MiMeDB: Showing metabocard for 3-[(3-Hydroxydecanoyl)oxy]decanoic acid (MMDBc0017961)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 08:15:00 UTC

Update Date

2022-08-31 06:43:16 UTC

Metabolite ID

MMDBc0017961

Metabolite Identification

Common Name

3-[(3-Hydroxydecanoyl)oxy]decanoic acid

Description

3-hydroxydecanoyl-3-hydroxydecanoic acid belongs to the class of organic compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids. These are organic compounds containing a 3-hydroxyalkanoic acid linked to another 3-hydroxyalkanoic acid through the hydroxyl group at the 3-position. Based on a literature review a significant number of articles have been published on 3-hydroxydecanoyl-3-hydroxydecanoic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152110152D          

 25 24  0  0  0  0            999 V2000
    5.0605   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9210   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2065   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4921   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2039   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7776   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9184   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0631   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6329   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3487   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3474   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7763   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -3.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0618   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9197   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342   -4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0618   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3487   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6342   -4.9204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4908   -3.6829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2052   -2.4454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 17 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 19 16  1  0  0  0  0
 20 15  1  0  0  0  0
 21 17  1  0  0  0  0
 22 19  2  0  0  0  0
 23 19  1  0  0  0  0
 24 20  2  0  0  0  0
 25 18  1  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0017961

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCC(O)CC(=O)OC(CCCCCCC)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H38O5/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)

> <INCHI_KEY>
ZFPAFAWFRTWCSK-UHFFFAOYSA-N

> <FORMULA>
C20H38O5

> <MOLECULAR_WEIGHT>
358.519

> <EXACT_MASS>
358.271924324

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
43.26340734576536

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[(3-hydroxydecanoyl)oxy]decanoic acid

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
5.381190565999999

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.000097592272493

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.396293230703023

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7987575902749056

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
98.49399999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[(3-hydroxydecanoyl)oxy]decanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       9.446  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.453  -4.565   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.780  -5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      32.119  -5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.114  -4.565   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.785  -4.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.447  -5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.452  -5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.781  -4.565   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.118  -4.565   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.115  -5.335   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      26.784  -5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.448  -4.565   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.450  -4.565   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      20.116  -4.565   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.117  -6.875   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.782  -5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.117  -5.335   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.450  -7.645   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.449  -5.335   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      18.782  -6.875   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      26.784  -6.875   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      25.450  -9.185   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      21.449  -6.875   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      22.783  -4.565   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   17                                                       
CONECT   14   12   18                                                       
CONECT   15   17   20                                                       
CONECT   16   18   19                                                       
CONECT   17   13   15   21                                                  
CONECT   18   14   16   25                                                  
CONECT   19   16   22   23                                                  
CONECT   20   15   24   25                                                  
CONECT   21   17                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20                                                            
CONECT   25   18   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

Synonyms

Value	Source
3-Hydroxydecanoyl-3-hydroxydecanoate	Generator

Molecular Formula

C₂₀H₃₈O₅

Average Mass

358.519

Monoisotopic Mass

358.271924324

IUPAC Name

3-[(3-hydroxydecanoyl)oxy]decanoic acid

Traditional Name

3-[(3-hydroxydecanoyl)oxy]decanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCC(O)CC(=O)OC(CCCCCCC)CC(O)=O

InChI Identifier

InChI=1S/C20H38O5/c1-3-5-7-9-11-13-17(21)15-20(24)25-18(16-19(22)23)14-12-10-8-6-4-2/h17-18,21H,3-16H2,1-2H3,(H,22,23)

InChI Key

ZFPAFAWFRTWCSK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-(3-hydroxyalkanoyloxy)alkanoic acids. These are organic compounds containing a 3-hydroxyalkanoic acid linked to another 3-hydroxyalkanoic acid through the hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

3-(3-hydroxyalkanoyloxy)alkanoic acids

Alternative Parents

Substituents

3-(3-hydroxyalkanoyloxy)alkanoic acid
Medium-chain fatty acid
Beta-hydroxy acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Hydroxy acid
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Alcohol
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

carboxylic ester (CHEBI:62406 )
hydroxy monocarboxylic acid (CHEBI:62406 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	4.86	ALOGPS
logP	5.38	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	4.4	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	98.49 m³·mol⁻¹	ChemAxon
Polarizability	43.26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1		Metabolic reconstruction

Exposure Sources

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

26332690

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

52921681

PDB ID

Not Available

ChEBI ID

62406

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for 3-[(3-Hydroxydecanoyl)oxy]decanoic acid (MMDBc0017961)

MOL for #<Metabolite:0x00007fdb067b3390>

3D MOL for #<Metabolite:0x00007fdb067b3390>

3D SDF for #<Metabolite:0x00007fdb067b3390>

3D-SDF for #<Metabolite:0x00007fdb067b3390>

PDB for #<Metabolite:0x00007fdb067b3390>

3D PDB for #<Metabolite:0x00007fdb067b3390>

SMILES for #<Metabolite:0x00007fdb067b3390>

INCHI for #<Metabolite:0x00007fdb067b3390>

Structure for #<Metabolite:0x00007fdb067b3390>

3D Structure for #<Metabolite:0x00007fdb067b3390>