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Merck

R0654

Sigma-Aldrich

Reveromycin A

solid, suitable for cell culture, BioReagent

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About This Item

Fórmula empírica (notación de Hill):
C36H52O11
Número de CAS:
Peso molecular:
660.79
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.76

product name

Reveromycin A, solid

biological source

Streptomyces sp.

Quality Level

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

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

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

InChI key

ZESGNAJSBDILTB-OXVOKJAASA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

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Biosynthesis: a twist in the tail.
Kira J Weissman
Nature chemical biology, 7(7), 409-411 (2011-06-21)
Reveromycins, new inhibitors of eukaryotic cell growth. III. Structures of reveromycins A, B, C and D.
Koshino H, et al
The Journal of Antibiotics (1992)
H Takahashi et al.
Oncology research, 9(1), 7-11 (1997-01-01)
The antitumor effect of reveromycin A (RM-A), an inhibitor of EGF-dependent cell proliferation on murine and human tumor cell lines, was examined in vitro and in vivo, RM-A showed little antitumor effect against three murine tumors tested, but showed strong
Industrial microbiology and biotechnology - 2006 Annual Meeting.
Russell T Hill
IDrugs : the investigational drugs journal, 9(10), 690-692 (2006-10-04)
Je-Tae Woo et al.
Journal of pharmacological sciences, 106(4), 547-554 (2008-04-24)
The mass and function of bones depends on the maintenance of a complicated balance between osteoclast-mediated bone resorption and osteoblast-mediated bone formation. Osteoporosis typically reflects an imbalance in skeletal turnover, such that bone resorption exceeds bone formation. Osteoclasts are target

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