Cinnamycin

SKU
C-2639
  • CAS:110655-58-8
  • Formula:C89H125N25O25S3
  • MW:2041.3
  • Appearance:White to off white solid
  • Purity:>98% by HPLC
Product Name Qty
Cinnamycin
1 mg
$287.04
Cinnamycin
5 mg
$1,004.65
*Please inquire the availability for this product. Cinnamycin (lanthiopeptin) is a high molecular weight tricyclic antibiotic produced by several species of Streptoverticillium. Cinnamycin is a potent indirect inhibitor of phospholipase A2, acting by specifically sequestering phosphatidylethanolamine (PE), a major component of the mammalian plasma cell membrane. Cinnamycin induces trans-bilayer phospholipid movement in cell membranes to expose internally bound PE. At high surface concentrations of PE, cinnamycin induces membrane reorganisation including membrane fusion and alteration of gross morphology.
More Information
Alternate Name/Synonyms
Lanthiopeptin, Ro 09-0198
SKU
C-2639
CAS #
110655-58-8
Chemical Formula
C89H125N25O25S3
Molecular Weight
2041.3
Appearance
White to off white solid
Purity
>98% by HPLC
Solubility
Soluble in DMSO (10 mg/ml), DMF, methanol, ethanol, and water (poorly)
Storage Temp
-20°C
THERAPEUTIC AREA
Infectious Diseases
USE
Cinnamycin is a tetracyclic polypeptide antibiotic
MDL NUMBER
MFCD01770867
INCHI
InChI=1S/C89H125N25O25S3/c1-43(2)66-84(133)109-59-41-140-40-58-79(128)108-60-42-142-45(4)68(86(135)105-55(75(124)110-66)34-48-22-12-7-13-23-48)111-76(125)54(33-47-20-10-6-11-21-47)104-82(131)61-26-17-31-114(61)65(118)38-98-72(121)53(32-46-18-8-5-9-19-46)103-78(127)57(106-80(60)129)36-95-29-15-14-24-52(87(136)137)102-85(134)67(112-77(126)56(35-63(92)116)99-64(117)37-97-83(132)69(113-81(59)130)70(119)88(138)139)44(3)141-39-49(90)71(120)100-50(25-16-30-96-89(93)94)73(122)101-51(74(123)107-58)27-28-62(91)115/h5-13,18-23,43-45,49-61,66-70,95,119H,14-17,24-42,90H2,1-4H3,(H2,91,115)(H2,92,116)(H,97,132)(H,98,121)(H,99,117)(H,100,120)(H,101,122)(H,102,134)(H,103,127)(H,104,131)(H,105,135)(H,106,129)(H,107,123)(H,108,128)(H,109,133)(H,110,124)(H,111,125)(H,112,126)(H,113,130)(H,136,137)(H,138,139)(H4,93,94,96)/t44-,45?,49+,50+,51+,52+,53+,54+,55+,56+,57+,58+,59+,60+,61+,66+,67?,68+,69+,70-/m1/s1
SMILES
C[C@@H]1C2C(=O)N[C@@H](CCCCNC[C@H]3C(=O)N[C@H](C(=O)NCC(=O)N4CCC[C@H]4C(=O)N [C@H](C(=O)N[C@H]5C(SC[C@@H](C(=O)N3)NC(=O)[C@H](CSC[C@@H](C(=O)N[C@H](C(=O) NCC(=O)N[C@H](C(=O)N2)CC(=O)N)[C@H](C(=O)O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC5=O )CC6=CC=CC=C6)C(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CS1)N)CCCNC(=N)N)C CC(=O)N)C)CC7=CC=CC=C7)CC8=CC=CC=C8)C(=O)O
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