cis-9-Hexadecenoic Acid - Moligand™, 10mM in DMSO , CAS No.373-49-9

CAS: 373-49-9 Cat. No.: C423680 Formula: C₁₆H₃₀O₂ Molecular Weight: 254.41 Beilstein Registry Number: 1725389 EC Number: 206-765-9

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

CHEBI:28716 | MFCD00004437 | cis-Delta(9)-hexadecenoic acid | (Z)-9-hexadecenoic acid | (Z)-Hexadec-9-enoicacid | 5,8,11,14-Eicosatetraenoic acid, methyl ester, cis- | Hexadecenoate | PALMITOLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC] | cis-.delta.9-Hexade

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Application

Drug Delivery, Surface Modification, PEGylation of Protein, Peptide & Oligo

Overview

Product Application
Palmitoleic acid has been used:
to supplement Minimum Essential Media alpha (MEMα) to culture mouse spermatogonial stem cells (SSCs)
as a component of a defined serum-free medium for the long-term propagation of SSCs
in Dulbecco′s Modified Eagle Medium (DMEM) in the media for fatty acid treatment to assure a physiologic ratio between bound and unbound free fatty acid (FFA)

Specifications

Synonyms

CHEBI:28716 | MFCD00004437 | cis-Delta(9)-hexadecenoic acid | (Z)-9-hexadecenoic acid | (Z)-Hexadec-9-enoicacid | 5,8,11,14-Eicosatetraenoic acid, methyl ester, cis- | Hexadecenoate | PALMITOLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC] | cis-.delta.9-Hexade

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Palmitoleic acid is a 16-carbon, omega-7, monounsaturated fatty acid that is enriched in the triglycerides of human adipose tissue and in liver.

Storage

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™

Names and Identifiers

Pubchem Sid

528776460

Canonical Smiles

CCCCCCC=CCCCCCCCC(=O)O

IUPAC Name

(Z)-hexadec-9-enoic acid

InChIKey

SECPZKHBENQXJG-FPLPWBNLSA-N

INCHI

1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7-

Isomeric SMILES

CCCCCC/C=C\CCCCCCCC(=O)O

WGK Germany

1

Molecular Weight

254.41

Beilstein

1725389

Reaxy-Rn

1781015

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1781015&ln=

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

Associated Targets(Human)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TERT Tchem Telomerase reverse transcriptase (2428 Activities)

Discover Target: TERT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

FFAR3 Tchem Free fatty acid receptor 3 (304 Activities)

Discover Target: FFAR3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Trypsin (394 Activities)

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Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

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Geobacillus stearothermophilus (181 Activities)

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Bacillus subtilis (32866 Activities)

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Enterococcus faecalis (29875 Activities)

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Bacillus cereus (7522 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive，heat sensitive
• Refractive Index: 1.457
• Flash Point(°F): 143.6 °F
• Flash Point(°C): 62℃
• Boil Point(°C): 175°C/15mmHg
• Melt Point(°C): 1°C
• Molecular Weight: 254.410 g/mol
• XLogP3: 6.400
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 254.225 Da
• Monoisotopic Mass: 254.225 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 209.000
• 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