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SML1110

Sigma-Aldrich

Adaphostin

≥98% (HPLC)

Synonym(s):

4-[[(2,5-Dihydroxyphenyl)methyl]amino]benzoic acid tricyclo[3.3.1.13,7]dec-1-yl ester, AG 957 Adamantyl Ester, NSC 680410

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About This Item

Empirical Formula (Hill Notation):
C24H27NO4
CAS Number:
241127-58-2
Molecular Weight:
393.48
MDL number:
MFCD06411386
UNSPSC Code:
12352200
PubChem Substance ID:
329825651
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC=C(NCC2=CC(O)=CC=C2O)C=C1)OC34C[C@@]5([H])C[C@@](C[C@@](C5)([H])C4)([H])C3

InChI

1S/C24H27NO4/c26-21-5-6-22(27)19(10-21)14-25-20-3-1-18(2-4-20)23(28)29-24-11-15-7-16(12-24)9-17(8-15)13-24/h1-6,10,15-17,25-27H,7-9,11-14H2/t15-,16+,17-,24-

InChI key

YJZSUCFGHXQWDM-ONHXBKDTSA-N

Biochem/physiol Actions

Adaphostin is a p210bcr/abl tyrosine kinase inhibitor displaying anti-proliferative activity in leukemia models, human prostate cancer cell line PC-3 and other cancer cell lines. Adaphostin is a potent inducer of myeloid cell death. Similarly to AG957, adaphostin appears to induce a degradation of WT and mutated Bcr/Abl.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Koutaroh Okada et al.
EBioMedicine, 41, 105-119 (2019-01-22)
Alectinib has shown a greater efficacy to ALK-rearranged non-small-cell lung cancers in first-line setting; however, most patients relapse due to acquired resistance, such as secondary mutations in ALK including I1171N and G1202R. Although ceritinib or lorlatinib was shown to be

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