Oleocanthal - Moligand™, from Olea europaea , Activator of TRPA1, CAS No.289030-99-5, Activator of TRPA1

CAS: 289030-99-5 Cat. No.: O477630 Molecular Weight: 304.34

GRADE & PURITY Moligand™, from Olea europaea

Synonyms

AKOS030530189 | oleocanthal | (-)-deacetoxy ligstroside aglycon | (S,E)-4-Hydroxyphenethyl4-formyl-3-(2-oxoethyl)hex-4-enoate | deacetoxy-oleuropein aglycone | OLEOCANTHAL, (-)- | deacetoxy ligstroside aglycone | OLEOCANTHAL [INCI] | Q402613 | UNII-AC7QO6

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Description

Oleocanthal is a naturally occurring secoiridoid from olive oil, which was shown to exhibit potent anti-inflammatory, anticancer, and neuroprotective activities.

Specifications

Synonyms

AKOS030530189 | oleocanthal | (-)-deacetoxy ligstroside aglycon | (S, E)-4-Hydroxyphenethyl4-formyl-3-(2-oxoethyl)hex-4-enoate | deacetoxy-oleuropein aglycone | OLEOCANTHAL, (-)- | deacetoxy ligstroside aglycone | OLEOCANTHAL [INCI] | Q402613 | UNII-AC7QO6

Specifications & Purity

Moligand™, from Olea europaea

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™

Action Type

ACTIVATOR

Mechanism of action

Activator of TRPA1

Names and Identifiers

• Canonical Smiles: CC=C(C=O)C(CC=O)CC(=O)OCCC1=CC=C(C=C1)O
• IUPAC Name: 2-(4-hydroxyphenyl)ethyl (E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate
• InChIKey: VPOVFCBNUOUZGG-VAKDEWRISA-N
• INCHI: 1S/C17H20O5/c1-2-14(12-19)15(7-9-18)11-17(21)22-10-8-13-3-5-16(20)6-4-13/h2-6,9,12,15,20H,7-8,10-11H2,1H3/b14-2-/t15-/m0/s1
• Isomeric SMILES: C/C=C(/C=O)\[C@@H](CC=O)CC(=O)OCCC1=CC=C(C=C1)O
• Molecular Weight: 304.34
• Reaxy-Rn: 21447811
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21447811&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Tyrosols and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Tyrosols and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Tyrosols and derivatives
• Alternative Parents: Fatty acid esters 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Enals Alpha-hydrogen aldehydes Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosol derivative - 1-hydroxy-2-unsubstituted benzenoid - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Enal - Alpha-hydrogen aldehyde - Alpha,beta-unsaturated aldehyde - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Carbonyl group - Aldehyde - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tyrosols and derivatives. These are compounds containing a hydroxyethyl group attached to the C4 carbon of a phenol group.
• External Descriptors: Not available

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)

TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1 Activities)

Discover Target: TRPA1

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

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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

MET Tclin Hepatocyte growth factor receptor (10718 Activities)

Discover Target: MET

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

MCF-10A (2462 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 304.340 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 304.131 Da
• Monoisotopic Mass: 304.131 Da
• Topological Polar Surface Area: 80.700 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 394.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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