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17 (R) -Resolvin D3

CAT: 0804-HY-139232Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-139232Size:1 Each
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Description
17 (R) -Resolvin D3 is a metabolite of docosahexaenoic acid (DHA) . 17 (R) -Resolvin D3 has anti-inflammatory activity[1].
CAS Number
1427475-53-3
Product Name Alternative
17 (R) -RvD3
UNSPSC
12352211
Hazard Statement
H225-H319
Target
Drug Metabolite
Related Pathways
Metabolic Enzyme/Protease
Field of Research
Inflammation/Immunology
Smiles
OC(CC[C@H](O)/C=C\C=C\C=C\[C@H](O)C/C=C\C=C\[C@H](O)C/C=C\CC)=O
Molecular Formula
C22H32O5
Molecular Weight
376.49
Precautions
P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P370+P378-P403+P235-P501
References & Citations
[1]Winkler JW, et al. Stereocontrolled total synthesis of the potent anti-inflammatory and pro-resolving lipid mediator resolvin D3 and its aspirin-triggered 17R-epimer. Org Lett. 2013 Apr 5;15 (7) :1424-7.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

AT-Resolvin D3

Aspirin-triggered resolvin D3 is a member of the class of resolvins that is (5Z,7E,9E,13Z,15E,19Z)-docosahexaenoic acid carrying three hydroxy substituents at positions 4, 11 and 17 (the 4S,11R,17R-stereoisomer). It has a role as an anti-inflammatory agent and a human xenobiotic metabolite. It is a resolvin, a secondary allylic alcohol, a hydroxy polyunsaturated fatty acid and a triol.

CAS Number1427475-53-3
PubChem CID77845952
IUPAC Name(4S,5Z,7E,9E,11R,13Z,15E,17R,19Z)-4,11,17-trihydroxydocosa-5,7,9,13,15,19-hexaenoic acid
Molecular FormulaC22H32O5
Molecular Weight376.5
XLogP2.9
Topological Polar Surface Area98
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count14
Heavy Atom Count27
Formal Charge0
Complexity555
SMILES
CC/C=C\C[C@H](/C=C/C=C\C[C@H](/C=C/C=C/C=C\[C@H](CCC(=O)O)O)O)O
InChI
InChI=1S/C22H32O5/c1-2-3-7-12-19(23)14-10-6-11-15-20(24)13-8-4-5-9-16-21(25)17-18-22(26)27/h3-11,13-14,16,19-21,23-25H,2,12,15,17-18H2,1H3,(H,26,27)/b5-4+,7-3-,11-6-,13-8+,14-10+,16-9-/t19-,20+,21-/m1/s1
InChIKey
QBTJOLCUKWLTIC-AXRBAIMGSA-N
Chemical Structure
2D Structure
2D structure of AT-Resolvin D3
CAS: 1427475-53-3
CID: 77845952
Formula: C22H32O5
MW: 376.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight376.5
XLogP32.9
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count14
Exact Mass376.22497412
Monoisotopic Mass376.22497412
Topological Polar Surface Area98 Ų
Heavy Atom Count27
Formal Charge0
Complexity555
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count6
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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