Saccharocarcin B

SKU
S-2745
  • CAS:158475-33-3
  • Formula:C68H103NO20
  • MW:1254.6 Da
  • Appearance:White solid
  • Purity:>99% by HPLC
Product Name Qty
Saccharocarcin B
0.5 mg
$339.12
Saccharocarcin B
2.5 mg
$1,147.81

Description

Saccharocarcin B is an unusual tetronic acid structurally related to kijanimicin, chlorothricin, tetrocarcins and versipelostatin, which has pronounced activity against Gram positive bacteria and Chlamydia trachomatis. Limited availability has restricted further investigation of this metabolite, however several members of this class have received considerable literature focus. Versipelostatin inhibits transcription from the promoter of GRP78, a gene that is activated as part of a stress signalling pathway under glucose deprivation resulting in unfolded protein response (UPR), causing death of glucose-deprived cells. Tetrocarcin A appears to target the phosphatidylinositide-3'-kinase/Akt signalling pathway.

More Information
SKU
S-2745
CAS #
158475-33-3
Chemical Name
N-[(2S,3S,4S,6R)-6-[[(1S,3R,6S,7E,9S,11E,13S,16S,17S,18S,20S,21R,22S,23E)-17-[(2S,4R,5R,6R)-5-[(2R,4R,5S,6R)-5-[(2R,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-[(2S,5R,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-
Chemical Formula
C68H103NO20
Molecular Weight
1254.6 Da
Appearance
White solid
Purity
>99% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. Limited water solubility.
Storage Temp
-20°C
THERAPEUTIC AREA
Infectious Diseases
USE
An unusual tetronic acid with inhibitory effects on gram positive bacteria
MDL NUMBER
MFCD14635442
INCHI
InChI=1S/C68H103NO20/c1-15-16-42-17-18-43-25-35(6)58(88-54-30-66(13,78)62(40(11)83-54)69-41(12)70)33(4)23-31(2)45-20-19-44-56(67(45,14)63(75)55-64(76)68(43,29-42)89-65(55)77)32(3)24-34(5)59(44)85-53-28-49(84-50-22-21-46(71)36(7)79-50)61(39(10)82-53)87-52-27-48(73)60(38(9)81-52)86-51-26-47(72)57(74)37(8)80-51/h17-20,23,25,32-34,36-40,42-54,56-62,71-74,76,78H,15-16,21-22,24,26-30H2,1-14H3,(H,69,70)/b31-23+,35-25+/t32-,33?,34-,36-,37+,38+,39+,40-,42-,43-,44-,45-,46+,47+,48+,49+,50-,51+,52+,53+,54-,56+,57+,58-,59-,60+,61+,62-,66-,67+,68-/m0/s1
SMILES
CCC[C@@H]1C[C@]23[C@@H](C=C1)/C=C(/[C@H](C(/C=C(/[C@@H]4C=C[C@H]5[C@H]([C@@]4(C(=O)C(=C2O)C(=O)O3)C)[C@H](C[C@@H]([C@@H]5O[C@@H]6C[C@H]([C@@H]([C@H](O6)C)O[C@@H]7C[C@H]([C@@H]([C@H](O7)C)O[C@@H]8C[C@H]([C@@H]([C@H](O8)C)O)O)O)O[C@H]9CC[C@H]([C@@H](O9)C)O)C)C)\C)C)O[C@H]1C[C@]([C@H]([C@@H](O1)C)NC(=O)C)(C)O)\C
Handling
Handle in accordance with good industrial hygiene and safety practice.
HandlingHandle in accordance with good industrial hygiene and safety practice.
To Top