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Key Documents

R0654

Sigma-Aldrich

Reveromycin A

solid, suitable for cell culture, BioReagent

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About This Item

Empirical Formula (Hill Notation):
C36H52O11
CAS Number:
Molecular Weight:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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