MedKoo Cat#: 145353 | Name: Stevensine

Description:

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

Stevensine is a bromopyrrole alkaloid.

Chemical Structure

Stevensine
Stevensine
CAS#99102-22-4

Theoretical Analysis

MedKoo Cat#: 145353

Name: Stevensine

CAS#: 99102-22-4

Chemical Formula: C11H9Br2N5O

Exact Mass: 384.9174

Molecular Weight: 387.04

Elemental Analysis: C, 34.14; H, 2.34; Br, 41.29; N, 18.10; O, 4.13

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Stevensine; Odiline;
IUPAC/Chemical Name
4-(2-amino-1H-imidazol-5-yl)-2,3-dibromo-6,7-dihydropyrrolo[2,3-c]azepin-8(1H)-one
InChi Key
ZNIBKSGUBSYKLY-UHFFFAOYSA-N
InChi Code
1S/C11H9Br2N5O/c12-7-6-4(5-3-16-11(14)17-5)1-2-15-10(19)8(6)18-9(7)13/h1,3,18H,2H2,(H,15,19)(H3,14,16,17)
SMILES Code
NC1=NC=C(N1)C2=CCNC(=O)C3=C2C(Br)=C(Br)N3
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 387.04 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Akunuri R, Vadakattu M, Bujji S, Veerareddy V, Madhavi YV, Nanduri S. Fused- azepinones: Emerging scaffolds of medicinal importance. Eur J Med Chem. 2021 Aug 5;220:113445. doi: 10.1016/j.ejmech.2021.113445. Epub 2021 Apr 20. PMID: 33901899. 2: Xu Yz YZ, Yakushijin K, Horne DA. Synthesis of C(11)N(5) Marine Sponge Alkaloids: (+/-)-Hymenin, Stevensine, Hymenialdisine, and Debromohymenialdisine. J Org Chem. 1997 Feb 7;62(3):456-464. doi: 10.1021/jo9619746. PMID: 11671434. 3: Duckworth AR, Samples GA, Wright AE, Pomponi SA. In vitro culture of the tropical sponge Axinella corrugata (Demospongiae): effect of food cell concentration on growth, clearance rate, and biosynthesis of stevensine. Mar Biotechnol (NY). 2003 Nov-Dec;5(6):519-27. doi: 10.1007/s10126-002-0111-0. Epub 2003 Oct 20. PMID: 14564533. 4: Mohammed R, Peng J, Kelly M, Hamann MT. Cyclic heptapeptides from the Jamaican sponge Stylissa caribica. J Nat Prod. 2006 Dec;69(12):1739-44. doi: 10.1021/np060006n. PMID: 17190452; PMCID: PMC4928197. 5: Scala F, Fattorusso E, Menna M, Taglialatela-Scafati O, Tierney M, Kaiser M, Tasdemir D. Bromopyrrole alkaloids as lead compounds against protozoan parasites. Mar Drugs. 2010 Jul 14;8(7):2162-74. doi: 10.3390/md8072162. PMID: 20714430; PMCID: PMC2920549. 6: Wang X, Morinaka BI, Molinski TF. Structures and solution conformational dynamics of stylissamides G and H from the Bahamian sponge Stylissa caribica. J Nat Prod. 2014 Mar 28;77(3):625-30. doi: 10.1021/np400891s. Epub 2014 Feb 27. PMID: 24576291; PMCID: PMC3993948. 7: Bickmeyer U, Grube A, Klings KW, Köck M. Disturbance of voltage-induced cellular calcium entry by marine dimeric and tetrameric pyrrole--imidazole alkaloids. Toxicon. 2007 Sep 15;50(4):490-7. doi: 10.1016/j.toxicon.2007.04.015. Epub 2007 May 3. PMID: 17570456.