ChemicalBook > CAS DataBase List > 10(S),17(S)-DiHDoHE

10(S),17(S)-DiHDoHE

Product Name
10(S),17(S)-DiHDoHE
CAS No.
871826-47-0
Chemical Name
10(S),17(S)-DiHDoHE
Synonyms
10(S),17(S)-DiHDHA;10(S),17(S)-DiHDoHE;10(S),17(S)-DiHDoHE Exclusive;4,7,11,13,15,19-Docosahexaenoic acid, 10,17-dihydroxy-, (4Z,7Z,10S,11E,13Z,15E,17S,19Z)-
CBNumber
CB92589838
Molecular Formula
C22H32O4
Formula Weight
360.487
MOL File
871826-47-0.mol
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10(S),17(S)-DiHDoHE Property

storage temp. 
Store at -20°C
solubility 
0.1 M Na2CO3: 1 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.5 mg/ml
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10008128
Product name
10(S),17(S)-DiHDHA
Purity
≥98%
Packaging
25μg
Price
$182
Updated
2024/03/01
Cayman Chemical
Product number
10008128
Product name
10(S),17(S)-DiHDHA
Purity
≥98%
Packaging
50μg
Price
$324
Updated
2024/03/01
Cayman Chemical
Product number
10008128
Product name
10(S),17(S)-DiHDHA
Purity
≥98%
Packaging
100μg
Price
$612
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
CCH0004485
Product name
10(S),17(S)-DIHYDROXY-4Z,7Z,11E,13Z,15E,19Z-DOCOSAHEXAENOIC ACID
Purity
95.00%
Packaging
1MG
Price
$721.88
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0004485
Product name
10(S),17(S)-DIHYDROXY-4Z,7Z,11E,13Z,15E,19Z-DOCOSAHEXAENOIC ACID
Purity
95.00%
Packaging
10MG
Price
$1732.5
Updated
2021/12/16
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10(S),17(S)-DiHDoHE Chemical Properties,Usage,Production

Description

Protectin D1 (also known as neuroprotectin D1 when produced in neuronal tissues) is a DHA-derived dihydroxy fatty acid that exhibits potent protective and anti-inflammatory activities.1,2,3 10(S),17(S)-DiHDHA is a DHA metabolite, also referred to as protectin DX (PDX).4 It is produced by an apparent double lipoxygenase (LO)-mediated reaction in murine peritonitis exudates, in suspensions of human leukocytes, or by soybean 15-LO incubated with DHA.1,4 It differs from protectin D1 with respect to the stereochemistry of the C-10 hydroxyl and the double bond configuration at the 13 and 15 positions. 10(S),17(S)-DiHDHA blocks neutrophil infiltration in murine peritonitis by 20-25% at a dose of 1 ng/mouse.1 It also inhibits platelet activation by both impairing thromboxane (TX) synthesis and TX receptor activation.4,5

Definition

ChEBI: (4Z,7Z,10S,11E,13Z,15E,17S,19Z)-10,17-dihydroxydocosahexaenoic acid is a dihydroxydocosahexaenoic acid that is (4Z,7Z,11E,13Z,15E,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10S,17S-stereoisomer). A natural isomer of protectin D1, one of the specialised proresolving mediators. It has a role as an anti-inflammatory agent and a human xenobiotic metabolite. It is a dihydroxydocosahexaenoic acid, a secondary allylic alcohol and a protectin.

References

1. Serhan, C.N., Gotlinger, K., Hong, S., et al. Anti-inflammatory actions of neuroprotectin D1/protectin D1 and its natural stereoisomers: Assignments of dihydroxy-containing docosatrienes J. Immunol. 176(3),1848-1859(2006).
2. Ariel, A., and Serhan, C.N. Resolvins and protectins in the termination program of acute inflammation Trends Immunol. 28(4),176-183(2007).
3. Schwab, J.M., Chiang, N., Arita, M., et al. Resolvin E1 and protectin D1 activate inflammation-resolution programmes Nature 447(7146),869-874(2007).
4. Chen, P., Fenet, B., Michaud, S., et al. Full characterization of PDX, a neuroprotectin/protectin D1 isomer, which inhibits blood platelet aggregation FEBS Lett. 583,3478-3484(2009).
5. Chen, P., Véricel, E., Lagarde, M., et al. Poxytrins, a class of oxygenated products from polyunsaturated fatty acids, potently inhibit blood platelet aggregation FASEB J. 25,382-388(2011).

10(S),17(S)-DiHDoHE Preparation Products And Raw materials

Raw materials

Preparation Products

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871826-47-0, 10(S),17(S)-DiHDoHERelated Search:


  • 10(S),17(S)-DiHDoHE
  • 10(S),17(S)-DiHDoHE Exclusive
  • 10(S),17(S)-DiHDHA
  • 4,7,11,13,15,19-Docosahexaenoic acid, 10,17-dihydroxy-, (4Z,7Z,10S,11E,13Z,15E,17S,19Z)-
  • 871826-47-0