Bioviotica

Iromycin A

Product Code:
 
BVT-0262
Supplier:
 
Bioviotica
Regulatory Status:
 
RUO
Shipping:
 
20°C
Storage:
 
-20°C
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Chemical Structure
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Chemical Structure

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BVT-0262-C500500 ug£205.00
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BVT-0262-M0011 mg£290.00
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Further Information

Alternate Names/Synonyms:
6-((2E,5E)-3,7-Dimethylocta-2,5-dien-1-yl)-4-hydroxy-3-methyl-5-propylpyridin-2(1H)-one
Appearance:
Off-white to greenish solid.
CAS:
213137-53-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Hazards:
H302, H312, H319, H332
InChi:
InChI=1S/C19H29NO2/c1-6-8-16-17(20-19(22)15(5)18(16)21)12-11-14(4)10-7-9-13(2)3/h7,9,11,13H,6,8,10,12H2,1-5H3,(H2,20,21,22)/b9-7+,14-11+
InChiKey:
HVAVEUHAOCVIPN-DTCTWCMCSA-N
Long Description:
Chemical. CAS: 213137-53-2. Formula: C19H29NO2. MW: 303.4. Isolated from Streptomyces bottropensis (G?-Dra17). Pyridone metabolite. Nitric oxide synthase (NOS) inhibitor, showing selectivity for eNOS (NOS III) versus nNOS (NOS I). Thaxtomine biosynthesis inhibitor. Mitochondrial electron transport chain inhibitor.
MDL:
MFCD30145907
Molecular Formula:
C19H29NO2
Molecular Weight:
303.4
Package Type:
Plastic Vial
Precautions:
P261, P270, P280, P301, P312, P302, P352, P312
Product Description:
Pyridone metabolite. Nitric oxide synthase (NOS) inhibitor, showing selectivity for eNOS (NOS III) versus nNOS (NOS I). Thaxtomine biosynthesis inhibitor. NADH dehydrogenase (NADH-Coenzyme Q oxidoreductase; Complex I) inhibitor. Inhibits mitochondrial respiration and oxidative phosphorylation (OXPHOS).
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
CCCC1=C(CC=C(/C)CC=CC(C)C)NC(=O)C(C)=C1O
Solubility Chemicals:
Soluble in DMSO; fairly soluble in methanol; poorly soluble in acetone.
Source / Host:
Isolated from Streptomyces bottropensis (G?-Dra17).
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.

References

Iromycins: a new family of pyridone metabolites from Streptomyces sp. II. Convergent total synthesis: H. Shojaei, et al.; J. Org. Chem. 72, 5091 (2007) | The iromycins, a new family of pyridone metabolites from Streptomyces sp. I. Structure, NOS inhibitory activity, and biosynthesis: F. Surup, et al; J. Org. Chem. 72, 5085 (2007) | Iromycins from Streptomyces sp. and from synthesis: New inhibitors of the mitochondrial electron transport chain: F. Surup, et al.; Bioorg. Med. Chem. 16, 1738 (2008)