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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 04:37:25 UTC

Update Date

2022-03-07 03:17:56 UTC

HMDB ID

HMDB0062596

Secondary Accession Numbers

HMDB62596

Metabolite Identification

Common Name

(7R)-7-hydroxyoctanoic Acid

Description

(7R)-7-hydroxyoctanoic Acid is also known as (-)-7-Hydroxycaprylate. (7R)-7-hydroxyoctanoic Acid is considered to be soluble (in water) and acidic. (7R)-7-hydroxyoctanoic Acid can be synthesized from octanoic acid. (7R)-7-hydroxyoctanoic Acid can be synthesized into icas#14 and ascr#14. (7R)-7-hydroxyoctanoic Acid is a fatty acid lipid molecule

Structure

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

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       5.596   3.231   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.930   2.461   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END

COMPND    HMDB0062596
HETATM    1  C1  UNL     1      -2.826   1.084   0.172  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.571  -0.382   0.322  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.823  -1.051   0.291  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.688  -0.915  -0.764  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.323  -0.276  -0.827  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.373  -0.490   0.471  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.731   0.111   0.555  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.708  -0.391  -0.490  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.008   0.308  -0.299  1.00  0.00           C  
HETATM   10  O2  UNL     1       5.036  -0.174   0.209  1.00  0.00           O  
HETATM   11  O3  UNL     1       4.043   1.643  -0.746  1.00  0.00           O  
HETATM   12  H1  UNL     1      -2.801   1.632   1.144  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.834   1.265  -0.279  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.037   1.550  -0.439  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.162  -0.568   1.342  1.00  0.00           H  
HETATM   16  H5  UNL     1      -4.520  -0.440   0.599  1.00  0.00           H  
HETATM   17  H6  UNL     1      -1.611  -2.028  -0.625  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.240  -0.811  -1.735  1.00  0.00           H  
HETATM   19  H8  UNL     1      -0.390   0.770  -1.158  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.218  -0.875  -1.639  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.243   0.025   1.260  1.00  0.00           H  
HETATM   22  H11 UNL     1       0.380  -1.582   0.692  1.00  0.00           H  
HETATM   23  H12 UNL     1       1.674   1.203   0.583  1.00  0.00           H  
HETATM   24  H13 UNL     1       2.150  -0.205   1.558  1.00  0.00           H  
HETATM   25  H14 UNL     1       2.858  -1.485  -0.379  1.00  0.00           H  
HETATM   26  H15 UNL     1       2.390  -0.192  -1.513  1.00  0.00           H  
HETATM   27  H16 UNL     1       3.501   2.276  -0.145  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    4   15
CONECT    3   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   10   11
CONECT   11   27
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(-)-7-Hydroxycaprylic acid	ChEBI
(-)-7-Hydroxyoctanoic acid	ChEBI
(7R)-(-)-7-Hydroxycaprylic acid	ChEBI
(7R)-(-)-7-Hydroxyoctanoic acid	ChEBI
(7R)-7-Hydroxycaprylic acid	ChEBI
(-)-7-Hydroxycaprylate	Generator
(-)-7-Hydroxyoctanoate	Generator
(7R)-(-)-7-Hydroxycaprylate	Generator
(7R)-(-)-7-Hydroxyoctanoate	Generator
(7R)-7-Hydroxycaprylate	Generator
(7R)-7-Hydroxyoctanoate	Generator

Chemical Formula

C₈H₁₆O₃

Average Molecular Weight

160.213

Monoisotopic Molecular Weight

160.109944375

IUPAC Name

(7R)-7-hydroxyoctanoic acid

Traditional Name

(-)-(R)-7-hydroxyoctanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C8H16O3/c1-7(9)5-3-2-4-6-8(10)11/h7,9H,2-6H2,1H3,(H,10,11)/t7-/m1/s1

InChI Key

OFCMTSZRXXFMBQ-SSDOTTSWSA-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
Hydroxy fatty acid
Fatty acyl
Fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

medium-chain fatty acid (CHEBI:78949 )
(omega-1)-hydroxy fatty acid (CHEBI:78949 )
Hydroxy fatty acids (LMFA01050316 )

Ontology

Not Available

Not Available

Not Available

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	12.5 g/l	ALOGPS
LogP	1.33	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.33	ALOGPS
logP	1.24	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	4.87	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	42.02 m³·mol⁻¹	ChemAxon
Polarizability	18.17 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]+	136.65	31661259
DarkChem	[M-H]-	133.781	31661259
DeepCCS	[M+H]+	139.036	30932474
DeepCCS	[M-H]-	135.909	30932474
DeepCCS	[M-2H]-	172.901	30932474
DeepCCS	[M+Na]+	148.439	30932474
AllCCS	[M+H]+	138.6	32859911
AllCCS	[M+H-H2O]+	134.7	32859911
AllCCS	[M+NH4]+	142.3	32859911
AllCCS	[M+Na]+	143.4	32859911
AllCCS	[M-H]-	137.4	32859911
AllCCS	[M+Na-2H]-	139.3	32859911
AllCCS	[M+HCOO]-	141.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(7R)-7-hydroxyoctanoic Acid	[H][C@](C)(O)CCCCCC(O)=O	2631.4	Standard polar	33892256
(7R)-7-hydroxyoctanoic Acid	[H][C@](C)(O)CCCCCC(O)=O	1356.2	Standard non polar	33892256
(7R)-7-hydroxyoctanoic Acid	[H][C@](C)(O)CCCCCC(O)=O	1404.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(7R)-7-hydroxyoctanoic Acid,1TMS,isomer #1	C[C@H](CCCCCC(=O)O)O[Si](C)(C)C	1471.7	Semi standard non polar	33892256
(7R)-7-hydroxyoctanoic Acid,1TMS,isomer #2	C[C@@H](O)CCCCCC(=O)O[Si](C)(C)C	1453.8	Semi standard non polar	33892256
(7R)-7-hydroxyoctanoic Acid,2TMS,isomer #1	C[C@H](CCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1552.7	Semi standard non polar	33892256
(7R)-7-hydroxyoctanoic Acid,1TBDMS,isomer #1	C[C@H](CCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	1692.9	Semi standard non polar	33892256
(7R)-7-hydroxyoctanoic Acid,1TBDMS,isomer #2	C[C@@H](O)CCCCCC(=O)O[Si](C)(C)C(C)(C)C	1682.3	Semi standard non polar	33892256
(7R)-7-hydroxyoctanoic Acid,2TBDMS,isomer #1	C[C@H](CCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2009.6	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 - (7R)-7-hydroxyoctanoic Acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-9300000000-148aa9960d92a5d2f39b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-hydroxyoctanoic Acid GC-MS (2 TMS) - 70eV, Positive	splash10-00ri-9630000000-ff7ba9762938b77f93eb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-hydroxyoctanoic Acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (7R)-7-hydroxyoctanoic 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 - (7R)-7-hydroxyoctanoic Acid 10V, Positive-QTOF	splash10-002f-0900000000-7b85c78ff3a04bf2072a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 20V, Positive-QTOF	splash10-002g-5900000000-456b55be2110ab9332d0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 40V, Positive-QTOF	splash10-0535-9000000000-12a5e02bb580078c2079	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 10V, Negative-QTOF	splash10-0a4i-0900000000-90d367437f32703a6e60	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 20V, Negative-QTOF	splash10-052f-1900000000-e6e3ce19cec378f5dc27	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 40V, Negative-QTOF	splash10-0a4l-9200000000-63558eeb453bb949aab4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 10V, Negative-QTOF	splash10-052f-0900000000-8f67d3a9c23475e1c889	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 20V, Negative-QTOF	splash10-0abd-2900000000-780fe5449eab7a0fec4f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 40V, Negative-QTOF	splash10-0006-9000000000-1f6cc2cade3a9d4e307a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 10V, Positive-QTOF	splash10-0005-9500000000-ea1248162d27a3d66a35	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 20V, Positive-QTOF	splash10-014i-9000000000-9f7fb524fafebb2b6a87	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (7R)-7-hydroxyoctanoic Acid 40V, Positive-QTOF	splash10-0a4m-9000000000-5d9906b64cd61875a3df	2021-09-23	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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312863

PDB ID

Not Available

ChEBI ID

78949

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 (7R)-7-hydroxyoctanoic Acid (HMDB0062596)

MOL for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

3D MOL for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

3D SDF for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

3D-SDF for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

PDB for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

3D PDB for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

SMILES for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

INCHI for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

Structure for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

3D Structure for HMDB0062596 ((7R)-7-hydroxyoctanoic Acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra