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Merck
CN

R0654

Reveromycin A

solid, suitable for cell culture, BioReagent

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关于此项目

经验公式（希尔记法）:
C36H52O11
化学文摘社编号:
134615-37-5
分子量:
660.79
UNSPSC Code:
12352207
PubChem Substance ID:
24899342
NACRES:
NA.76
MDL number:
MFCD00912537

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产品名称

Reveromycin A, solid

SMILES string

[H][C@]1(C\C=C(C)\C=C\[C@H](O)[C@@H](C)\C=C\C(O)=O)O[C@]2(CC[C@@H]1C)CC[C@@](CCCC)(OC(=O)CCC(O)=O)[C@@]([H])(O2)\C=C\C(C)=C\C(O)=O

InChI key

ZESGNAJSBDILTB-OXVOKJAASA-N

InChI

1S/C36H52O11/c1-6-7-19-35(47-34(44)17-16-32(40)41)21-22-36(46-30(35)14-10-25(3)23-33(42)43)20-18-27(5)29(45-36)13-9-24(2)8-12-28(37)26(4)11-15-31(38)39/h8-12,14-15,23,26-30,37H,6-7,13,16-22H2,1-5H3,(H,38,39)(H,40,41)(H,42,43)/b12-8+,14-10+,15-11+,24-9+,25-23+/t26-,27-,28-,29+,30-,35+,36-/m0/s1

biological source

Streptomyces sp.

form

solid

mol wt

660.79 g/mol

packaging

pkg of 100 μg

color

tan

solubility

DMF: soluble, DMSO: soluble, ethanol: soluble, ethyl acetate: soluble, methanol: soluble, soluble

antibiotic activity spectrum

fungi

mode of action

protein synthesis | interferes

shipped in

wet ice

storage temp.

−20°C

Quality Level

200

相关类别

Biochem/physiol Actions

It is an epidermal growth factor (EGF) and eukaryotic cell growth inhibitor.
Reveromycin A is a polyketide antibiotic from Streptomyces sp. Epidermal growth factor (EGF) inhibitor; apoptosis inducer; G1 phase cell cycle inhibitor having antiproliferative behavior against human cell lines KB and K562 as well as antifungal activity.

Analysis Note

Avoid acidic conditions.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SLCN4843
SLCP1231
SLBN9570V
SLBM8028V
SLBL5566V

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M Tanaka et al.
Journal of dental research, 91(8), 771-776 (2012-06-08)
In osteoprotegerin-deficient (OPG-/-) mice, osteoclast activity causes bone resorption to outpace bone formation, leading to the development of severe osteoporosis. Such mice are therefore useful for investigating the alveolar bone of patients with osteoporosis. Reveromycin A (RM-A) was recently identified
Mariana El Sous et al.
Organic letters, 6(17), 3001-3004 (2004-08-28)
The asymmetric total synthesis of (-)-reveromycin A is described. The key steps involved a Lewis acid catalyzed inverse electron demand hetero-Diels-Alder reaction followed by hydroboration/oxidation to afford the spiroketal core 4 in a highly stereoselective manner and introduction of the
Creation of novel reveromycin derivatives by alcohol-added fermentation.
Toshihiko Nogawa et al.
The Journal of antibiotics, 66(4), 247-250 (2012-12-13)
Koji Hiraoka et al.
Cancer science, 99(8), 1595-1602 (2008-08-30)
Attention has recently focused on the critical role of inflammatory responses in the tumor stroma that provide favorable conditions for cancer-cell growth and invasion/metastasis. In particular, macrophages recruited into the tumor stroma and activated, known as tumor-associated macrophages, are suggested
Hiroaki Muguruma et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 11(24 Pt 1), 8822-8828 (2005-12-20)
The purpose of this study was to determine therapeutic effect of a novel antibiotic, reveromycin A, against osteolytic bone metastasis of human small cell lung cancer (SBC-5) cells. Reveromycin A induced apoptosis specifically in osteoclasts in vitro. Although reveromycin A
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