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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:44:09 UTC

Update Date

2023-02-21 17:24:52 UTC

HMDB ID

HMDB0035721

Secondary Accession Numbers

HMDB35721

Metabolite Identification

Common Name

(S)-Batatic acid

Description

(S)-Batatic acid, also known as (S)-batatate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on (S)-Batatic acid.

Structure

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


  Mrv0541 05061308402D          

 14 14  0  0  0  0            999 V2000
    1.4760    2.5474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681    2.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2751    2.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4760    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819    1.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    1.3099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674    0.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9049    1.7224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1904    0.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6876    2.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  7  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  4  1  0  0  0  0
  8  6  2  0  0  0  0
  9  3  1  0  0  0  0
  9  8  1  0  0  0  0
 10  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  2  0  0  0  0
 13 10  1  0  0  0  0
 14  5  1  0  0  0  0
 14  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035721

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCC(=O)C1=COC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H12O4/c1-7(10(12)13)2-3-9(11)8-4-5-14-6-8/h4-7H,2-3H2,1H3,(H,12,13)

> <INCHI_KEY>
IVEUNBPJQOKPGL-UHFFFAOYSA-N

> <FORMULA>
C10H12O4

> <MOLECULAR_WEIGHT>
196.1999

> <EXACT_MASS>
196.073558872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
19.648451669534047

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-(furan-3-yl)-2-methyl-5-oxopentanoic acid

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.4835565453333328

> <ALOGPS_LOGS>
-1.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.65425633306014

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.112236930010764

> <JCHEM_PKA_STRONGEST_BASIC>
-4.098078460458775

> <JCHEM_POLAR_SURFACE_AREA>
67.51

> <JCHEM_REFRACTIVITY>
49.04300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.81e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(furan-3-yl)-2-methyl-5-oxopentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       2.755   4.755   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.421   2.445   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.088   3.215   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.740   4.747   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.247   5.067   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.986   2.589   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.755   3.215   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.580   3.215   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.246   2.445   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.089   2.445   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.246   0.905   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       5.422   3.215   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       4.089   0.905   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -5.017   3.733   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    7                                                       
CONECT    3    2    9                                                       
CONECT    4    5    8                                                       
CONECT    5    4   14                                                       
CONECT    6    8   14                                                       
CONECT    7    1    2   10                                                  
CONECT    8    4    6    9                                                  
CONECT    9    3    8   11                                                  
CONECT   10    7   12   13                                                  
CONECT   11    9                                                            
CONECT   12   10                                                            
CONECT   13   10                                                            
CONECT   14    5    6                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(S)-Batatate	Generator
5-(Furan-3-yl)-2-methyl-5-oxopentanoate	HMDB

Chemical Formula

C₁₀H₁₂O₄

Average Molecular Weight

196.1999

Monoisotopic Molecular Weight

196.073558872

IUPAC Name

5-(furan-3-yl)-2-methyl-5-oxopentanoic acid

Traditional Name

5-(furan-3-yl)-2-methyl-5-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC(=O)C1=COC=C1)C(O)=O

InChI Identifier

InChI=1S/C10H12O4/c1-7(10(12)13)2-3-9(11)8-4-5-14-6-8/h4-7H,2-3H2,1H3,(H,12,13)

InChI Key

IVEUNBPJQOKPGL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Aryl ketone
Aryl alkyl ketone
Branched fatty acid
Heterocyclic fatty acid
Methyl-branched fatty acid
Furan
Heteroaromatic compound
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Carbonyl group
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0035721)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0035721)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035721)

Source

Endogenous

Endogenous (HMDB: HMDB0035721)

Plant

Plant (HMDB: HMDB0035721)

Animal

Animal (HMDB: HMDB0035721)

Exogenous

Food

Food (HMDB: HMDB0035721)

Vegetable

Tuber

Potato (FooDB: FOOD00175)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0035721)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0035721)

Lipid metabolism pathway (HMDB: HMDB0035721)

Biochemical process

Lipid transport (HMDB: HMDB0035721)

Role

Biological role

Energy source (HMDB: HMDB0035721)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	88.5 - 89.5 °C	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	3.81 g/L	ALOGPS
logP	1.44	ALOGPS
logP	1.48	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	4.11	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	67.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	49.04 m³·mol⁻¹	ChemAxon
Polarizability	19.65 Å³	ChemAxon
Number of Rings	1	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]+	143.479	31661259
DarkChem	[M-H]-	140.001	31661259
DeepCCS	[M+H]+	140.926	30932474
DeepCCS	[M-H]-	137.098	30932474
DeepCCS	[M-2H]-	174.52	30932474
DeepCCS	[M+Na]+	150.059	30932474
AllCCS	[M+H]+	143.0	32859911
AllCCS	[M+H-H2O]+	139.0	32859911
AllCCS	[M+NH4]+	146.8	32859911
AllCCS	[M+Na]+	147.9	32859911
AllCCS	[M-H]-	143.2	32859911
AllCCS	[M+Na-2H]-	143.9	32859911
AllCCS	[M+HCOO]-	144.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Batatic acid	CC(CCC(=O)C1=COC=C1)C(O)=O	2698.3	Standard polar	33892256
(S)-Batatic acid	CC(CCC(=O)C1=COC=C1)C(O)=O	1491.0	Standard non polar	33892256
(S)-Batatic acid	CC(CCC(=O)C1=COC=C1)C(O)=O	1660.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Batatic acid,1TMS,isomer #1	CC(CCC(=O)C1=COC=C1)C(=O)O[Si](C)(C)C	1685.4	Semi standard non polar	33892256
(S)-Batatic acid,1TBDMS,isomer #1	CC(CCC(=O)C1=COC=C1)C(=O)O[Si](C)(C)C(C)(C)C	1926.4	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 - (S)-Batatic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9300000000-742ad9c97abed09ff4ba	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Batatic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0002-9200000000-ec3bd56e8e6172614878	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Batatic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Batatic 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 - (S)-Batatic acid 10V, Positive-QTOF	splash10-0002-0900000000-9d1f1adfd2f524720c51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 20V, Positive-QTOF	splash10-0fb9-4900000000-29ea5c46daa895801c7b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 40V, Positive-QTOF	splash10-0apm-9300000000-c9ab2cd7c83a12fd9246	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 10V, Negative-QTOF	splash10-0002-0900000000-739ea7433684fd810afc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 20V, Negative-QTOF	splash10-0fr2-2900000000-b0c8b422b039b84f6dc4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 40V, Negative-QTOF	splash10-01b9-9600000000-2a17da5823c5729c79c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 10V, Negative-QTOF	splash10-004j-2900000000-18c28ee0a34568a8fc33	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 20V, Negative-QTOF	splash10-014i-9600000000-373c08850317dd3ab4dd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 40V, Negative-QTOF	splash10-014i-9100000000-931e5c84032a7adc696b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 10V, Positive-QTOF	splash10-0002-2900000000-3c9e6ad3d3864d9ee548	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 20V, Positive-QTOF	splash10-0a5a-9100000000-d7e51da3d04c35c9b82c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Batatic acid 40V, Positive-QTOF	splash10-0002-9000000000-a5c991e882a7b4e1095d	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

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

Cytoplasm
Extracellular

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

FDB014445

KNApSAcK ID

Not Available

Chemspider ID

35014005

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12300005

PDB ID

Not Available

ChEBI ID

173968

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (S)-Batatic acid (HMDB0035721)

MOL for HMDB0035721 ((S)-Batatic acid)

3D MOL for HMDB0035721 ((S)-Batatic acid)

3D SDF for HMDB0035721 ((S)-Batatic acid)

3D-SDF for HMDB0035721 ((S)-Batatic acid)

PDB for HMDB0035721 ((S)-Batatic acid)

3D PDB for HMDB0035721 ((S)-Batatic acid)

SMILES for HMDB0035721 ((S)-Batatic acid)

INCHI for HMDB0035721 ((S)-Batatic acid)

Structure for HMDB0035721 ((S)-Batatic acid)

3D Structure for HMDB0035721 ((S)-Batatic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra