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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:43 UTC

HMDB ID

HMDB0000325

Secondary Accession Numbers

HMDB00325

Metabolite Identification

Common Name

3-Hydroxysuberic acid

Description

3-Hydroxysuberic acid, also known as 3-hydroxysuberate or 3-hydroxyoctanedioate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. 3-Hydroxysuberic acid exists in all living organisms, ranging from bacteria to humans. 3-Hydroxysuberic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 3-hydroxysuberic acid a potential biomarker for the consumption of these foods. 3-Hydroxysuberic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 3-Hydroxysuberic acid.

Structure

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

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3-Hydroxysuberic acid.mol                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.334   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.001   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.668   0.385   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.668  -1.925   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -6.002   0.385   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.668   1.925   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.002  -0.385   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -2.001  -1.925   0.000  0.00  0.00           O+0
CONECT    1    2    9   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   11   12                                                  
CONECT    9    1                                                            
CONECT   10    1                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
CONECT   13    3                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0000325
HETATM    1  O1  UNL     1      -5.053  -0.853  -0.159  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.071  -0.091   0.135  1.00  0.00           C  
HETATM    3  O2  UNL     1      -4.405   1.070   0.817  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.672  -0.441  -0.236  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.786   0.659   0.257  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.324   0.435  -0.053  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.215  -0.812   0.553  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.669  -0.964   0.185  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.842  -1.032  -1.200  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.463   0.140   0.789  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.929   0.015   0.444  1.00  0.00           C  
HETATM   12  O4  UNL     1       4.345  -0.926  -0.265  1.00  0.00           O  
HETATM   13  O5  UNL     1       4.752   1.010   0.970  1.00  0.00           O  
HETATM   14  H1  UNL     1      -4.187   2.000   0.491  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.641  -0.407  -1.358  1.00  0.00           H  
HETATM   16  H3  UNL     1      -2.388  -1.440   0.129  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.879   0.715   1.354  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.086   1.600  -0.226  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.076   0.486  -1.112  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.195   1.310   0.439  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.142  -0.805   1.674  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.371  -1.719   0.249  1.00  0.00           H  
HETATM   23  H10 UNL     1       2.091  -1.929   0.567  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.987  -1.225  -1.678  1.00  0.00           H  
HETATM   25  H12 UNL     1       2.185   1.134   0.360  1.00  0.00           H  
HETATM   26  H13 UNL     1       2.410   0.103   1.889  1.00  0.00           H  
HETATM   27  H14 UNL     1       4.715   1.971   0.605  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5   15   16
CONECT    5    6   17   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   10   23
CONECT    9   24
CONECT   10   11   25   26
CONECT   11   12   12   13
CONECT   13   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Hydroxysuberate	Generator
3-Hydroxyoctanedioate	HMDB
3-Hydroxyoctanedioic acid	HMDB
3-Hydroxy-suberate	HMDB

Chemical Formula

C₈H₁₄O₅

Average Molecular Weight

190.1938

Monoisotopic Molecular Weight

190.084123558

IUPAC Name

3-hydroxyoctanedioic acid

Traditional Name

3-hydroxysuberic acid

CAS Registry Number

73141-47-6

SMILES

OC(CCCCC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C8H14O5/c9-6(5-8(12)13)3-1-2-4-7(10)11/h6,9H,1-5H2,(H,10,11)(H,12,13)

InChI Key

ARJZZFJXSNJKGR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dicarboxylic acid (CHEBI:70766 )
3-hydroxy carboxylic acid (CHEBI:70766 )
Dicarboxylic acids (LMFA01170093 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0000325)

Excreta

Biofluid or Excreta

Urine (PMID: 8087979)
Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0000325)

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	19.5 g/L	ALOGPS
logP	-0.17	ALOGPS
logP	0.15	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	43.46 m³·mol⁻¹	ChemAxon
Polarizability	19.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	143.739	31661259
DarkChem	[M-H]-	139.035	31661259
AllCCS	[M+H]+	142.907	32859911
AllCCS	[M-H]-	140.771	32859911
DeepCCS	[M+H]+	136.772	30932474
DeepCCS	[M-H]-	132.939	30932474
DeepCCS	[M-2H]-	170.207	30932474
DeepCCS	[M+Na]+	145.693	30932474
AllCCS	[M+H]+	142.9	32859911
AllCCS	[M+H-H2O]+	139.2	32859911
AllCCS	[M+NH4]+	146.4	32859911
AllCCS	[M+Na]+	147.4	32859911
AllCCS	[M-H]-	140.8	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	143.5	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. Predicted by Afia on May 17, 2022.	2.86 minutes	32390414
Predicted by Siyang on May 30, 2022	9.4488 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.64 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	263.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1023.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	248.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	78.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	83.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	261.1 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	284.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	370.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	619.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	184.9 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	889.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	180.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	198.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	655.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	282.9 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	405.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxysuberic acid	OC(CCCCC(O)=O)CC(O)=O	2840.9	Standard polar	33892256
3-Hydroxysuberic acid	OC(CCCCC(O)=O)CC(O)=O	1396.3	Standard non polar	33892256
3-Hydroxysuberic acid	OC(CCCCC(O)=O)CC(O)=O	1712.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Hydroxysuberic acid,1TMS,isomer #1	C[Si](C)(C)OC(CCCCC(=O)O)CC(=O)O	1737.3	Semi standard non polar	33892256
3-Hydroxysuberic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCC(O)CC(=O)O	1756.1	Semi standard non polar	33892256
3-Hydroxysuberic acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)CC(O)CCCCC(=O)O	1750.7	Semi standard non polar	33892256
3-Hydroxysuberic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC(CC(=O)O)O[Si](C)(C)C	1822.1	Semi standard non polar	33892256
3-Hydroxysuberic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(CCCCC(=O)O)O[Si](C)(C)C	1800.3	Semi standard non polar	33892256
3-Hydroxysuberic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CCCCC(O)CC(=O)O[Si](C)(C)C	1826.6	Semi standard non polar	33892256
3-Hydroxysuberic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCC(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1875.8	Semi standard non polar	33892256
3-Hydroxysuberic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCCCC(=O)O)CC(=O)O	2005.3	Semi standard non polar	33892256
3-Hydroxysuberic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCC(O)CC(=O)O	2022.1	Semi standard non polar	33892256
3-Hydroxysuberic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(O)CCCCC(=O)O	2018.4	Semi standard non polar	33892256
3-Hydroxysuberic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC(CC(=O)O)O[Si](C)(C)C(C)(C)C	2315.5	Semi standard non polar	33892256
3-Hydroxysuberic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2281.5	Semi standard non polar	33892256
3-Hydroxysuberic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCCCC(O)CC(=O)O[Si](C)(C)C(C)(C)C	2281.6	Semi standard non polar	33892256
3-Hydroxysuberic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCC(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2534.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9600000000-8161524f0f04ddabd28f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (3 TMS) - 70eV, Positive	splash10-00a9-9185000000-26b8219023a90b94803c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Hydroxysuberic acid GC-MS (TBDMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxysuberic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-052r-0900000000-c8110c0a94d4b56b34cb	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxysuberic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-053r-9300000000-4f9255a9b03fdc58054e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxysuberic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-00pi-9000000000-cc672b33ccef862ae95b	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxysuberic acid 6V, Positive-QTOF	splash10-004i-1900000000-a0b84d8dc173f05ecfd5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Hydroxysuberic acid 6V, Negative-QTOF	splash10-004i-1900000000-8cf7ff12fa71e34040a6	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 10V, Positive-QTOF	splash10-05fr-0900000000-61e1c6b1517c58dc0795	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 20V, Positive-QTOF	splash10-076r-1900000000-ad988528de191a2d13dc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 40V, Positive-QTOF	splash10-0bvu-9300000000-60e11695eca6da026124	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 10V, Negative-QTOF	splash10-0079-0900000000-991a42c3d23f65a31306	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 20V, Negative-QTOF	splash10-00g1-0900000000-e1fb76486e14d8491dde	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 40V, Negative-QTOF	splash10-0a6u-9500000000-9846767c99c61860ada3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 10V, Negative-QTOF	splash10-00g0-0900000000-a3fda362228faa530ae1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 20V, Negative-QTOF	splash10-004i-3900000000-c74f29ced60b12eaaa94	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 40V, Negative-QTOF	splash10-0a4i-9100000000-14e61d30d5ca51ba50b7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 10V, Positive-QTOF	splash10-001r-5900000000-39bf66242dafebd87829	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 20V, Positive-QTOF	splash10-05fr-9200000000-b4ff1b0586d3b7059d94	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Hydroxysuberic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-6433a1c93128c79da322	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Urine	Detected and Quantified	5.5 (2.0-28.1) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	8087979	details
Urine	Detected and Quantified	2.0 (0.8-5.6) umol/mmol creatinine	Children (1-13 years old)	Both	Normal	8087979	details
Urine	Detected and Quantified	0.1 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	8087979	details
Urine	Detected and Quantified	2.7 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	8087979	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021951

KNApSAcK ID

Not Available

Chemspider ID

13498677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5314

PubChem Compound

22328017

PDB ID

Not Available

ChEBI ID

70766

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Chiruta, Chandramouli; Jachak, Santosh; Clive, Derrick L. J. A convenient general method for the synthesis of hydroxy diacids. Tetrahedron Letters (2007), 48(18), 3141-3143.

Material Safety Data Sheet (MSDS)

Not Available

General References

Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. [PubMed:8087979 ]
Tserng KY, Jin SJ: Metabolic origin of urinary 3-hydroxy dicarboxylic acids. Biochemistry. 1991 Mar 5;30(9):2508-14. [PubMed:2001377 ]
Verhaeghe BJ, Van Bocxlaer JF, De Leenheer AP: Gas chromatographic/mass spectrometric identification of 3-hydroxydicarboxylic acids in urine. Biol Mass Spectrom. 1992 Jan;21(1):27-32. [PubMed:1591279 ]

Showing metabocard for 3-Hydroxysuberic acid (HMDB0000325)

MOL for HMDB0000325 (3-Hydroxysuberic acid)

3D MOL for HMDB0000325 (3-Hydroxysuberic acid)

3D SDF for HMDB0000325 (3-Hydroxysuberic acid)

3D-SDF for HMDB0000325 (3-Hydroxysuberic acid)

PDB for HMDB0000325 (3-Hydroxysuberic acid)

3D PDB for HMDB0000325 (3-Hydroxysuberic acid)

SMILES for HMDB0000325 (3-Hydroxysuberic acid)

INCHI for HMDB0000325 (3-Hydroxysuberic acid)

Structure for HMDB0000325 (3-Hydroxysuberic acid)

3D Structure for HMDB0000325 (3-Hydroxysuberic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra