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857372P

Avanti

VU0285655-1

N-{2-[4-oxo-1-phenyl-1,3,8-triazaspiro(4.5)decan-8-yl]ethyl}quinoline-3-carboxamide, powder

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Synonym(s):
APV; VU0285655-1
Empirical Formula (Hill Notation):
C25H27N5O2
CAS Number:
1158347-73-9
Molecular Weight:
429.51
UNSPSC Code:
12352211
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (857372P-1mg)

manufacturer/tradename

Avanti Polar Lipids 857372P

lipid type

bioactive lipids

shipped in

dry ice

storage temp.

−20°C

SMILES string

O=C(C1=CN=C(C=CC=C2)C2=C1)NCCN(CC3)CCC43N(C5=CC=CC=C5)CNC4=O

InChI

1S/C25H27N5O2/c31-23(20-16-19-6-4-5-9-22(19)27-17-20)26-12-15-29-13-10-25(11-14-29)24(32)28-18-30(25)21-7-2-1-3-8-21/h1-9,16-17H,10-15,18H2,(H,26,31)(H,28,32)

InChI key

WJOCDBUFEUKYNI-UHFFFAOYSA-N

Application

VU0285655-1 has been used to study its role in membrane type 1 matrix metalloproteinase (MT1-MMP) surface trafficking and lung metastasis of mouse breast cancer cells. It has also been used as a phospholipase D-2 (PLD2) inhibitor to study its role in regulated exocytosis.

Biochem/physiol Actions

VU0285655-1 or N-2-[4-oxo-1-phenyl-1,3,8-triazaspiro(4,5)decan-8-yl]ethyl quinoline-3-carboxamide is a phospholipase D-2 (PLD2) inhibitor. It promotes autophagy in colorectal cancer cells.

Packaging

5 mL Amber Glass Screw Cap Vial (857372P-1mg)

WGK

WGK 3

Certificates of Analysis (COA)

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Robert Lavieri et al.
Bioorganic & medicinal chemistry letters, 19(8), 2240-2243 (2009-03-21)
This Letter describes the synthesis and structure-activity relationships (SAR) of isoform-selective PLD inhibitors. By virtue of the installation of a 1,3,8-triazaspiro[4,5]decan-4-one privileged structure, PLD inhibitors with nanomolar potency and an unprecedented 40-fold selectivity for PLD2 over PLD1 were developed. Interestingly
Marine Lingrand et al.
Breast cancer (Tokyo, Japan), 27(4), 594-606 (2020-01-30)
Breast cancer is the most common cancer in women. Despite high survival rates in Western countries, treatments are less effective in metastatic cases and triple-negative breast cancer (TNBC) patient survival is the shortest across breast cancer subtypes. High expression levels
Xianping Li et al.
Infection and immunity, 80(1), 429-440 (2011-11-16)
Aspergillus fumigatus is the most prevalent airborne fungal pathogen that induces serious infections in immunocompromised patients. Phospholipases are key enzymes in pathogenic fungi that cleave host phospholipids, resulting in membrane destabilization and host cell penetration. However, knowledge of the impact
Won Chan Hwang et al.
Experimental & molecular medicine, 46, e124-e124 (2014-12-06)
Autophagy is a conserved lysosomal self-digestion process used for the breakdown of long-lived proteins and damaged organelles, and it is associated with a number of pathological processes, including cancer. Phospholipase D (PLD) isozymes are dysregulated in various cancers. Recently, we
Ziqing Wang et al.
Developmental cell, 43(2), 186-197 (2017-10-17)
Little is known about the cellular events promoting metastasis. We show that knockout of phospholipase D2 (PLD2), which generates the signaling lipid phosphatidic acid (PA), inhibits lung metastases in the mammary tumor virus (MMTV)-Neu transgenic mouse breast cancer model. PLD2
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