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Merck

H6649

Sigma-Aldrich

Herbimycin A from Streptomyces hygroscopicus

≥95% (HPLC), powder

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About This Item

Fórmula empírica (notación de Hill):
C30H42N2O9
Número de CAS:
Peso molecular:
574.66
Beilstein:
4834067
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

origen biológico

Streptomyces hygroscopicus

Nivel de calidad

Análisis

≥95% (HPLC)

formulario

powder

color

yellow

solubilidad

DMSO: 7.5 mg/mL

espectro de actividad antibiótica

viruses

Modo de acción

enzyme | inhibits

temp. de almacenamiento

−20°C

cadena SMILES

CO[C@H]1C[C@H](C)[C@@H](OC)C2=CC(=O)C=C(NC(=O)\C(C)=C\C=C[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1OC)C2=O

InChI

1S/C30H42N2O9/c1-16-10-9-11-23(37-5)28(41-30(31)36)18(3)12-17(2)27(40-8)24(38-6)13-19(4)26(39-7)21-14-20(33)15-22(25(21)34)32-29(16)35/h9-12,14-15,17,19,23-24,26-28H,13H2,1-8H3,(H2,31,36)(H,32,35)/b11-9-,16-10+,18-12+/t17-,19-,23-,24-,26+,27+,28-/m0/s1

Clave InChI

MCAHMSDENAOJFZ-BVXDHVRPSA-N

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Descripción general

DMSO stock solution can be diluted in phosphate buffered saline. The ratio of buffer:DMSO should be greater than 500:1.
Herbimycin A from Streptomyces hygroscopicus is a benzoquinoid ansamycin antibiotic. It is an analog of geldanamycin.

Aplicación

Herbimycin A from Streptomyces hygroscopicus has been used as an inhibitor of Src tyrosine kinase in HEK293T cells and rat intestinal epithelial cells. It has also been used to test its attenuation effect in intimal hyperplasia (IH) post balloon injury in rat carotid artery.

Acciones bioquímicas o fisiológicas

Herbimycin A is an inducer of heat shock protein (HSP). It increases HSP expression resulting in the attenuation of ischemia reperfusion induced pulmonary injury.
An antibiotic that inhibits protein tyrosine kinase. Herbimycin A is a potent inhibitor of angiogenesis.

Precaución

Hygroscopic and photosensitive

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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K Nagaishi et al.
Journal of cellular physiology, 180(3), 345-354 (1999-08-03)
We previously reported that a 21-kDa phosphoprotein may play an important role in superoxide production through dephosphorylation by neutrophillike differentiated HL-60 cells (Suzuki et al., 1995, Biochim Biophys Acta 1266: 261-267). The phosphoprotein was identified as cofilin, an actin-binding protein
T Zakar et al.
Canadian journal of physiology and pharmacology, 77(2), 138-142 (1999-10-27)
Human amnion cells in primary culture respond to glucocorticoids in a characteristic fashion by the increased expression of the inducible prostaglandin endoperoxide H synthase isoenzyme, PGHS-2. Since PGHS-2 induction by agonists generally involves tyrosine kinases, we examined the possibility that
M A Davis et al.
Toxicology and applied pharmacology, 161(1), 59-74 (1999-11-24)
It is important to understand the mechanisms by which phosphorylation-dependent events play a role in regulation of apoptosis in toxicant-metabolizing organs such as the kidney. Our previous work demonstrated that the toxicant and phosphatase inhibitor okadaic acid induces apoptosis of
Naoki Kawai et al.
Gastroenterology, 122(2), 331-339 (2002-02-08)
Src activation is correlated with progression of colorectal cancer (CRC). CRCs accompanied by ulcerative colitis, chronic inflammation in the colon, often have elevated Src activity, and ulcerative colitis-related CRCs are more likely to become invasive, whereas Ras activation is rarely
T Oikawa et al.
Biological & pharmaceutical bulletin, 17(10), 1430-1432 (1994-10-01)
Six herbimycin A (HBM) derivatives were examined for their anti-angiogenic effects in a bioassay system involving chorioallantoic membranes (CAMs) of growing chick embryos on the basis of our previous observation that HBM is a potent angiogenesis inhibitor. 17-Cyclopropylamino-HBM dose-dependently inhibited

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