MiMeDB: Showing metabocard for (8E,10S)-10-hydroperoxy-octadeca-8-enoic acid (MMDBc0054991)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:39:22 UTC

Update Date

2022-08-12 20:09:11 UTC

Metabolite ID

MMDBc0054991

Metabolite Identification

Common Name

(8E,10S)-10-hydroperoxy-octadeca-8-enoic acid

Description

(8E,10S)-10-Hydroperoxy-8-octadecenoate belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review very few articles have been published on (8E,10S)-10-Hydroperoxy-8-octadecenoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221392D          

 25 24  0  0  1  0            999 V2000
    0.6430    4.4293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0301    4.7725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246    5.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4172    5.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9749    7.5182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5694    8.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0117    5.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1731    6.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3712    8.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8044    5.4589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5786    6.1454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9657    9.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3988    6.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7859    6.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7675   10.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915    5.8021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.3620   10.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1638   11.6369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1546   10.6072    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    5.7951    4.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3896    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7767    5.3445    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5878    7.1750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9933    6.6030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  2  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 18  2  0  0  0  0
 20 18  1  0  0  0  0
 17 22  1  6  0  0  0
 22 21  1  0  0  0  0
 23 12  1  0  0  0  0
 24 15  1  0  0  0  0
 17 25  1  6  0  0  0
M  CHG  1  20  -1
M  END
> <DATABASE_ID>
MMDBc0054991

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CCCCCCC([O-])=O)=C(\[H])[C@]([H])(CCCCCCCC)OO

> <INCHI_IDENTIFIER>
InChI=1S/C18H34O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h12,15,17,21H,2-11,13-14,16H2,1H3,(H,19,20)/p-1/b15-12+/t17-/m0/s1

> <INCHI_KEY>
HTIQDCPWTUODDW-VMEIHUARSA-M

> <FORMULA>
C18H33O4

> <MOLECULAR_WEIGHT>
313.459

> <EXACT_MASS>
313.238433123

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.988009604794854

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8E,10S)-10-hydroperoxyoctadec-8-enoate

> <JCHEM_LOGP>
6.002322761333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.712418370979314

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.885823621350709

> <JCHEM_PKA_STRONGEST_BASIC>
-4.236788232852047

> <JCHEM_POLAR_SURFACE_AREA>
69.59

> <JCHEM_REFRACTIVITY>
101.105

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(8E,10S)-10-hydroperoxyoctadec-8-enoate

> <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       1.200   8.268   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.790   8.909   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.899   9.976   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.379   9.549   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.886  14.034   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.996  15.102   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.489  10.617   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.256  12.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.626  16.597   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.968  10.190   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.147  11.471   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.736  17.665   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.078  11.258   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.667  11.898   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.366  19.159   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.557  10.831   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.476  20.227   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      17.106  21.722   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      18.955  19.800   0.000  0.00  0.00           O-1
HETATM   21  O   UNK     0      10.818   8.268   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      11.927   9.336   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      14.517   9.976   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      12.297  13.393   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0      11.188  12.326   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    8                                                       
CONECT    6    7    9                                                       
CONECT    7    6   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15   23                                                  
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   17   24                                                  
CONECT   16   13   18                                                       
CONECT   17   14   15   22   25                                             
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   22                                                            
CONECT   22   17   21                                                       
CONECT   23   12                                                            
CONECT   24   15                                                            
CONECT   25   17                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

Synonyms

Value	Source
(8E,10S)-10-Hydroperoxy-octadeca-8-enoate	ChEBI
(8E,10S)-10-Hydroperoxy-octadeca-8-enoic acid	Generator
(8E,10S)-10-Hydroperoxy-8-octadecenoic acid	Generator

Molecular Formula

C₁₈H₃₃O₄

Average Mass

313.459

Monoisotopic Mass

313.238433123

IUPAC Name

(8E,10S)-10-hydroperoxyoctadec-8-enoate

Traditional Name

(8E,10S)-10-hydroperoxyoctadec-8-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCC([O-])=O)=C(\[H])[C@]([H])(CCCCCCCC)OO

InChI Identifier

InChI=1S/C18H34O4/c1-2-3-4-5-8-11-14-17(22-21)15-12-9-6-7-10-13-16-18(19)20/h12,15,17,21H,2-11,13-14,16H2,1H3,(H,19,20)/p-1/b15-12+/t17-/m0/s1

InChI Key

HTIQDCPWTUODDW-VMEIHUARSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroperoxy fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Hydroperoxide
Carboxylic acid derivative
Alkyl hydroperoxide
Carboxylic acid
Peroxol
Monocarboxylic acid or derivatives
Carbonyl group
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic anion
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid anion (CHEBI:75341 )
unsaturated fatty acid anion (CHEBI:75341 )
hydroperoxy fatty acid anion (CHEBI:75341 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	6	ChemAxon
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	69.59 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	101.1 m³·mol⁻¹	ChemAxon
Polarizability	38.99 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Human ; Human sputum; Human subgingival plaque; Human feces

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

30785629

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

86289109

PDB ID

Not Available

ChEBI ID

75341

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 (8E,10S)-10-hydroperoxy-octadeca-8-enoic acid (MMDBc0054991)

MOL for #<Metabolite:0x00007fdb3b79d4c0>

3D MOL for #<Metabolite:0x00007fdb3b79d4c0>

3D SDF for #<Metabolite:0x00007fdb3b79d4c0>

3D-SDF for #<Metabolite:0x00007fdb3b79d4c0>

PDB for #<Metabolite:0x00007fdb3b79d4c0>

3D PDB for #<Metabolite:0x00007fdb3b79d4c0>

SMILES for #<Metabolite:0x00007fdb3b79d4c0>

INCHI for #<Metabolite:0x00007fdb3b79d4c0>

Structure for #<Metabolite:0x00007fdb3b79d4c0>

3D Structure for #<Metabolite:0x00007fdb3b79d4c0>