Np mrd loader

Showing NP-Card for 13-HETE (NP0339049)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2024-09-11 19:26:27 UTC
Updated at2024-09-11 19:26:28 UTC
NP-MRD IDNP0339049
Secondary Accession NumbersNone
Natural Product Identification
Common Name13-HETE
Description 13-HETE was first documented in 1993 (PMID: 8443245). Based on a literature review a small amount of articles have been published on 13-HETE (PMID: 9435160) (PMID: 8806734) (PMID: 7646075).
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0339049 (13-HETE)


  Mrv2104 05262321582D          

 23 22  0  0  0  0            999 V2000
   14.7879   -8.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5504   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1379  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3129  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754   -9.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3129  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1379  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5504  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879  -13.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879  -11.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  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  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  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
 21 23  2  0  0  0  0
M  END
Download

3D MOL for NP0339049 (13-HETE)

Download
3D SDF for NP0339049 (13-HETE)

  Mrv2104 05262321582D          

 23 22  0  0  0  0            999 V2000
   14.7879   -8.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5504   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1379  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3129  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754   -9.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3129  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1379  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5504  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879  -13.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879  -11.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  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  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  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
 21 23  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0339049

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-

> <INCHI_KEY>
SAKQICHVWOJSNI-BWWNDVLWNA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.473

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.01613929104697

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid

> <JCHEM_LOGP>
5.512267204

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.982101109561185

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8197719174678

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9318290516234777

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.31549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0339049 (13-HETE)
Download
PDB for NP0339049 (13-HETE)
HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      27.604 -16.599   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.834 -17.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.294 -17.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.524 -19.266   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.984 -19.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.214 -20.600   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.674 -20.600   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.904 -19.266   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      20.674 -17.933   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.364 -19.266   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.594 -20.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.364 -21.934   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.594 -23.267   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.364 -24.601   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.904 -24.601   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.674 -25.935   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.214 -25.935   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.984 -24.601   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.524 -24.601   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.294 -23.267   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.834 -23.267   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      27.604 -24.601   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      27.604 -21.934   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

Download
3D PDB for NP0339049 (13-HETE)
Download
SMILES for NP0339049 (13-HETE)
CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O
Download
INCHI for NP0339049 (13-HETE)
InChI=1/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-
Download
View in JSmol
SynonymsNot Available
Chemical FormulaC20H32O3
Average Mass320.4730 Da
Monoisotopic Mass320.23514 Da
IUPAC Name(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid
Traditional Name(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid
CAS Registry NumberNot Available
SMILES
CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O
InChI Identifier
InChI=1/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-
InChI KeySAKQICHVWOJSNI-BWWNDVLWNA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of OriginNot Available
Chemical Taxonomy
ClassificationNot classified
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.51ChemAxon
pKa (Strongest Acidic)4.82ChemAxon
pKa (Strongest Basic)-1.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area57.53 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity101.32 m³·mol⁻¹ChemAxon
Polarizability38.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000426  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Bylund J, Kunz T, Valmsen K, Oliw EH: Cytochromes P450 with bisallylic hydroxylation activity on arachidonic and linoleic acids studied with human recombinant enzymes and with human and rat liver microsomes. J Pharmacol Exp Ther. 1998 Jan;284(1):51-60. [PubMed:9435160  ] 
  2. Hornsten L, Bylund J, Oliw EH: Dexamethasone induces bisallylic hydroxylation of polyunsaturated fatty acids by rat liver microsomes. Arch Biochem Biophys. 1996 Aug 15;332(2):261-8. doi: 10.1006/abbi.1996.0341. [PubMed:8806734  ] 
  3. Brash AR, Boeglin WE, Capdevila JH, Yeola S, Blair IA: 7-HETE, 10-HETE, and 13-HETE are major products of NADPH-dependent arachidonic acid metabolism in rat liver microsomes: analysis of their stereochemistry, and the stereochemistry of their acid-catalyzed rearrangement. Arch Biochem Biophys. 1995 Aug 20;321(2):485-92. doi: 10.1006/abbi.1995.1421. [PubMed:7646075  ] 
  4. Oliw EH: bis-Allylic hydroxylation of linoleic acid and arachidonic acid by human hepatic monooxygenases. Biochim Biophys Acta. 1993 Feb 24;1166(2-3):258-63. doi:  10.1016/0005-2760(93)90106-j. [PubMed:8443245  ]