NP-MRD: Showing NP-Card for 5-HETE (NP0045556)

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Record Information

Version

2.0

Created at

2022-03-17 19:31:47 UTC

Updated at

2022-03-17 19:31:47 UTC

NP-MRD ID

NP0045556

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-HETE

Description

5-HETE, also known as 5S-HETE, belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Thus, 5-HETE is considered to be an eicosanoid lipid molecule. 5-HETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 5-HETE exists in all living organisms, ranging from bacteria to humans. Oxidized glutathione and 5-HETE can be biosynthesized from glutathione and 5-HPETE; which is catalyzed by the enzyme glutathione peroxidase 1. In humans, 5-HETE is involved in mefenamic acid action pathway. Outside of the human body, 5-HETE has been detected, but not quantified in, corns. This could make 5-HETE a potential biomarker for the consumption of these foods. 5-HETE is found in Homo sapiens, Lithothamnion corallioides and Mus musculus. 5-HETE was first documented in 1980 (PMID: 6253824). The activity of this product has not yet been fully evaluated (PMID: 3088130) (PMID: 3017333) (PMID: 6411852) (PMID: 7159548) (PMID: 2836505) (PMID: 15893379).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652310281915492D          

 23 22  0  0  0  0            999 V2000
 9997.486410001.0102    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.201410000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.916310001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.631210000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.456810000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.171710001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.886910000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.711910000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.427510001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.141210000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.968210000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.681910001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.397610000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.111210001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.826910000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10008.544710001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.771510000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.056610001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.341910000.5986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.626810001.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.909810000.5986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.626810001.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.486410001.8358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 17  1  0  0  0  0
  1 23  1  6  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 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  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  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
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0045556

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1

> <INCHI_KEY>
KGIJOOYOSFUGPC-JGKLHWIESA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.13427837164788

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
5.356359744

> <ALOGPS_LOGS>
-5.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.865306513915215

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.584101629727195

> <JCHEM_PKA_STRONGEST_BASIC>
-1.545515302673174

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.46950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxyeicosatetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-OCT-19         0                                  
HETATM    1  C   UNK     0    8661.9758668.552   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8663.3098667.784   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8664.6448668.552   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8665.9788667.784   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8667.5198667.784   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.8548668.552   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8670.1898667.784   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8671.7298667.784   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8673.0658668.552   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8674.3978667.784   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8675.9418667.784   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8677.2738668.552   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8678.6098667.784   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8679.9418668.552   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8681.2778667.784   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8682.6178668.552   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8660.6408667.784   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8659.3068668.552   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8657.9718667.784   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8656.6378668.552   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8655.2988667.784   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8656.6378670.094   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0    8661.9758670.094   0.000  0.00  0.00           O+0
CONECT    1    2   17   23                                                  
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                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17    1   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23    1                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxyeicosatetraenoate	Kegg
(6E,8Z,11Z,14Z)-(5S)-5-Hydroxyicosa-6,8,11,14-tetraenoic acid	Kegg
5-Hydroxyeicosatetraenoic acid	Generator
(6E,8Z,11Z,14Z)-(5S)-5-Hydroxyicosa-6,8,11,14-tetraenoate	Generator
(5S,6E,8Z,11Z,14Z)-5-Hydroxyeicosa-6,8,11,14-tetraenoic acid	HMDB
(S)-(e,Z,Z,Z)-5-Hydroxyeicosa-6,8,11,14-tetraenoic acid	HMDB
5(S)-Hydroxy-6(e),8(Z),11(Z),14(Z)-eicosatetraenoic acid	HMDB
5(S)-Hydroxyeicosatetraenoic acid	HMDB
5S-HETE	HMDB
(5S,6E,8Z,11Z,14Z)-5-Hydroxyeicosa-6,8,11,14-tetraenoate	HMDB
(S)-(e,Z,Z,Z)-5-Hydroxyeicosa-6,8,11,14-tetraenoate	HMDB
5(S)-Hydroxy-6(e),8(Z),11(Z),14(Z)-eicosatetraenoate	HMDB
5(S)-Hydroxyeicosatetraenoate	HMDB
5(S)-HETE	HMDB
5(S)-Hydroxy-6-trans-8,11,14-cis-eicosatetraenoate	HMDB
5(S)-Hydroxy-6-trans-8,11,14-cis-eicosatetraenoic acid	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoate	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoic acid	HMDB
5-L-Hydroxy-6,8,11,14-eicosatetraenoate	HMDB
5-L-Hydroxy-6,8,11,14-eicosatetraenoic acid	HMDB
5S-Hydroxy-6,8,11,14-eicosatetraenoate	HMDB
5S-Hydroxy-6,8,11,14-eicosatetraenoic acid	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoic acid, (e,e,Z,Z)-isomer	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoic acid, (e,Z,Z,Z)-(+-)-isomer	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoic acid, (S)-(e,Z,Z,Z)-isomer	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoic acid, (e,Z,Z,Z)-isomer	HMDB
5-Hydroxy-6,8,11,14-eicosatetraenoic acid, R-(e,Z,Z,Z)-isomer	HMDB
(5S,6E,8Z,11Z,14Z)-5-Hydroxy-6,8,11,14-eicosatetraenoic acid	HMDB
5S-Hydroxy-6,8,11,14-(e,Z,Z,Z)-eicosatetraenoic acid	HMDB
FA(20:4(5-OH,6E,8Z,11Z,14Z))	HMDB
FA(20:4(5S-OH,6E,8Z,11Z,14Z))	HMDB
5-HETE	HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Mass

320.4663 Da

Monoisotopic Mass

320.23514 Da

IUPAC Name

(5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoic acid

Traditional Name

5-hydroxyeicosatetraenoic acid

CAS Registry Number

70608-72-9

SMILES

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

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1

InChI Key

KGIJOOYOSFUGPC-JGKLHWIESA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Homo sapiens	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Lithothamnion corallioides	--	KNApSAcK
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Zea mays L.	FooDB	KNAPSACK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

HETE (CHEBI:28209 )
Hydroxy/hydroperoxyeicosatetraenoic acids (C04805 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060002 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.88	ALOGPS
logP	5.36	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	101.47 m³·mol⁻¹	ChemAxon
Polarizability	38.13 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

External Links

HMDB ID

HMDB0011134

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

5-Hydroxyeicosatetraenoic_acid

METLIN ID

6554

PubChem Compound

5280733

PDB ID

Not Available

ChEBI ID

28209

Good Scents ID

Not Available

References

General References

Kragballe K, Desjarlais L, Duell EA, Voorhees JJ: In vitro synthesis of 12-hydroxy-eicosatetraenoic acid is increased in uninvolved psoriatic epidermis. J Invest Dermatol. 1986 Jul;87(1):47-52. doi: 10.1111/1523-1747.ep12523561. [PubMed:3088130 ]
Kanaji K, Okuma M, Sugiyama T, Sensaki S, Ushikubi F, Uchino H: Requirement of free arachidonic acid for leukotriene B4 biosynthesis by 12-hydroperoxyeicosatetraenoic acid-stimulated neutrophils. Biochem Biophys Res Commun. 1986 Jul 31;138(2):589-95. doi: 10.1016/s0006-291x(86)80537-x. [PubMed:3017333 ]
Pawlowski NA, Kaplan G, Hamill AL, Cohn ZA, Scott WA: Arachidonic acid metabolism by human monocytes. Studies with platelet-depleted cultures. J Exp Med. 1983 Aug 1;158(2):393-412. doi: 10.1084/jem.158.2.393. [PubMed:6411852 ]
Sasaki T, Asano T, Takakura K, Sano K, Nakamura T, Suzuki N, Imabayashi S, Ishikawa Y: [Cerebral vasospasm and lipid peroxidation--lipid peroxides in the cerebrospinal fluid after subarachnoid hemorrhage]. No To Shinkei. 1982 Dec;34(12):1191-6. [PubMed:7159548 ]
Hoffman T, Lizzio EF, Suissa J, Rotrosen D, Sullivan JA, Mandell GL, Bonvini E: Dual stimulation of phospholipase activity in human monocytes. Role of calcium-dependent and calcium-independent pathways in arachidonic acid release and eicosanoid formation. J Immunol. 1988 Jun 1;140(11):3912-8. [PubMed:2836505 ]
Powell WS, Rokach J: Biochemistry, biology and chemistry of the 5-lipoxygenase product 5-oxo-ETE. Prog Lipid Res. 2005 Mar-May;44(2-3):154-83. doi: 10.1016/j.plipres.2005.04.002. Epub 2005 Apr 20. [PubMed:15893379 ]
Sud'ina GF, Kobel'kov GM, Barskii OA, Varfolomeev SD: [A kinetic scheme of human neutrophil 5-lipoxygenase activity]. Biokhimiia. 1990 Oct;55(10):1795-811. [PubMed:1964097 ]
Bigby TD, Meslier N: Transcellular lipoxygenase metabolism between monocytes and platelets. J Immunol. 1989 Sep 15;143(6):1948-54. [PubMed:2550547 ]
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Showing NP-Card for 5-HETE (NP0045556)

MOL for NP0045556 (5-HETE)

3D MOL for NP0045556 (5-HETE)

3D SDF for NP0045556 (5-HETE)

3D-SDF for NP0045556 (5-HETE)

PDB for NP0045556 (5-HETE)

3D PDB for NP0045556 (5-HETE)

SMILES for NP0045556 (5-HETE)

INCHI for NP0045556 (5-HETE)

Structure for NP0045556 (5-HETE)

3D Structure for NP0045556 (5-HETE)