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17 (S) -HDHA

CAT: 0804-HY-120255ASize: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-120255ASize:1 Each
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Description
17 (S) -HDHA is a pro-resolving mediator (SPM) . 17 (S) -HDHA slightly activats PPARγ, PPARα and PPARδ[1].
CAS Number
92693-03-3
UNSPSC
12352211
Hazard Statement
H225-H319
Target
PPAR
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/17-s-hdha.html
Solubility
10 mM in DMSO
Smiles
CC/C=C\C[C@H](O)/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
Molecular Formula
C22H32O3
Molecular Weight
344.49
Precautions
P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P370+P378-P403+P235-P501
References & Citations
[1]Egawa D, et al. 17-OxoDHA Is a PPARα/γ Dual Covalent Modifier and Agonist. ACS Chem Biol. 2016 Sep 16;11 (9) :2447-55.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

17S-Hdha

17(S)-HDoHE is a polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid carrying a hydroxy substituent at the 17S-position. It is a metabolite of docosahexaenoic acid in human blood and mouse brain, and serves as a precursor to 17(S)-resolvins. It has a role as an animal metabolite, a mouse metabolite and a human xenobiotic metabolite. It is an enantiomer of a 17(R)-HDoHE.

CAS Number92693-03-3
PubChem CID11046191
IUPAC Name(4Z,7Z,10Z,13Z,15E,17S,19Z)-17-hydroxydocosa-4,7,10,13,15,19-hexaenoic acid
Molecular FormulaC22H32O3
Molecular Weight344.5
XLogP5.1
Topological Polar Surface Area57.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Heavy Atom Count25
Formal Charge0
Complexity493
SMILES
CC/C=C\C[C@@H](/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(=O)O)O
InChI
InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,14-12-,15-3-,19-16+/t21-/m0/s1
InChIKey
SWTYBBUBEPPYCX-YTQNUIGOSA-N
Chemical Structure
2D Structure
2D structure of 17S-Hdha
CAS: 92693-03-3
CID: 11046191
Formula: C22H32O3
MW: 344.5
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight344.5
XLogP35.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count14
Exact Mass344.23514488
Monoisotopic Mass344.23514488
Topological Polar Surface Area57.5 Ų
Heavy Atom Count25
Formal Charge0
Complexity493
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count6
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes