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M6418

Manumycin A

from Streptomyces parvulus, ≥97% (HPLC), Ras farnesyltransferase inhibitor, powder

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About This Item

Empirical Formula (Hill Notation):
C31H38N2O7
CAS Number:
52665-74-4
Molecular Weight:
550.64
UNSPSC Code:
12352200
PubChem Substance ID:
24897011
NACRES:
NA.32
MDL number:
MFCD00920782

Key Documents

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Product Name

Manumycin A from Streptomyces parvulus,

assay

≥97% (HPLC)

Quality Level

200

form

powder

solubility

methanol: 9.80-10.20 mg/mL, clear, yellow to very deep yellow

storage temp.

2-8°C

SMILES string

CCCC[C@@H](C)\C=C(C)\C=C(/C)C(=O)NC1=C[C@@](O)(\C=C\C=C\C=C\C(=O)NC2=C(O)CCC2=O)[C@@H]3O[C@H]3C1=O

InChI

1S/C31H38N2O7/c1-5-6-11-19(2)16-20(3)17-21(4)30(38)32-22-18-31(39,29-28(40-29)27(22)37)15-10-8-7-9-12-25(36)33-26-23(34)13-14-24(26)35/h7-10,12,15-19,28-29,34,39H,5-6,11,13-14H2,1-4H3,(H,32,38)(H,33,36)/b8-7+,12-9+,15-10+,20-16+,21-17+/t19-,28?,29-,31+/m1/s1

InChI key

TWWQHCKLTXDWBD-YCWSEAROSA-N

Related Categories

Application

Manumycin A from Streptomyces parvulus has been used to inhibit IκB kinase (IKK)b−nuclear κ-B essential modulator (NEMO) interaction in the homogeneous time-resolved fluorescence (HTRF)-based binding assay.

Biochem/physiol Actions

Manumycin A is a natural monomeric epoxyquinoid. It has an ability to inhibit tumor necrosis factor (TNF) induced IκB kinase (IKK) activity in various cell types. In addition, manumycin A exhibits anti-tumor property by inhibiting farnesylation of oncogenic Ras.
Potent inhibitor of Ras farnesyltransferase.

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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Certificates of Analysis (COA)

Lot/Batch Number
0000419116
0000419116
0000138489
0000138489
0000218760

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Binding of manumycin A inhibits IkappaB kinase beta activity
Bernier M, et al.
Test, 281(5), 2551-2561 (2006)
M Hara et al.
Proceedings of the National Academy of Sciences of the United States of America, 90(6), 2281-2285 (1993-03-15)
A microbial screen using a yeast strain with conditional deficiency in the GPA1 gene was carried out to search for inhibitors of protein farnesyltransferase (PFT). A strain of Streptomyces was found to produce active compounds named UCF1-A, UCF1-B, and UCF1-C.
P K Singha et al.
Cell death & disease, 4, e457-e457 (2013-01-19)
Therapy resistance can be attributed to acquisition of anti-apoptotic mechanisms by the cancer cells. Therefore, developing approaches that trigger non-apoptotic cell death in cancer cells to compensate for apoptosis resistance will help to treat cancer effectively. Triple-negative breast cancers (TNBC)
Su-Jung Yang et al.
European journal of pharmacology, 638(1-3), 21-28 (2010-04-28)
Plumbagin, derived from the plant Plumbago zeylanica, has been shown to chronically activate ERK1/2 and inhibit Akt activity in cancer cells. However, the acute effects of plumbagin on ERK1/2 and Akt activities remain unknown. In this study, we examined the
Vivek Sharma et al.
Inflammation, 35(2), 516-519 (2011-05-11)
We have recently reported that Ras acts as an intermediate coactivator in IL-1β-mediated hypoxia-inducible factor-1α (HIF-1α) activation in glioblastoma multiforme (GBM). Since HIF-1α plays a crucial role in linking inflammatory and oncogenic pathways, we investigated whether this IL1β-Ras-HIF-1α signaling axis
View All Related Papers

Global Trade Item Number

SKUGTIN
M6418-5MG04061833026502

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