details

9. UDP-glucuronosyltransferase 1-9

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A9
Uniprot ID:: O60656
Molecular weight:: 59940.495

Enzyme Details

10. UDP-glucuronosyltransferase 1-6

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform has specificity for phenols.
Gene Name:: UGT1A6
Uniprot ID:: P19224
Molecular weight:: 60750.215

Only showing the first 10 proteins. There are 13 proteins in total.

Show all enzymes and transporters

Showing metabocard for Iduronic acid (HMDB0002704)

MOL for HMDB0002704 (Iduronic acid)

3D MOL for HMDB0002704 (Iduronic acid)

3D SDF for HMDB0002704 (Iduronic acid)

3D-SDF for HMDB0002704 (Iduronic acid)

PDB for HMDB0002704 (Iduronic acid)

3D PDB for HMDB0002704 (Iduronic acid)

SMILES for HMDB0002704 (Iduronic acid)

INCHI for HMDB0002704 (Iduronic acid)

Structure for HMDB0002704 (Iduronic acid)

3D Structure for HMDB0002704 (Iduronic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra

Enzymes