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HERBIMYCIN A

Product Name
HERBIMYCIN A
CAS No.
70563-58-5
Chemical Name
HERBIMYCIN A
Synonyms
C11225;herbimycin;HERBIMYCIN A;antibiotictan420f;(15r)-geldanamyci;HerbiMycin, TAN 420F;HERBIMYCIN A USP/EP/BP;Herbimycin A, Streptomyces sp.;HERBIMYCIN A, STREPTOMYCES SPECIES;HERBIMYCIN A, STREPTOMYCES HYGROSCOPICUS
CBNumber
CB0756080
Molecular Formula
C30H42N2O9
Formula Weight
574.66
MOL File
70563-58-5.mol
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HERBIMYCIN A Property

Melting point:
229-231 °C
Boiling point:
752℃
Density 
1.19±0.1 g/cm3(Predicted)
Flash point:
>110°(230°F)
storage temp. 
−20°C
solubility 
DMSO: 7.5 mg/mL DMSO stock solution can be diluted in phosphate buffered saline. The ratio of buffer:DMSO should be greater than 500:1.
form 
powder
pka
8.56±0.70(Predicted)
color 
yellow
Sensitive 
Light Sensitive & Hygroscopic
BRN 
4834067
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
RTECS 
LX8930000
10-21
HS Code 
29419000
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
H6649
Product name
Herbimycin A from Streptomyces hygroscopicus
Purity
≥95% (HPLC), powder
Packaging
0.1mg
Price
$317
Updated
2024/03/01
Alfa Aesar
Product number
J66427
Product name
Herbimycin A, 95%
Packaging
1mg
Price
$962
Updated
2024/03/01
Cayman Chemical
Product number
15504
Product name
Herbimycin A
Purity
≥99%
Packaging
500μg
Price
$380
Updated
2024/03/01
Cayman Chemical
Product number
15504
Product name
Herbimycin A
Purity
≥99%
Packaging
2.5mg
Price
$1231
Updated
2024/03/01
Sigma-Aldrich
Product number
H6649
Product name
Herbimycin A from Streptomyces hygroscopicus
Purity
≥95% (HPLC), powder
Packaging
1mg
Price
$428
Updated
2024/03/01
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HERBIMYCIN A Chemical Properties,Usage,Production

Description

Herbimycin A (70563-58-5) is an ansamycin antibiotic. Inhibits HSP90 and associated client proteins including v-Src, Bcr-Abl, Raf-1 and ErbB2.1,2 Herbimycin A reverts tyrosine kinase-induced oncogenic transformation without direct inhibition of phosphorylation activity.1 Inhibits angiogenesis in a rat retinopathy model.3

Uses

Herbimycin A is the major analogue of a complex of benzoquinone ansamycin antibiotics isolated from a Streptomyces hygroscopicus. Herbimycin A inhibits the 90-kDa heat-shock protein (Hsp90) which provides essential chaperone support to various signal transduction molecules, including certain steroid hormone receptors and select kinases. Herbimycin also inhibits protein tyrosine kinase and angiogenesis.

Uses

Herbimycin A is a benzoquinone ansamycin antibiotic from Streptomyces. It has herbicidal activity and acts as a cell-permeable inhibitor of non-receptor tyrosine kinases and the heat shock protein Hsp90. Herbimycin A inhibits Bcr-Abl with an IC50 value of 5 μM, a concentration that also effectively blocks Src, Yes, Fps, Ros, and ErbB but not protein kinases (PK) PKA, PKC, Rac, Myc, or Raf. Presumably through its effects on tyrosine kinase signaling, herbimycin A also impairs endothelial cell proliferation in the context of angiogenesis, NF-κB activation, phosphorylation of phospholipase C-γ1, and eggshell formation in schistosome parasites. Ansamycins, including herbimycin A and geldanamycin , bind Hsp90 and destabilize client proteins, including Src, Bcr-Abl, and ErbB2, leading to their ubiquitination and proteasomal degradation.

Uses

Herbimycin A is an inhibitor of c-Abl, HSP 90, c-Src, c-Yes, Fes, and Ros. It is a COVID19-related research product.

Definition

ChEBI: A 19-membered macrocyle incorporating a benzoquinone ring and a lactam functionality. It is an ansamycin antibiotic that induces apoptosis and displays antitumour effects.

General Description

A cell-permeable, potent inhibitor of protein tyrosine kinases. Inhibits p60v-src (IC50 = 12 μM) autophosphorylation. Irreversibly binds to the sulfhydryl groups of the kinase. Dose-dependently inhibits PDGF-induced phospholipase D activation (IC50 = 8 μg/ml). Also, reported to inhibit c-src related bone resorption (IC50 = 70 nM). Inhibits angiogenesis in chick chorioallantoic membrane and blocks anti-CD3 monoclonal antibody-induced apoptosis of thymocytes. Several mammalian cell lines transformed with tyrosine kinase oncogenes (src, abl, fps, ros, yes, erbB) show reversion from the transformed to the normal phenotype after treatment with herbimycin A.

Biological Activity

Ansamycin antibiotic that acts as a Src family kinase inhibitor. Binds to the SH domain and inhibits the activity of p60 v-src and p210 BCR-ABL . Exhibits antiangiogenic activity in endothelial cells in vitro . Also inhibits Hsp90 and impairs recovery from heat shock.

Biochem/physiol Actions

Cell permeable: yes

storage

-20°C

References

1) Whitesell et al. (1994), Inhibition of heat shock protein HSP-90-pp60vsrc heteroprotein complex formation by benzoquinone ansamycins: essential role for stress proteins in oncogenic transformation; Proc. Natl. Acad. Sci. USA, 91 8324 2) Blagosklonny et al. (2002), Hsp-90-associated oncoproteins: multiple targets of geldanamycin and it’s analogs; Leukemia, 16 455 3) GW McCollum et al. (2004), Herbimycin A inhibits angiogenic activity in endothelial cells and reduces neovascularization in a rat model of retinopathy of prematurity; Exp. Eye Res., 78 987

HERBIMYCIN A Preparation Products And Raw materials

Raw materials

Preparation Products

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HERBIMYCIN A Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
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View Lastest Price from HERBIMYCIN A manufacturers

Career Henan Chemical Co
Product
HERBIMYCIN A 70563-58-5
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

70563-58-5, HERBIMYCIN ARelated Search:


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