Myxochelin A

AdipoGen Life Sciences
Product Code: AG-CN2-0470
CodeSizePrice
AG-CN2-0470-C100100 ug£95.00
Quantity:
AG-CN2-0470-M0011 mg£310.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Antibody Isotype: n/a
Antibody Clone: n/a
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
(S)-N,N'-(6-Hydroxyhexane-1,5-diyl)bis(2,3-dihydroxybenzamide)
Appearance:
Solid.
CAS:
120243-02-9
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H315, H319, H335
InChi:
InChi InChI=1S/C20H24N2O7/c23-11-12(22-20(29)14-7-4-9-16(25)18(14)27)5-1-2-10-21-19(28)13-6-3-8-15(24)17(13)26/h3-4,6-9,12,23-27H,1-2,5,10-11H2,(H,21,28)(H,22,29)/t12-/m0/s1
InChiKey:
WNBVGSNESTZACV-LBPRGKRZSA-N
Long Description:
Chemical. CAS: 120243-02-9. Formula: C20H24N2O7. MW: 404.4. Synthetic. Originally isolated from Pyxidicoccus fallax HKI 727. Potent inhibitor of human 5-lipoxygenase (5-LO). This enzyme catalyzes two initial steps in the conversion of arachidonic acid into leukotrienes, well known mediators of inflammatory and allergic reactions. Iron-chelating compound. Anticancer antibiotic. Shown to inhibit tumor cell invasion in vitro. Antibacterial compound. Antioxidant with free radical scavenging activities.
Molecular Formula:
C20H24N2O7
Molecular Weight:
404.4
Package Type:
Vial
Precautions:
P261, P271, P280, P312
Product Description:
Potent inhibitor of human 5-lipoxygenase (5-LO). This enzyme catalyzes two initial steps in the conversion of arachidonic acid into leukotrienes, well known mediators of inflammatory and allergic reactions. Iron-chelating compound. Anticancer antibiotic. Shown to inhibit tumor cell invasion in vitro. Antibacterial compound. Antioxidant with free radical scavenging activities.
Purity:
>99% (NMR)
Signal word:
Warning
SMILES:
OC[C@H](CCCCNC(=O)C1=C(O)C(O)=CC=C1)NC(=O)C1=CC=CC(O)=C1O
Solubility Chemicals:
Soluble in DMSO, ethanol, methanol, acetone, ethylacetate or chloroform. Insoluble in water or hexane.
Source / Host:
Synthetic. Originally isolated from Pyxidicoccus fallax HKI 727.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Stable for at least 1 year after receipt when stored at +4°C.

References

Myxochelin A, a new iron-chelating compound from Angiococcus disciformis (Myxobacterales). Production, isolation, physico-chemical and biological properties: B. Kunze, et al.; J. Antibiot. 42, 14 (1989) | Myxochelin A, a cytotoxic antibiotic from the myxobacterium Angiococcus disciformis: J.W. Ahn, et al.; OPEM 2, 64 (2001) | Antioxidative and free radical scavenging activities of Myxochelin A isolated from Angiococcus sp.(Myxobacteria): H.-H. Lee, et al.; Food Sci. Biotech. 11, 184 (2002) | Absolute configuration and antitumor activity of myxochelin A produced by Nonomuraea pusilla TP-A0861: S. Miyanaga, et al.; J. Antibiot. 59, 698 (2006) | Synthesis and evaluation of myxochelin analogues as antimetastatic agents: S. Miyanaga, et al.; Bioorg. Med. Chem. 17, 2724 (2009) | Myxochelins target human 5-lipoxygenase: S. Schieferdecker, et al.; J. Nat. Prod. 78, 335 (2015) | Harnessing enzymatic promiscuity in Myxochelin biosynthesis for the production of 5-Lipoxygenase inhibitors: J. Korp, et al.; Chembiochem. 16, 2445 (2015)

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