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Verongamine

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 573562

CAS#: Unknown

Description: Verongamine is a bromotyrosine-derived histamine H3-antagonist from the marine sponge Verongula gigantea.


Price and Availability

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Verongamine is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 573562
Name: Verongamine
CAS#: Unknown
Chemical Formula: C15H17BrN4O3
Exact Mass: 380.0484
Molecular Weight: 381.23
Elemental Analysis: C, 47.26; H, 4.49; Br, 20.96; N, 14.70; O, 12.59


Synonym: Verongamine

IUPAC/Chemical Name: (E)-N-(2-(1H-imidazol-4-yl)ethyl)-3-(3-bromo-4-methoxyphenyl)-2-(hydroxyimino)propanamide

InChi Key: MFMMJKGZEGTTSV-DEDYPNTBSA-N

InChi Code: InChI=1S/C15H17BrN4O3/c1-23-14-3-2-10(6-12(14)16)7-13(20-22)15(21)18-5-4-11-8-17-9-19-11/h2-3,6,8-9,22H,4-5,7H2,1H3,(H,17,19)(H,18,21)/b20-13+

SMILES Code: O=C(/C(CC1=CC(Br)=C(OC)C=C1)=N/O)NCCC2=CNC=N2


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
2934990300


References

1: Boehlow TR, Harburn JJ, Spilling CD. Approaches to the synthesis of some tyrosine-derived marine sponge metabolites: synthesis of verongamine and purealidin N. J Org Chem. 2001 May 4;66(9):3111-8. PubMed PMID: 11325276.

2: Ali SM, Tedford CE, Gregory R, Yates SL, Phillips JG. New acetylene based histamine H3 receptor antagonists derived from the marine natural product verongamine. Bioorg Med Chem Lett. 1998 May 19;8(10):1133-8. PubMed PMID: 9871722.

3: Mierzwa R, King A, Conover MA, Tozzi S, Puar MS, Patel M, Coval SJ, Pomponi SA. Verongamine, a novel bromotyrosine-derived histamine H3-antagonist from the marine sponge Verongula gigantea. J Nat Prod. 1994 Jan;57(1):175-7. PubMed PMID: 8158162.