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Merck
CN

52037

Herbimycin A from Streptomyces hygroscopicus

≥98.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C30H42N2O9
CAS Number:
70563-58-5
Molecular Weight:
574.66
PubChem Substance ID:
329757778
UNSPSC Code:
51101500
Beilstein/REAXYS Number:
4834067
MDL number:
MFCD00151702

Key Documents

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assay

≥98.0% (HPLC)

solubility

acetonitrile: 0.2 mg/mL, clear, yellow

antibiotic activity spectrum

viruses

mode of action

enzyme | inhibits

storage temp.

−20°C

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

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

InChI key

MCAHMSDENAOJFZ-BVXDHVRPSA-N

General description

Chemical structure: benzenoid

Biochem/physiol Actions

An antibiotic that inhibits protein tyrosine kinase. Herbimycin A is a potent inhibitor of angiogenesis.

Other Notes

Inhibitor of protein-tyrosine kinases

Regulatory Information

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C M Queiroz et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 41(5), 403-410 (2008-06-12)
Intrahippocampal administration of kainic acid (KA) induces synaptic release of neurotrophins, mainly brain-derived neurotrophic factor, which contributes to the acute neuronal excitation produced by the toxin. Two protein tyrosine kinase inhibitors, herbimycin A and K252a, were administered intracerebroventricularly, in a
Shuya Kasai et al.
Bioscience, biotechnology, and biochemistry, 74(1), 36-43 (2010-01-09)
The aryl hydrocarbon receptor (AhR) is a transcription factor that is activated by dioxin and related xenobiotics. Although the activation of AhR is inhibited by tyrosine kinase inhibitors, the molecular mechanism has not been clarified. In the current study, the
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
Akane Harima et al.
Hematology (Amsterdam, Netherlands), 13(4), 236-243 (2008-09-18)
Fibronectin (FN) is thought to play an important role in various aspects of hematopoiesis through binding to very late antigen (VLA)-4 and VLA-5. Little is known, however, about the effects of FN on the proliferation of B cell progenitors. In
Svenja Beckmann et al.
The Journal of biological chemistry, 286(49), 42325-42336 (2011-10-21)
Cellular protein-tyrosine kinases play key roles in signal transduction processes in eukaryotes. SmTK4 was the first Syk kinase identified in a parasite and found to be tissue-specifically transcribed in the gonads of adult Schistosoma mansoni. Functional analyses confirmed its role
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