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Merck

H6649

Herbimycin A from Streptomyces hygroscopicus

≥95% (HPLC), powder

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Fórmula empírica (notación de Hill):
C30H42N2O9
Número CAS:
70563-58-5
Peso molecular:
574.66
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24895756
MDL number:
MFCD00151702
Beilstein/REAXYS Number:
4834067

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SMILES string

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 key

MCAHMSDENAOJFZ-BVXDHVRPSA-N

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

biological source

Streptomyces hygroscopicus

assay

≥95% (HPLC)

form

powder

color

yellow

solubility

DMSO: 7.5 mg/mL

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

200

Categorías relacionadas

General description

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.

Application

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.

Biochem/physiol Actions

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

Disclaimer

Hygroscopic and photosensitive

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
SLCL1131
SLCK3695
SLCF6017
SLBS2836V
SLBQ3791V

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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
E M Connolly et al.
European journal of vascular and endovascular surgery : the official journal of the European Society for Vascular Surgery, 25(1), 40-47 (2003-01-15)
intimal hyperplasia (IH) is a major cause of re-stenosis post-vascular intervention. Induction of heat shock proteins (HSPs), by thermal pre-conditioning, reduces IH. Our aim was to investigate the effect of the pharmacological HSP inducer herbimycin A on IH in the
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
Alexander Epshtein et al.
Archives of virology, 154(1), 55-63 (2008-12-11)
Expression of the E6 oncoprotein of human papillomavirus (HPV) 16 in primary human keratinocytes (PHKs) was previously shown to significantly reduce apoptosis. This could be due to increased cell adhesion. Adhesion ability was tested by seeding cells on tissue culture
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Product Information Sheet - H6649

Product Information Sheet

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