Sceptrin . dihydrochloride
Product Code: AG-CN2-0440
Product Group: Antibiotics and Other Antimicrobials
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CN2-0440-C250 | 250 ug | £95.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short term: +4°C. Long term: -20°C
Documents
Further Information
Appearance:
Amorphous powder.
CAS:
79703-25-6
EClass:
32160000
Form (Short):
solid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry. Protect from light.
Hazards:
H302, H319, H332, H335
InChi:
InChI=1S/C22H24Br2N10O2/c23-9-1-13(27-3-9)19(35)29-5-11-12(6-30-20(36)14-2-10(24)4-28-14)18(16-8-32-22(26)34-16)17(11)15-7-31-21(25)33-15/h1-4,7-8,11-12,17-18,21-22,27-28H,5-6,25-26H2,(H,29,35)(H,30,36)/t11-,12-,17-,18-,21?,22?/m1/s1
InChiKey:
WCZVIHWVHOXPDO-QZWVQEDUSA-N
Long Description:
Chemical. CAS: 79703-25-6. Formula: C22H24Br2N10O2 . 2HCl. MW: 620.3 . 72.9. Antibiotic. Inhibits the growth of several Gram-positive and Gram-negative bacteria. Binds to MreB inducing disruption of the bacterial cell wall. Competitive inhibitor of muscarinic acetylcholine receptors (mAChR). Cell motility inhibitor by specifically blocking contractility of the cell. Direct binding with monomeric actin disrupts the polymerization of actin into microfilaments necessary for cellular mechanical processes.
MDL:
MFCD03095571
Molecular Formula:
C22H24Br2N10O2 . 2HCl
Molecular Weight:
620.3 . 72.9
Package Type:
Vial
Precautions:
P261, P271, P301, P312, P304, P340, P302, P352
Product Description:
Antibiotic. Inhibits the growth of several Gram-positive and Gram-negative bacteria. Binds to MreB inducing disruption of the bacterial cell wall. Competitive inhibitor of muscarinic acetylcholine receptors (mAChR). Cell motility inhibitor by specifically blocking contractility of the cell. Direct binding with monomeric actin disrupts the polymerization of actin into microfilaments necessary for cellular mechanical processes.
Purity:
>97% (HPLC)
Signal Word:
Warning
SMILES:
NC1N=CC(=N1)[C@H]1[C@H](CNC(=O)C2=CC(Br)=CN2)[C@@H](CNC(=O)C2=CC(Br)=CN2)[C@@H]1C1=NC(N)N=C1
Solubility Chemicals:
Soluble in DMSO or ethanol.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
Anti-muscarinic activity of a family of C11N5 compounds isolated from Agelas sponges: R. Rosa, et al.; Experientia 48, 885 (1992) | A study on the mechanism of action of sceptrin, an antimicrobial agent isolated from the South Pacific sponge Agelas mauritiana: V.S. Bernan, et al.; J. Antimicrob. Chemother. 32, 539 (1993) | Identification of the binding of sceptrin to MreB via a bidirectional affinity protocol: A.D. Rodriguez, et al.; JACS 130, 7256 (2008) | Sceptrin, a marine natural compound, inhibits cell motility in a variety of cancer cell lines: A. Cipres, et al.; ACS Chem. Biol. 5, 195 (2010) | Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence: Z. Ma, et al.; Science 346, 219 (2014)