ChemicalBook > CAS DataBase List > 5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER

5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER

Product Name
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER
CAS No.
78606-80-1
Chemical Name
5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER
Synonyms
T22526;BML-111;BML111,BML 111;BML-111, Lipoxin A4 agonist;6(R)-7-trihydroxymethyl Heptanoate;1,3-Benzodioxole-9-sulfonylchloride;methyl (5R,6R)-5,6,7-trihydroxyheptanoate;(5S,6R)-METHYL 5,6,7-TRIHYDROXYHEPTANOATE;5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER;5(S),6(R)-trihydroxy-7-heptanoic acid, methyl ester
CBNumber
CB2296632
Molecular Formula
C8H16O5
Formula Weight
192.21
MOL File
Mol file
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5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER Property

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.
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML0215
Product name
5(S),6(R),7-Trihydroxyheptanoic acid methyl ester
Purity
≥98% (HPLC)
Packaging
25mg
Price
$560
Updated
2022/05/15
Cayman Chemical
Product number
10005032
Product name
5(S),6(R)-7-trihydroxymethyl Heptanoate
Purity
≥95%
Packaging
1mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
10005032
Product name
5(S),6(R)-7-trihydroxymethyl Heptanoate
Purity
≥95%
Packaging
5mg
Price
$249
Updated
2024/03/01
Cayman Chemical
Product number
10005032
Product name
5(S),6(R)-7-trihydroxymethyl Heptanoate
Purity
≥95%
Packaging
10mg
Price
$437
Updated
2024/03/01
Tocris
Product number
5488
Product name
BML111
Packaging
10
Price
$182
Updated
2021/12/16
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5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER Chemical Properties,Usage,Production

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] TAK H. LEE. Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4: Structure-function relationships[J]. Biochemical and biophysical research communications, 1991, 180 3: Pages 1416-1421. DOI:10.1016/s0006-291x(05)81354-3
[2] MD H B L, PHD, PHD  You S M, et al. BML-111 attenuates hemorrhagic shock-induced acute lung injury through inhibiting activation of mitogen-activated protein kinase pathway in rats[J]. Journal of Surgical Research, 2013, 183 2: Pages 710-719. DOI:10.1016/j.jss.2013.03.007
[3] DINA S EL-AGAMY  Nareman M G  Mirhan N Makled. Protective effects of BML-111 against acetaminophen-induced acute liver injury in mice.[J]. Journal of physiology and biochemistry, 2014, 70 1: 141-149. DOI:10.1007/s13105-013-0288-x
[4] KIMBERLY E. HAWKINS. Neurovascular protection by post-ischemic intravenous injections of the lipoxin A4 receptor agonist, BML-111, in a rat model of ischemic stroke[J]. Journal of Neurochemistry, 2013, 129 1: 130-142. DOI:10.1111/jnc.12607
[5] SHENG-HUA WU. BML-111 Attenuates Renal Ischemia/Reperfusion Injury Via Peroxisome Proliferator-Activated Receptor-α-Regulated Heme Oxygenase-1[J]. Inflammation, 2015, 39 1: 611-624. DOI:10.1007/s10753-015-0286-y

5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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78606-80-1, 5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTERRelated Search:


  • BML-111
  • 5(S),6(R),7-TRIHYDROXYHEPTANOIC ACID, METHYL ESTER
  • (5S,6R)-METHYL 5,6,7-TRIHYDROXYHEPTANOATE
  • Heptanoic acid, 5,6,7-trihydroxy-, methyl ester, (5S,6R)-
  • 6(R)-7-trihydroxymethyl Heptanoate
  • 1,3-Benzodioxole-9-sulfonylchloride
  • 5(S),6(R)-trihydroxy-7-heptanoic acid, methyl ester
  • BML111,BML 111
  • methyl (5R,6R)-5,6,7-trihydroxyheptanoate
  • BML-111, Lipoxin A4 agonist
  • T22526
  • 78606-80-1