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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-13 11:44:34 UTC

Update Date

2023-02-21 17:29:00 UTC

HMDB ID

HMDB0041862

Secondary Accession Numbers

HMDB41862

Metabolite Identification

Common Name

D-Glucaro-1,4-lactone

Description

D-Glucaro-1,4-lactone, also known as D-saccharolactone or 1,4-D-glucarolactone, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. D-Glucaro-1,4-lactone has been detected, but not quantified in, several different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), domestic pigs (Sus scrofa domestica), and milk (cow). This could make D-glucaro-1,4-lactone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on D-Glucaro-1,4-lactone.

Structure

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


  Mrv1652304032018422D          

 17 17  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1296   -1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0198    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2857   -0.7365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3091   -1.6626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0778    1.4392    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1304    1.7177    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6447   -0.9089    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7951   -0.0262    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  4  3  1  1  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  1  7  1  1  0  0  0
  2  8  1  6  0  0  0
  3  9  1  1  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
  1 14  1  6  0  0  0
  2 15  1  1  0  0  0
  3 16  1  1  0  0  0
  4 17  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0041862

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](O)(C(O)=O)[C@@]1([H])OC(=O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O7/c7-1-2(8)6(12)13-4(1)3(9)5(10)11/h1-4,7-9H,(H,10,11)/t1-,2-,3+,4+/m1/s1

> <INCHI_KEY>
XECPAIJNBXCOBO-MMPJQOAZSA-N

> <FORMULA>
C6H8O7

> <MOLECULAR_WEIGHT>
192.1235

> <EXACT_MASS>
192.02700261

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.621192243530285

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetic acid

> <ALOGPS_LOGP>
-1.89

> <JCHEM_LOGP>
-2.4249986480000003

> <ALOGPS_LOGS>
-0.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.622577499257503

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0635792127453407

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7457384752052727

> <JCHEM_POLAR_SURFACE_AREA>
124.29

> <JCHEM_REFRACTIVITY>
34.6462

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.59e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl](hydroxy)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.109  -2.943   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.770   1.651   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.267  -1.375   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.014  -4.188   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.577  -3.104   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -1.651   1.651   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
HETATM   14  H   UNK     0       2.012   2.687   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       2.110   3.206   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       1.203  -1.697   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       3.351  -0.049   0.000  0.00  0.00           H+0
CONECT    1    2    4    7   14                                             
CONECT    2    1    6    8   15                                             
CONECT    3    4    5    9   16                                             
CONECT    4    1    3   13   17                                             
CONECT    5    3   10   11                                                  
CONECT    6    2   12   13                                                  
CONECT    7    1                                                            
CONECT    8    2                                                            
CONECT    9    3                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    4    6                                                       
CONECT   14    1                                                            
CONECT   15    2                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1,4-D-Glucarolactone	ChEBI
1,4-Glucarolactone	ChEBI
D-Saccharolactone	ChEBI
Saccharolactone	ChEBI
Saccharolactone, monocalcium salt, (D)-isomer	HMDB
Saccharolactone, (D)-isomer	HMDB
Saccharolactone, monosodium salt, (D)-isomer	HMDB
Glucarate-1,4-lactone	HMDB

Chemical Formula

C₆H₈O₇

Average Molecular Weight

192.1235

Monoisotopic Molecular Weight

192.02700261

IUPAC Name

(2S)-2-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl]-2-hydroxyacetic acid

Traditional Name

(S)-[(2S,3R,4R)-3,4-dihydroxy-5-oxooxolan-2-yl](hydroxy)acetic acid

CAS Registry Number

5027-63-4

SMILES

[H][C@@](O)(C(O)=O)[C@@]1([H])OC(=O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C6H8O7/c7-1-2(8)6(12)13-4(1)3(9)5(10)11/h1-4,7-9H,(H,10,11)/t1-,2-,3+,4+/m1/s1

InChI Key

XECPAIJNBXCOBO-MMPJQOAZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Alpha-hydroxy acid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Hydroxy acid
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

delta-lactone (CHEBI:85805 )
aldarolactone (CHEBI:85805 )

Ontology

Not Available

Physical Properties

State

Not Available

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	159 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-2.4	ChemAxon
logS	-0.08	ALOGPS
pKa (Strongest Acidic)	3.06	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	34.65 m³·mol⁻¹	ChemAxon
Polarizability	15.62 Å³	ChemAxon
Number of Rings	1	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]+	144.209	31661259
DarkChem	[M-H]-	138.729	31661259
DeepCCS	[M+H]+	135.516	30932474
DeepCCS	[M-H]-	133.187	30932474
DeepCCS	[M-2H]-	167.935	30932474
DeepCCS	[M+Na]+	142.506	30932474
AllCCS	[M+H]+	142.3	32859911
AllCCS	[M+H-H2O]+	138.2	32859911
AllCCS	[M+NH4]+	146.1	32859911
AllCCS	[M+Na]+	147.2	32859911
AllCCS	[M-H]-	131.9	32859911
AllCCS	[M+Na-2H]-	132.5	32859911
AllCCS	[M+HCOO]-	133.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	1.78 minutes	32390414
Predicted by Siyang on May 30, 2022	11.254 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.72 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	284.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	809.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	379.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	33.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	210.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	97.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	303.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	269.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	785.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	683.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	64.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	974.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	237.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	308.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	817.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	305.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	459.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
D-Glucaro-1,4-lactone	[H][C@@](O)(C(O)=O)[C@@]1([H])OC(=O)[C@]([H])(O)[C@@]1([H])O	3154.9	Standard polar	33892256
D-Glucaro-1,4-lactone	[H][C@@](O)(C(O)=O)[C@@]1([H])OC(=O)[C@]([H])(O)[C@@]1([H])O	1711.4	Standard non polar	33892256
D-Glucaro-1,4-lactone	[H][C@@](O)(C(O)=O)[C@@]1([H])OC(=O)[C@]([H])(O)[C@@]1([H])O	1677.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
D-Glucaro-1,4-lactone,1TMS,isomer #1	C[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O)[C@H]1O	1790.7	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@H]1O	1700.0	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TMS,isomer #3	C[Si](C)(C)O[C@H]1C(=O)O[C@H]([C@H](O)C(=O)O)[C@@H]1O	1822.4	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TMS,isomer #4	C[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@@H]1[C@H](O)C(=O)O	1791.5	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H]1OC(=O)[C@H](O)[C@H]1O	1784.7	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TMS,isomer #2	C[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H]1O	1902.1	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TMS,isomer #3	C[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C	1882.1	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H]1O	1837.6	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C	1827.4	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TMS,isomer #6	C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@@H]1[C@H](O)C(=O)O	1863.2	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H]1O	1921.4	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H]1OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C	1899.2	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TMS,isomer #3	C[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1942.5	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TMS,isomer #4	C[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1924.6	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,4TMS,isomer #1	C[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C)[C@H]1O[Si](C)(C)C	1963.4	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O)[C@H]1O	2040.0	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@H]1O	1958.1	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H]1C(=O)O[C@H]([C@H](O)C(=O)O)[C@@H]1O	2085.8	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@@H]1[C@H](O)C(=O)O	2055.8	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1OC(=O)[C@H](O)[C@H]1O	2266.5	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2354.4	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2336.0	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2321.3	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2306.0	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@@H]1[C@H](O)C(=O)O	2318.5	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O	2585.3	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C	2569.5	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)O[C@H](C(=O)O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2610.7	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O)[C@H]1OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2603.6	Semi standard non polar	33892256
D-Glucaro-1,4-lactone,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]1OC(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C	2820.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - D-Glucaro-1,4-lactone GC-MS (4 TMS)	splash10-014i-1971000000-6bc480f6132ff3b4f3a8	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Glucaro-1,4-lactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-08i9-9300000000-3036b01985ecba9285d8	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Glucaro-1,4-lactone GC-MS (4 TMS) - 70eV, Positive	splash10-01di-6258900000-672b193020e251e41668	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Glucaro-1,4-lactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - D-Glucaro-1,4-lactone 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 - D-Glucaro-1,4-lactone 10V, Positive-QTOF	splash10-004l-1900000000-2ec6e385ad66bb32dbf6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 20V, Positive-QTOF	splash10-05r1-2900000000-8b979b3c9f43a65b913f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 40V, Positive-QTOF	splash10-00du-9000000000-6d6b84a7185d89c6f912	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 10V, Negative-QTOF	splash10-00tg-4900000000-21eb31d409626b01009c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 20V, Negative-QTOF	splash10-016s-2900000000-f8f32d204349bf201366	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 40V, Negative-QTOF	splash10-0603-9300000000-96973bb25faba1a35f09	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 10V, Positive-QTOF	splash10-004i-0900000000-cc5bb18d1664b93a313a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 20V, Positive-QTOF	splash10-00os-6900000000-1ba0094376fd3554d23c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 40V, Positive-QTOF	splash10-01ox-9000000000-ca8224ed70a4c6b3efbe	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 10V, Negative-QTOF	splash10-00bc-6900000000-b6467151416eacaa1e10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 20V, Negative-QTOF	splash10-056r-9100000000-2c5aa67ce4b96aaedd10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - D-Glucaro-1,4-lactone 40V, Negative-QTOF	splash10-0a6u-9000000000-fe8344a8a3a320b12c81	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

FDB098184

KNApSAcK ID

Not Available

Chemspider ID

109061

KEGG Compound ID

Not Available

BioCyc ID

CPD-17141

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122306

PDB ID

Not Available

ChEBI ID

85805

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for D-Glucaro-1,4-lactone (HMDB0041862)

MOL for HMDB0041862 (D-Glucaro-1,4-lactone)

3D MOL for HMDB0041862 (D-Glucaro-1,4-lactone)

3D SDF for HMDB0041862 (D-Glucaro-1,4-lactone)

3D-SDF for HMDB0041862 (D-Glucaro-1,4-lactone)

PDB for HMDB0041862 (D-Glucaro-1,4-lactone)

3D PDB for HMDB0041862 (D-Glucaro-1,4-lactone)

SMILES for HMDB0041862 (D-Glucaro-1,4-lactone)

INCHI for HMDB0041862 (D-Glucaro-1,4-lactone)

Structure for HMDB0041862 (D-Glucaro-1,4-lactone)

3D Structure for HMDB0041862 (D-Glucaro-1,4-lactone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra