Catalog Number
ACM10378060
Description
6R-FR054 is a 6R-isomer of FR054. FR054 is an inhibitor of the Hexosamine Biosynthetic Pathway (HBP) enzyme PGM3, with a remarkable anti-breast cancer effect. FR054 induces in different breast cancer cells a dramatic decrease in cell proliferation and survival. In particular, in a model of Triple Negative Breast Cancer (TNBC) cells, MDA-MB-231, these effects are correlated to FR054-dependent reduction of both N- and O-glycosylation level that cause also a strong reduction of cancer cell adhesion and migration. . Note: The correct structure for FR054 is CAS#35954-65-5 which is the 6S-isomer. Some vendors are selling wrong structure for FAR054 (the incorrect structure has CAS#10378-06-0, which is the 6R-isomer)
Synonyms
6R-FR054; 6R-FR-054; 6R-FR 054
IUPAC Name
5H-Pyrano[3,2-d]oxazole-6,7-diol, 5-[(acetyloxy)methyl]-3a,6,7,7a-tetrahydro-2-methyl-, diacetate (ester), (3aR,5R,6R,7R,7aR)-
Molecular Formula
C14H19NO8
Canonical SMILES
CC1=N[C@@]([C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](COC(C)=O)O2)([H])[C@@]2([H])O1
InChI
InChI=1S/C14H19NO8/c1-6-15-11-13(22-9(4)18)12(21-8(3)17)10(5-19-7(2)16)23-14(11)20-6/h10-14H,5H2,1-4H3/t10-,11-,12+,13-,14+/m1/s1
InChI Key
WZFQZRLQMXZMJA-RGDJUOJXSA-N
Solubility
To be determined
Appearance
Semi-solid or waxy solid or viscous solid
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Alternative CAS
35954-65-5 (6S-isomer); 10378-06-0 (6R-isomer)
Biological Target
(6R)-FR054 is a less active isomer of FR054.
Drug Formulation
To be determined
Elemental Analysis
C, 51.06; H, 5.82; N, 4.25; O, 38.87
HS Tariff Code
2934.99.9001
Shipping
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.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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