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Merck
CN

SML0215

Sigma-Aldrich

5(S),6(R),7-Trihydroxyheptanoic acid methyl ester

≥98% (HPLC)

Synonym(s):

BML 111

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About This Item

Empirical Formula (Hill Notation):
C8H16O5
CAS Number:
Molecular Weight:
192.21
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: ≥20 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

COC(=O)CCC[C@H](O)[C@H](O)CO

InChI

1S/C8H16O5/c1-13-8(12)4-2-3-6(10)7(11)5-9/h6-7,9-11H,2-5H2,1H3/t6-,7+/m0/s1

InChI key

RNMFWAFZUNVQOR-NKWVEPMBSA-N

Application

5(S),6(R),7-Trihydroxyheptanoic acid methyl ester may be used in lipoxin A receptor-mediated cell signaling studies.

Biochem/physiol Actions

5(S),6(R),7-Trihydroxyheptanoic acid methyl ester is a FRP2/ALX agonist
BML-111 is an analog of the naturally occurring eicosanoid Lipoxin A4. It is an agonist of lipoxin A receptor, also known as formyl peptide receptor 2 (ALX or FPR2). BML-111 potently inhibits cytokine expression and inflammatory cell infiltration in rodent arthritis models, and blocks angiogenesis and tumor growth in hepatic tumor models.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Xia Kong et al.
Experimental and therapeutic medicine, 14(3), 2284-2290 (2017-10-01)
Previous studies have demonstrated that lipoxin A

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