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Oleocanthal - from Olea europaea, high purity , CAS No.289030-99-5, Activator of TRPA1

  • Moligand™
  • from Olea europaea
Item Number
O477630
Grouped product items
SKUSizeAvailabilityPrice Qty
O477630-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$510.90
View related series
TRPA1 Activator

Basic Description

Synonymsoleocanthal|(-)-Oleocanthal|289030-99-5|Deacetoxy ligstroside aglycon|(3S,4E)-4-Formyl-3-(2-oxoethyl)-4-hexenoic acid 2-(4-hydroxyphenyl)ethyl ester|AC7QO6038O|2-(4-Hydroxyphenyl)ethyl (3S,4E)-4-formyl-3-(2-oxoethyl)hex-4-enoate|2-(4-hydroxyphenyl)ethyl (
Specifications & PurityMoligand™, from Olea europaea
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeACTIVATOR
Mechanism of actionActivator of TRPA1
Product Description

Description

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

Associated Targets

MET Tclin Hepatocyte growth factor receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

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

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

ALOX5 Tclin Arachidonate 5-lipoxygenase 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 2-(4-hydroxyphenyl)ethyl (E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate
INCHI 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
InChi Key VPOVFCBNUOUZGG-VAKDEWRISA-N
Canonical SMILES CC=C(C=O)C(CC=O)CC(=O)OCCC1=CC=C(C=C1)O
Isomeric SMILES C/C=C(/C=O)\[C@@H](CC=O)CC(=O)OCCC1=CC=C(C=C1)O
PubChem CID 11652416
Molecular Weight 304.34

Certificates

Certificate of Analysis(COA)

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Related Documents

References

1. Gary K Beauchamp,Russell S J Keast,Diane Morel,Jianming Lin,Jana Pika,Qiang Han,Chi-Ho Lee,Amos B Smith,Paul A S Breslin.  (2005-09-02)  Phytochemistry: ibuprofen-like activity in extra-virgin olive oil..  Nature,  437  ((7055)): (45-46).  [PMID:16136122]
2. Wenkai Li,Jeffrey B Sperry,Alex Crowe,John Q Trojanowski,Amos B Smith,Virginia M-Y Lee.  (2009-06-25)  Inhibition of tau fibrillization by oleocanthal via reaction with the amino groups of tau..  Journal of neurochemistry,  110  ((4)): (1339-1351).  [PMID:19549281]
3. Mohamed R Akl,Nehad M Ayoub,Mohamed M Mohyeldin,Belnaser A Busnena,Ahmed I Foudah,Yong-Yu Liu,Khalid A Ei Sayed.  (2014-05-23)  Olive phenolics as c-Met inhibitors: (-)-Oleocanthal attenuates cell proliferation, invasiveness, and tumor growth in breast cancer models..  PloS one,  ((5)): (e97622-e97622).  [PMID:24849787]
4. Beatrice Polini,Maria Digiacomo,Sara Carpi,Simone Bertini,Francesca Gado,Giuseppe Saccomanni,Marco Macchia,Paola Nieri,Clementina Manera,Stefano Fogli.  (2018-07-01)  Oleocanthal and oleacein contribute to the in vitro therapeutic potential of extra virgin oil-derived extracts in non-melanoma skin cancer..  Toxicology in vitro : an international journal published in association with BIBRA,  52  (243-250).  [PMID:29959992]
5. Olga S Koutsoni,Kalliopi Karampetsou,Ioannis D Kyriazis,Panagiotis Stathopoulos,Nektarios Aligiannis,Maria Halabalaki,Leandros A Skaltsounis,Eleni Dotsika.  (2018-09-01)  Evaluation of total phenolic fraction derived from extra virgin olive oil for its antileishmanial activity..  Phytomedicine : international journal of phytotherapy and phytopharmacology,  47  (143-150).  [PMID:30166099]
6. Nehad M Ayoub,Abu Bakar Siddique,Hassan Y Ebrahim,Mohamed M Mohyeldin,Khalid A El Sayed.  (2017-06-20)  The olive oil phenolic (-)-oleocanthal modulates estrogen receptor expression in luminal breast cancer in vitro and in vivo and synergizes with tamoxifen treatment..  European journal of pharmacology,  810  (100-111).  [PMID:28625568]
7. Kok-Lun Pang,Kok-Yong Chin.  (2018-05-08)  The Biological Activities of Oleocanthal from a Molecular Perspective..  Nutrients,  10  ((5)):   [PMID:29734791]
8. Limor Goren,George Zhang,Susmita Kaushik,Paul A S Breslin,Yi-Chieh Nancy Du,David A Foster.  (2019-08-15)  (-)-Oleocanthal and (-)-oleocanthal-rich olive oils induce lysosomal membrane permeabilization in cancer cells..  PloS one,  14  ((8)): (e0216024-e0216024).  [PMID:31412041]

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