Saccharocarcin A

SKU
S-2743
  • CAS:158475-32-2
  • Formula:C67H101NO20
  • MW:1240.5 Da
  • Appearance:White solid
  • Purity:>95% by HPLC

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Product Name Qty
Saccharocarcin A
0.5 mg
$331.50
Saccharocarcin A
2.5 mg
$1,122.00

Description

Saccharocarcin A is an unusual tetronic acid structurally related to kijanimicin, chlorothricin, tetrocarcin 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-2743
CAS #
158475-32-2
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
C67H101NO20
Molecular Weight
1240.5 Da
Appearance
White solid
Purity
>95% 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
MFCD14635441
INCHI
InChI=1S/C67H101NO20/c1-15-41-16-17-42-24-34(6)57(87-53-29-65(13,77)61(39(11)82-53)68-40(12)69)32(4)22-30(2)44-19-18-43-55(66(44,14)62(74)54-63(75)67(42,28-41)88-64(54)76)31(3)23-33(5)58(43)84-52-27-48(83-49-21-20-45(70)35(7)78-49)60(38(10)81-52)86-51-26-47(72)59(37(9)80-51)85-50-25-46(71)56(73)36(8)79-50/h16-19,22,24,31-33,35-39,41-53,55-61,70-73,75,77H,15,20-21,23,25-29H2,1-14H3,(H,68,69)/b30-22+,34-24+/t31-,32?,33-,35-,36+,37+,38+,39-,41-,42-,43-,44-,45+,46+,47+,48+,49-,50+,51+,52+,53-,55+,56+,57-,58-,59+,60+,61-,65-,66+,67-/m0/s1
SMILES
CC[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.
Handling Handle in accordance with good industrial hygiene and safety practice.
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