| Identification | Back Directory | [Name]
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER | [CAS]
78606-80-1 | [Synonyms]
BML-111
(5S,6R)-METHYL 5,6,7-TRIHYDROXYHEPTANOATE
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER
Heptanoic acid, 5,6,7-trihydroxy-, methyl ester, (5S,6R)- | [Molecular Formula]
C8H16O5 | [MDL Number]
MFCD00211214 | [MOL File]
78606-80-1.mol | [Molecular Weight]
192.21 |
| Chemical Properties | Back Directory | [Boiling point ]
360.8±42.0 °C(Predicted) | [density ]
1?+-.0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
H2O: ≥20mg/mL | [form ]
powder | [pka]
13.74±0.20(Predicted) | [color ]
white to beige | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months. |
| Hazard Information | Back Directory | [Description]
BML-111 (78606-80-1) novel truncated analog of lipoxin A4 which retains anti-inflammatory activity.1 Inhibits LTB4-induced leukocyte chemotaxis, IC50=5 nM).1 Attenuates hemorrhagic shock-induced acute lung injury in a rat model.2 Displays hepatoprotective effects in acetaminophen-induced liver injury in mice.3 Limits inflammatory damage in the cerebral cortex and helps maintain blood brain barrier integrity in a rat model of ischemic stroke.4 Attenuates renal ischemia/reperfusion injury via activation of p38 MAPK/PPARa/HO-1 pathway.5 | [Uses]
5(S),6(R)-7-trihydroxymethyl Heptanoate is a potent lipoxin A4 agonist. | [storage]
Store at -20°C | [References]
1) Lee et al. (1991), Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4: structure-function relationships; Biochem. Biophys. Res. Commun., 180 1416
2) Li et al. (2013), BML-111 attenuates hemorrhagic shock-induced acute lung injury through inhibiting activation of mitogen-activated protein kinase pathway in rats; J. Surg. Res., 183 710
3) El-Agamy et al. (2014), Protective effects of BML-111 against acetaminophen-induced acute liver injury in mice; J. Physiol. Biochem., 70 141
4) Hawkins et al. (2014), Neurovascular protection by post-ischemic intravenous injections of the lipoxin A4 receptor agonist, BML-111, in a rat model of ischemic stroke; J. Neurochem., 129 130
5) Wu et al. (2016), BML-111-Attenuates renal Ischemia/Reperfusion Injury via Peroxisome Proliferator-Activates Receptor-α-Regulated Heme Oxygenase-1; Inflammation, 39 611 |
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