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Merck
CN

A9481

AD 198

≥98% (HPLC), solid

Synonym(s):

N-Benzyladriamycin-14-valerate

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About This Item

Empirical Formula (Hill Notation):
C39H43NO12
CAS Number:
Molecular Weight:
717.76
UNSPSC Code:
12352200
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Product Name

AD 198, ≥98% (HPLC), solid

SMILES string

CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](NCc3ccccc3)[C@H](O)[C@H](C)O2)c4c(O)c5C(=O)c6c(OC)cccc6C(=O)c5c(O)c4C1

assay

≥98% (HPLC)

form

solid

color

red

solubility

DMSO: >10 mg/mL
H2O: insoluble

storage temp.

2-8°C

Biochem/physiol Actions

AD 198 is a PKC-delta activator.
AD 198 is a PKC-delta activator. Phospholipid scramblase 3 (PLS3) is an enzyme that plays a critical role in mitochondrial morphology, functions, and apoptotic response. During apoptosis, activated protein kinase C-delta (PKC-delta) translocates to mitochondria and phosphorylates PLS3. Used to show that PLS3 is a critical downstream effector of PKC-delta in AD 198-induced apoptosis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Yongwen He et al.
Cancer research, 65(21), 10016-10023 (2005-11-04)
Phospholipid scramblase 3 (PLS3) is an enzyme that plays a critical role in mitochondrial morphology, functions, and apoptotic response. During apoptosis, activated protein kinase C-delta (PKC-delta) translocates to mitochondria and phosphorylates PLS3. Here, we utilize an extranuclear-targeted anthracycline N-benzyladriamycin-14-valerate (AD198)
K Kashfi et al.
Biochemical pharmacology, 40(7), 1441-1448 (1990-10-01)
Adriamycin (ADR; doxorubicin) and its highly lipophilic, less toxic analogue N-benzyl-adriamycin-14-valerate (AD 198) were found to inhibit rat heart and liver carnitine palmitoyltransferases of both mitochondrial outer and inner membranes. The outer membrane enzyme was more sensitive to inhibition by
L Lothstein et al.
Oncology research, 4(8-9), 341-347 (1992-01-01)
N-Benzyladriamycin-14-valerate (AD 198) is a highly hydrophobic analogue of Adriamycin (ADR) which can circumvent multidrug resistance (MDR) in various cell lines. Unlike ADR, AD 198 avoids extrusion by P-glycoprotein (P-gp) in AD 198-resistant murine macrophage-like J774.2 cells and localizes in
Leonard Lothstein et al.
Leukemia research, 31(8), 1085-1095 (2006-12-26)
Bcr-Abl activity in chronic myelogenous leukemia (CML) results in dysregulated cell proliferation and resistance against multiple cytotoxic agents due to the constitutive activation of proliferative signaling pathways. Currently, the most effective treatment of CML is the inhibition of Bcr-Abl activity
T W Sweatman et al.
Cancer chemotherapy and pharmacology, 43(5), 419-426 (1999-04-01)
N-Benzyladriamycin-14-valerate (AD 198) is a semisynthetic anthracycline analogue superior to doxorubicin (DOX) both in vitro and in experimental rodent tumor models, and with differing mechanistic properties from those of the parental antibiotic agent. In the present study, we examined the

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