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9 (S) -HODE

CAT: 0013-GTR19191192-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19191192-02Size:50 mg
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Description
9 (S) -HODE is a linoleic acid-derived oxylipin generated via lipoxygenase activity in plants and animals. It is found esterified in phospholipids and oxidized LDL, notably within atherosclerotic plaques, and serves as a bioactive marker for studying lipid oxidation in cardiovascular and inflammatory research.
CAS Number
73543-67-6
Smiles
C ([C@@H] (/C=C/C=C\CCCCC) O) CCCCCCC (O) =O
Molecular Formula
C18H32O3
Molecular Weight
296.44
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

9(S)-Hode

9(S)-HODE is a 9-HODE in which the 9-hydroxy group has S-stereochemistry. It is a conjugate acid of a 9(S)-HODE(1-). It is an enantiomer of a 9(R)-HODE.

CAS Number73543-67-6
PubChem CID5312830
IUPAC Name(9S,10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid
Molecular FormulaC18H32O3
Molecular Weight296.4
XLogP5.3
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count21
Formal Charge0
Complexity295
SMILES
CCCCC/C=C\C=C\[C@H](CCCCCCCC(=O)O)O
InChI
InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+/t17-/m1/s1
InChIKey
NPDSHTNEKLQQIJ-UINYOVNOSA-N
Chemical Structure
2D Structure
2D structure of 9(S)-Hode
CAS: 73543-67-6
CID: 5312830
Formula: C18H32O3
MW: 296.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight296.4
XLogP35.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Exact Mass296.23514488
Monoisotopic Mass296.23514488
Topological Polar Surface Area57.5 Ų
Heavy Atom Count21
Formal Charge0
Complexity295
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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