17(R)-Resolvin D1 - Moligand™, ≥95%, ~0.01% in ethanol , Agonist of FPR2/ALX;Channel blocker of TRPV3, CAS No.528583-91-7, Agonist of FPR2/ALX;Channel blocker of TRPV3

CAS: 528583-91-7 Cat. No.: R342110 Molecular Weight: 376.49 PubChem CID: 16126783

GRADE & PURITY Moligand™, ≥95%, ~0.01% in ethanol

Synonyms

17-epi-Resolvin D1 | 17(R)-RvD1 | Aspirin-triggered-Resolvin D1 | AT-RvD1 | 7S,8R,17R-trihydroxy-4Z,9E,11E,13Z,15E19Z-docosahexaenoic acid

Storage

Protected from light,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

17(R)-Resolvin D1 exhibits a dose-dependent reduction in leukocyte infiltration in a murine model of peritonitis with maximal inhibition of ~35% at a 100 ng dose. In contrast to resolvin D1, the aspirin-triggered form resists rapid inactivation by eicosanoid oxidoreductases.

Specifications

Synonyms

17-epi-Resolvin D1 | 17(R)-RvD1 | Aspirin-triggered-Resolvin D1 | AT-RvD1 | 7S, 8R, 17R-trihydroxy-4Z, 9E, 11E, 13Z, 15E19Z-docosahexaenoic acid

Specifications & Purity

Moligand™, ≥95%, ~0.01% in ethanol

Storage

Protected from light, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST, CHANNEL BLOCKER

Mechanism of action

Agonist of FPR2/ALX;Channel blocker of TRPV3

Purity

≥95%

Product Properties

• pKa: pKₐ: 4.58 (Predicted)

Names and Identifiers

• Canonical Smiles: CCC=CCC(C=CC=CC=CC=CC(C(CC=CCCC(=O)O)O)O)O
• IUPAC Name: (4Z,7S,8R,9E,11E,13Z,15E,17R,19Z)-7,8,17-trihydroxydocosa-4,9,11,13,15,19-hexaenoic acid
• InChIKey: OIWTWACQMDFHJG-BJEBZIPWSA-N
• INCHI: 1S/C22H32O5/c1-2-3-9-14-19(23)15-10-6-4-5-7-11-16-20(24)21(25)17-12-8-13-18-22(26)27/h3-12,15-16,19-21,23-25H,2,13-14,17-18H2,1H3,(H,26,27)/b6-4-,7-5+,9-3-,12-8-,15-10+,16-11+/t19-,20-,21+/m1/s1
• Isomeric SMILES: CC/C=C\C[C@H](/C=C/C=C\C=C\C=C\[C@H]([C@H](C/C=C\CCC(=O)O)O)O)O
• PubChem CID: 16126783
• UN Number: 1170
• Packing Group: II
• MeSH Entry Terms: 7,8,17-trihydroxy-4,9,11,13,15,19-docosahexaenoic acid;aspirin-triggered resolvin D1;AT-RvD1;resolvin D1;RvD1 fatty acid
• Molecular Weight: 376.49

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Not available
• Direct Parent: Very long-chain fatty acids
• Alternative Parents: Hydroxy fatty acids Unsaturated fatty acids Secondary alcohols 1,2-diols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Very long-chain fatty acid - Hydroxy fatty acid - Unsaturated fatty acid - 1,2-diol - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Polyol - Organic oxide - Alcohol - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as very long-chain fatty acids. These are fatty acids with an aliphatic tail that contains at least 22 carbon atoms.
• External Descriptors: Docosanoids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRPV3 Tchem Transient receptor potential cation channel subfamily V member 3 (1 Activities)

Discover Target: TRPV3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FPR2 Tchem N-formyl peptide receptor 2 (1 Activities)

Discover Target: FPR2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (~0.05 mg/ml at 25.0 °C), PBS pH 7.2, DMF, and DMSO.
• Sensitivity: light sensitive
• Refractive Index: n20D1.56 (Predicted)
• Boil Point(°C): 609.2° C at 760 mmHg
• Molecular Weight: 376.500 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 14
• Exact Mass: 376.225 Da
• Monoisotopic Mass: 376.225 Da
• Topological Polar Surface Area: 98.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 555.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 6
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 6
• Covalently-Bonded Unit Count: 1