EvodiamineAn antiangiogenic and antiinflammatory agonist of TRPV1

Evodiamine (CAS 518-17-2)

Evodiamine | CAS 518-17-2 is rated 5.0 out of 5 by 1.
  • y_2019, m_9, d_16, h_18
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_201479, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 98ms
  • REVIEWS, PRODUCT
Application: An antiangiogenic and antiinflammatory agonist of TRPV1
CAS Number: 518-17-2
Purity: 97%
Molecular Weight: 303.4
Molecular Formula: C19H17N3O
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Evodiamine is a quinozole alkaloid isolated from Evodia rutaecarpa, described as an agonist of the VR1 (vanilloid receptor subtype 1, TRPV1) with affinity (Ki = 5.95 microM) comparable to that of the prototypical VR1 chemical activator Capsaicin (sc-3577, Ki = 1.8 microM). Evodiamine induction of 45Ca2+ uptake was competitively antagonized by the Capsaicin antagonist Capsazepine (sc-201098). Evodiamine is described to inhibit prostaglandin E2 synthesis, cyclooxygenase-2 induction and NF-κB activation, producing antiinflammatory effects. The interferon-γ priming signal regulating the transcriptional activation of the iNOS gene is blocked by Evodiamine, suppressing iNOS protein synthesis but not affecting iNOS function. Evodiamine also demonstrates antiangiogenesis through inhibition of vascular endothelial growth factor gene expression and inhibition of the ERK 1 (p44)/ERK 2 (p42) mitogen-activated protein kinase that correlated to endothelial cell angiogenesis. Promotion of apoptosis in human leukemic U937 cells is described with Evodiamine.


References

1. Chiou, W.F., et al. 1997. J. Nat. Prod. 60: 708-711. PMID: 9249975
2. Pearce, L.V., et al. 2004. Org. Biomol. Chem. 2: 2281-2286. PMID: 15305207
3. Choi, Y.H., et al. 2006. Arch. Pharm. Res. 29: 293-297. PMID: 16681034
4. Shyu, K.G., et al. 2006. Life Sci. 78: 2234-2243. PMID: 16280136
5. Lee, T.J., et al. 2006. Mol. Cancer Ther. 5: 2398-2407. PMID: 16985074

Physical State :
Solid
Derived From :
Evodia rutaecarpa
Solubility :
Soluble in DMSO (5 mg/mL,warm to 40°C), water (<1 mg/mL) at 25° C, and ethanol (<1 mg/mL) at 25° C.
Storage :
Store at -20° C
Melting Point :
278° C
Boiling Point :
575.07° C at 760 mmHg (Predicted)
Density :
1.40 g/cm3 (Predicted)
Refractive Index :
n20D 1.76 (Predicted)
Ki Data :
TRPV1: Ki= 5.95 µM (rat)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
151289
Merck Index :
14: 3908
MDL Number :
MFCD06407824
SMILES :
CN1C2C3=C(CCN2C(=O)C4=CC=CC=C41)C5=CC=CC=C5N3

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

Evodiamine  Product Citations

See how others have used Evodiamine. Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 16280136  Shyu, KG. et al. 2006. Life Sci. 78: 2234-2243.

PMID: # 15710601  Takada, Y. et al. 2005. J. Biol. Chem. 280: 17203-17212.

PMID: # 15710601  Takada, Y. et al. 2005. J. Biol. Chem. 280: 17203-17212.

Citations 1 to 3 of 3 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 53ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Shyu Shyu, et. al. (PubMed ID 16280136) utilized evodiamine in their studies and found that it is a strong inhibitor of angiogenesis. The suspected mechanism by which it inhibits at the least involves the inhibition of VEGF expression, through the represion of ERK phosphorylation. -SCBT Publication Review
Date published: 2015-04-04
  • y_2019, m_9, d_16, h_18
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_201479, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 38ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.