MiMeDB: Showing metabocard for (5S,6S)-di-HETE (MMDBc0033103)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:34:55 UTC

Update Date

2022-08-31 22:26:12 UTC

MiMeDB ID

MMDBc0033103

Metabolite Identification

Common Name

(5S,6S)-di-HETE

Description

true

Structure

MOL SDF PDB SMILES InChI

Structure #1
  Mrv0541 02241222332D          

 24 23  0  0  0  0            999 V2000
   -0.0788    4.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6356    4.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3501    4.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    5.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0646    4.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    4.3874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7933    4.7999    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5078    4.3874    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7933    5.6249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2223    4.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078    3.5624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9367    4.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6512    4.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3657    4.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0801    4.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946    4.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7946    3.3097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2112    2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6718    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9573    2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2428    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5284    2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139    3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  5  1  0  0  0  0
  5  4  2  0  0  0  0
  5  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  1  0  0  0
  8 10  1  0  0  0  0
  8 11  1  1  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 16 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033103

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCC\C=C/C\C=C/C=C/C=C/[C@H](O)[C@@H](O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19(22)16-14-17-20(23)24/h6-7,9-13,15,18-19,21-22H,2-5,8,14,16-17H2,1H3,(H,23,24)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1

> <INCHI_KEY>
UVZBUUTTYHTDRR-WAQVJNLQSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.868888619001105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6S,7E,9E,11Z,14Z)-5,6-dihydroxyicosa-7,9,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
4.281456137

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.658865051914685

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.475339032311273

> <JCHEM_PKA_STRONGEST_BASIC>
-3.170315174086337

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
102.831

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5S,6S-DiHETE

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.147   8.190   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.186   8.960   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.520   8.190   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.854  10.500   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.854   8.960   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       5.187   8.190   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      -1.481   8.960   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.815   8.190   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.481  10.500   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.148   8.960   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.815   6.650   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -5.482   8.190   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.816   8.960   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.149   8.190   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.483   8.960   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.817   8.190   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.817   6.178   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.728   5.089   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.188   5.089   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.854   5.859   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.520   5.089   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.187   5.859   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.853   5.089   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.519   5.859   0.000  0.00  0.00           C+0
CONECT    1    7    2                                                       
CONECT    2    1    3                                                       
CONECT    3    2    5                                                       
CONECT    4    5                                                            
CONECT    5    3    4    6                                                  
CONECT    6    5                                                            
CONECT    7    1    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7                                                            
CONECT   10    8   12                                                       
CONECT   11    8                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   18   16                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

Synonyms

Not Available

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

(5S,6S,7E,9E,11Z,14Z)-5,6-dihydroxyicosa-7,9,11,14-tetraenoic acid

Traditional Name

5S,6S-DiHETE

CAS Registry Number

Not Available

SMILES

CCCCC\C=C/C\C=C/C=C/C=C/[C@H](O)[C@@H](O)CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18(21)19(22)16-14-17-20(23)24/h6-7,9-13,15,18-19,21-22H,2-5,8,14,16-17H2,1H3,(H,23,24)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1

InChI Key

UVZBUUTTYHTDRR-WAQVJNLQSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.012 g/L	ALOGPS
logP	5.33	ALOGPS
logP	4.28	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.48	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.83 m³·mol⁻¹	ChemAxon
Polarizability	39.87 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	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-3493000000-319a30f751e1fc83fa2c	2016-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014r-0129000000-f27c45f687705283a75a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000f-8943000000-1bfb4c0b9663acba7c54	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9820000000-7a0a057c4ea8a447411e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0129000000-d0430697e05a66d26030	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kr-5696000000-66c27c940c4a0b09ece7	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9340000000-2f2d8544750dbd71d1bc	2016-09-12	View 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

Not Available

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
Fungi	Ascomycota	1	Human Feces	Unknown

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

Not Available

References

Synthesis Reference

Not Available

General References

Huh WK, Falvo JV, Gerke LC, Carroll AS, Howson RW, Weissman JS, O'Shea EK: Global analysis of protein localization in budding yeast. Nature. 2003 Oct 16;425(6959):686-91. doi: 10.1038/nature02026. [PubMed:14562095 ]
Albuquerque CP, Smolka MB, Payne SH, Bafna V, Eng J, Zhou H: A multidimensional chromatography technology for in-depth phosphoproteome analysis. Mol Cell Proteomics. 2008 Jul;7(7):1389-96. doi: 10.1074/mcp.M700468-MCP200. Epub 2008 Apr 11. [PubMed:18407956 ]
Herrgard MJ, Swainston N, Dobson P, Dunn WB, Arga KY, Arvas M, Bluthgen N, Borger S, Costenoble R, Heinemann M, Hucka M, Le Novere N, Li P, Liebermeister W, Mo ML, Oliveira AP, Petranovic D, Pettifer S, Simeonidis E, Smallbone K, Spasic I, Weichart D, Brent R, Broomhead DS, Westerhoff HV, Kirdar B, Penttila M, Klipp E, Palsson BO, Sauer U, Oliver SG, Mendes P, Nielsen J, Kell DB: A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology. Nat Biotechnol. 2008 Oct;26(10):1155-60. doi: 10.1038/nbt1492. [PubMed:18846089 ]

Showing metabocard for (5S,6S)-di-HETE (MMDBc0033103)

MOL for #<Metabolite:0x00007f08ed9327e8>

3D MOL for #<Metabolite:0x00007f08ed9327e8>

3D SDF for #<Metabolite:0x00007f08ed9327e8>

3D-SDF for #<Metabolite:0x00007f08ed9327e8>

PDB for #<Metabolite:0x00007f08ed9327e8>

3D PDB for #<Metabolite:0x00007f08ed9327e8>

SMILES for #<Metabolite:0x00007f08ed9327e8>

INCHI for #<Metabolite:0x00007f08ed9327e8>

Structure for #<Metabolite:0x00007f08ed9327e8>

3D Structure for #<Metabolite:0x00007f08ed9327e8>