cis-11-Eicosenoic acid - Moligand™, ≥99% , CAS No.5561-99-9

CAS: 5561-99-9 Cat. No.: C138996 Molecular Weight: 310.51 Beilstein Registry Number: 1727313 EC Number: 680-558-5 PubChem CID: 5282768

GRADE & PURITY Moligand™, ≥99%

Synonyms

11(Z)-eicosenoate | cis-11-Eicosenoic acid, >=99% (capillary GC) | DTXSID30970949 | UNII-UDX6WPL94T | Z-Delta(11)-Eicosensaeure | FA 20:1 | gondoic acid | icosenoic acids | (11Z)-11-Eicosenoic acid | cis-11-Icosenoate | BITHHVVYSMSWAG-KTKRTIGZSA-N

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Gondoic acid (cis-11-Eicosenoic acid), a monounsaturated long-chain fatty acid, is contained in a variety of plant oils and nuts. Gondoic acid can exert anti-inflammatory activity by inhibiting the production of ROS and the PKCθ/ERK/STAT3 signaling pathway. Gondoic acid can be used as a raw material for medical supplies and a moisturizing ingredient in cosmetic creams.

Specifications

Synonyms

11(Z)-eicosenoate | cis-11-Eicosenoic acid, >=99% (capillary GC) | DTXSID30970949 | UNII-UDX6WPL94T | Z-Delta(11)-Eicosensaeure | FA 20:1 | gondoic acid | icosenoic acids | (11Z)-11-Eicosenoic acid | cis-11-Icosenoate | BITHHVVYSMSWAG-KTKRTIGZSA-N

Specifications & Purity

Moligand™, ≥99%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504763450
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763450
• Canonical Smiles: CCCCCCCC\C=C/CCCCCCCCCC(O)=O
• IUPAC Name: (Z)-icos-11-enoic acid
• InChIKey: BITHHVVYSMSWAG-KTKRTIGZSA-N
• INCHI: 1S/C20H38O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10H,2-8,11-19H2,1H3,(H,21,22)/b10-9-
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCCC(=O)O
• PubChem CID: 5282768
• Molecular Weight: 310.51
• Beilstein: 1727313

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: Long-chain fatty acids
• Alternative Parents: Unsaturated fatty acids Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Long-chain fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
• External Descriptors: Unsaturated fatty acids

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

Mechanisms of Action

Chemical and Physical Properties

• Refractive Index: n20/D 1.4606 (lit.)
• Melt Point(°C): 23-24 °C (lit.)
• Molecular Weight: 310.500 g/mol
• XLogP3: 7.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 310.287 Da
• Monoisotopic Mass: 310.287 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 258.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1