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Merck
CN

H6649

Herbimycin A from Streptomyces hygroscopicus

≥95% (HPLC), powder

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经验公式(希尔记法):
C30H42N2O9
化学文摘社编号:
分子量:
574.66
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
MDL number:
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

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

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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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
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
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 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
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

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