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Merck
CN

R0654

Reveromycin A

solid, suitable for cell culture, BioReagent

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About This Item

Empirical Formula (Hill Notation):
C36H52O11
CAS Number:
134615-37-5
Molecular Weight:
660.79
UNSPSC Code:
12352207
PubChem Substance ID:
24899342
NACRES:
NA.76
MDL number:
MFCD00912537

Key Documents

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Product Name

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

Related Categories

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.

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
SLCN4843
SLCP1231
SLBN9570V
SLBM8028V
SLBL5566V

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Shunji Takahashi et al.
Nature chemical biology, 7(7), 461-468 (2011-06-07)
Spiroacetal compounds are ubiquitous in nature, and their stereospecific structures are responsible for diverse pharmaceutical activities. Elucidation of the biosynthetic mechanisms that are involved in spiroacetal formation will open the door to efficient generation of stereospecific structures that are otherwise
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
Creation of novel reveromycin derivatives by alcohol-added fermentation.
Toshihiko Nogawa et al.
The Journal of antibiotics, 66(4), 247-250 (2012-12-13)
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
Makoto Kawatani et al.
Cancer science, 100(11), 1999-2005 (2009-08-14)
Osteoclasts are highly specialized cells that resorb bone, and their abnormal activity is implicated in a variety of human bone diseases. In neoplastic bone metastasis, the bone destruction caused by osteoclasts is not only associated with the formation and progression
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