MiMeDB: Showing metabocard for (3R)-hydroxybutanoic acid trimer (MMDBc0054910)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:37:40 UTC

Update Date

2022-08-12 20:09:08 UTC

MiMeDB ID

MMDBc0054910

Metabolite Identification

Common Name

(3R)-hydroxybutanoic acid trimer

Description

(3R)-hydroxybutanoate trimer belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on (3R)-hydroxybutanoate trimer.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221372D          

 22 21  0  0  1  0            999 V2000
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7783   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7783   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2072   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9217   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2072   -1.5395    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.4914   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.1105    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4927   -1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  2  1  1  0  0  0
  8  5  1  0  0  0  0
  9  3  1  1  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
  7 13  1  1  0  0  0
 14 10  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17 12  2  0  0  0  0
 18  8  1  0  0  0  0
 18 12  1  0  0  0  0
 19  9  1  0  0  0  0
 19 11  1  0  0  0  0
  7 20  1  1  0  0  0
  8 21  1  6  0  0  0
  9 22  1  6  0  0  0
M  CHG  1  15  -1
M  END
> <DATABASE_ID>
MMDBc0054910

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](C)(O)CC(=O)O[C@]([H])(C)CC(=O)O[C@]([H])(C)CC([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O7/c1-7(13)4-11(16)19-9(3)6-12(17)18-8(2)5-10(14)15/h7-9,13H,4-6H2,1-3H3,(H,14,15)/p-1/t7-,8-,9-/m1/s1

> <INCHI_KEY>
CWLWBMWELZSMPG-IWSPIJDZSA-M

> <FORMULA>
C12H19O7

> <MOLECULAR_WEIGHT>
275.278

> <EXACT_MASS>
275.113626532

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.46185463125517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate

> <JCHEM_LOGP>
0.16792425133333364

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.407216648532593

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9121924248903532

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6206834379323016

> <JCHEM_POLAR_SURFACE_AREA>
112.96000000000002

> <JCHEM_REFRACTIVITY>
74.24500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       2.516  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.519  -2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.185  -2.874   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.853  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.518  -0.564   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.519  -1.334   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.185  -1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.187  -1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.517  -1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.852  -1.334   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.850  -2.874   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      18.520  -0.564   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      17.187  -2.874   0.000  0.00  0.00           O-1
HETATM   16  O   UNK     0       6.517  -2.874   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.852  -2.874   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      13.186  -0.564   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       7.851  -0.564   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0       3.850   0.206   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0      15.853  -2.104   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      10.518  -2.104   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2    8                                                            
CONECT    3    9                                                            
CONECT    4    7   11                                                       
CONECT    5    8   10                                                       
CONECT    6    9   12                                                       
CONECT    7    1    4   13   20                                             
CONECT    8    2    5   18   21                                             
CONECT    9    3    6   19   22                                             
CONECT   10    5   14   15                                                  
CONECT   11    4   16   19                                                  
CONECT   12    6   17   18                                                  
CONECT   13    7                                                            
CONECT   14   10                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18    8   12                                                       
CONECT   19    9   11                                                       
CONECT   20    7                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

Synonyms

Value	Source
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutyryl]oxy}butyryl]oxy}butyrate	ChEBI
(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutyryl]oxy}butyryl]oxy}butyric acid	Generator
(3R)-Hydroxybutanoic acid trimer	Generator

Chemical Formula

C₁₂H₁₉O₇

Average Molecular Weight

275.278

Monoisotopic Molecular Weight

275.113626532

IUPAC Name

(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate

Traditional Name

(3R)-3-{[(3R)-3-{[(3R)-3-hydroxybutanoyl]oxy}butanoyl]oxy}butanoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H20O7/c1-7(13)4-11(16)19-9(3)6-12(17)18-8(2)5-10(14)15/h7-9,13H,4-6H2,1-3H3,(H,14,15)/p-1/t7-,8-,9-/m1/s1

InChI Key

CWLWBMWELZSMPG-IWSPIJDZSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Beta-hydroxy acid
Fatty acyl
Hydroxy acid
Secondary alcohol
Carboxylic acid ester
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	0.17	ChemAxon
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	112.96 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	74.24 m³·mol⁻¹	ChemAxon
Polarizability	27.46 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

Spectra

Spectrum Type	Description	Deposition Date
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human Feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

76963203

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

132472344

PDB ID

Not Available

ChEBI ID

140385

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for (3R)-hydroxybutanoic acid trimer (MMDBc0054910)

MOL for #<Metabolite:0x000055b76a6a1e28>

3D MOL for #<Metabolite:0x000055b76a6a1e28>

3D SDF for #<Metabolite:0x000055b76a6a1e28>

3D-SDF for #<Metabolite:0x000055b76a6a1e28>

PDB for #<Metabolite:0x000055b76a6a1e28>

3D PDB for #<Metabolite:0x000055b76a6a1e28>

SMILES for #<Metabolite:0x000055b76a6a1e28>

INCHI for #<Metabolite:0x000055b76a6a1e28>

Structure for #<Metabolite:0x000055b76a6a1e28>

3D Structure for #<Metabolite:0x000055b76a6a1e28>